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Discover the Alentejo Wine Region

Tour Duration

Signature, Classic Guided

Activity Level

Hotel Level

Trek Domane SL 7 Trek Electric-Assist Verve+ Trek Electric-Assist Domane+ SLR 7

Starting from

$ 3,999.00 per person

Have a question?

A bike tour in Alentejo is like stepping into the past, where rolling countryside, olive groves, vineyards, and cork trees reign supreme.

Experience the quiet charm of cycling through the Alentejo region of Portugal as you discover an old-world way of life. It's the heartland of the world's cork production, still harvested by hand at the same steady pace that's been followed for generations. Unpack and unwind at one luxurious hotel for your entire bike tour, ensuring relaxation at the end of each day. Savor slow food cuisine, exquisite local wines, and cycle to historic towns like UNESCO-listed Évora, with its ancient Roman temples, city walls, and bath ruins. Here, time seems to pause, and the hustle and bustle of everyday life are long forgotten.

Visit the UNESCO World Heritage Sites of Evora and learn about its medieval history

Explore the rugged beauty of the Alentejo Cork Forest on a guided jeep tour

Ride through the vineyard lined roads and quiet country lanes surrounded by olive and cork trees, and fields of wheat

Unpack and unwind at the Alentejo Marmoris Hotel and Spa, a prestigious member of the "Small Luxury Hotels of the World"

Take part in a private visit to a former 18th-century quinta, where you'll learn to cook traditional Portuguese dishes and sample some of the region's best wines

Immerse yourself in the the world of marble and enjoy the beautiful and unique scenery at one of the largest marble quarries

A quiet cobbled street in the village of Monsaraz

Enjoy extraordinary views from hilltop Monsaraz, one of the country's most beautiful villages.

What Guests are Saying

Each day was different and a unique experience. Really appreciate all the thought and planning that went into finding each restaurant and the logistics of moving a big group like ours look effortless! 5 star restaurants and wine.

Jim, Trek Travel Guest

This trip was spectacular from the beginning to the end. All guides, all rides, all meals, all activities. Well thought out and planned.

Susan, Trek Travel Guest

Thank you for another great experience. Some of our biking buddies did their own home-grown rides in Portugal while we were on the Trek trip, and they acknowledged the Trek trip looked a lot more fun.

The dining experiences were amazing. The vineyard tour and dinner on the last night was unforgettable, gorgeous and so special. I felt so privileged to spend the evening there.

Sylvia, Trek Travel Guest

Every meal out as a group was well thought out and enhanced our experience, from the opening dinner in town with local wine and food to the final closing. The lunch in Elvas with the incredible view was fabulous, with well selected food. The dinner in Estremoz was incredible, with the highest quality food and presentation. And the final closing dinner with wine tour, bit of cooking on the estate, and seating at the most elaborate table with wonderful service was a lovely closing touch.

Candace, Trek Travel Guest

Both the tour of Evora and the tour of the cork estate were wonderful. The history of the region was central to the enjoyment and awe of the spaces we visited. Meeting and enjoying the people of the region enriched our time there.

Trek Travel Guest

Vila Viçosa to Monsaraz

Pass through sweeping countryside and picturesque villages before climbing to the fortified Medieval town of Monsaraz, which overlooks the Great Lake of Alqueva and beyond, to Spain.

Dates & Pricing

Book early for the best price

Join Waitlist

Limited Availability

May 26-31, 2024 limited availability.

Hotels you`ll stay at on this date:

Alentejo Marmoris Hotel and Spa

Available bikes:

Trek Domane SL 7

• Trek Electric-Assist Verve+ 3

Trek Electric-Assist Domane+ SLR 7

$ 4099.00 per person.

Double Occupancy

Single Occupancy from: + 799.00

September 1-6, 2024 Guaranteed

$ 4199.00 per person, september 8-13, 2024 limited availability, $ 4399.00 per person, september 15-20, 2024 limited availability, september 22-27, 2024 limited availability, september 29-october 4, 2024 limited availability, october 6-11, 2024 guaranteed, october 13-18, 2024 guaranteed, $ 3999.00 per person, october 20-25, 2024, october 27-november 1, 2024 guaranteed, $ 4299.00 per person, november 3-8, 2024 guaranteed, march 16-21, 2025, march 23-28, 2025, march 30-april 4, 2025, april 6-11, 2025 private reserved, april 13-18, 2025, april 20-25, 2025, april 27-may 2, 2025, may 4-9, 2025 guaranteed, may 11-16, 2025, may 18-23, 2025, may 25-30, 2025, august 31-september 5, 2025, september 7-12, 2025, september 14-19, 2025, september 21-26, 2025, september 28-october 3, 2025, october 5-10, 2025, october 12-17, 2025, october 19-24, 2025 guaranteed, october 26-31, 2025, november 2-7, 2025, november 9-14, 2025, looking for a private tour with us.

Private tours can range in cost based on your group size. See below for specific pricing based on your group size.

Looking for a date that you don't see?

Look no further. Simply tell us your preferred travel dates and we’ll work together to deliver the same great trip on your custom schedule. Want to make a few changes to your itinerary, no problem. We will work with you to make sure your custom vacation is the ultimate vacation of a lifetime for your group.

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Arrival / Departure

Where to Arrive

Lisbon Portela Airport (LIS)

Pick-up location :

A Padaria Portuguesa, Rua Mouzinho da Silveira 2, Lisbon, Portugal

Pick-up time :

Where to Depart

Drop-off location :

Lisbon Portela Airport, Lisbon, Portugal

Drop-off time :

Additional Arrival Information

We suggest that you arrive at least one day prior to the trip start, which will enable you to adjust to the time zone and minimize the risk of missing the trip start due to flight-related delays. We recommend that you fly into Lisbon Portela Airport (LIS). Public transportation is inexpensive and easy to use from the airport. You can take the Metro with a one-way ticket for 1.90€ or the daily pass (which allows you to use the metro, bus, trams, and trains) for 6€. More information can be found at www.metro.transporteslisboa.pt . Alternatively, taxis are plentiful and cost approximately 15-25 Euros to Lisbon center.

Your Trek Travel guides will meet you at the bakery A Padaria Portuguesa (Rua Mouzinho da Silveira 2, 1250-042 Lisbon) at 10:00 AM on the first day of the trip. You'll then shuttle approximately two hours to your retreat oasis for the week. Please have your first-day cycling clothes and riding gear easily accessible, separate from your luggage. After a light lunch of local delights on the patio of the hotel, your guides will fit and familiarize you with your bike for the week and speak to the specifics of cycling in the area before taking to the roads of Alentejo.

If you will be late for the pick-up or are going to miss it altogether, please inform your guides. If you cannot reach them, please call our first hotel, Alentejo Marmoris Hotel and Spa (+351 268 887 010), and leave a message with your expected arrival time and contact details. A taxi from Lisbon to the first hotel will take about two hours and cost around 200 euros.

Additional Departure Information

You will say farewell to your guides at 11:00 AM at the Alentejo Marmoris Hotel and Spa in Vila Viçosa, Portugal. You will shuttle approximately two hours to the Lisbon Portela Airport to arrive around 1:00 PM. Please do not schedule a flight out before 2:30 PM on the last day of the trip to allow plenty of time for any unforeseen delays. If you are staying in Lisbon, the shuttle will also stop in the centre of the town at A Padaria Portuguesa (Rua Mouzinho da Silveira 2, 1250-042 Lisbon).

Day 1 Wind your way through the quiet country roads, taking in the fresh aroma of oleander flowers

Wind your way through the quiet country roads, taking in the fresh aroma of oleander flowers

Welcome to Portugal! After a two-hour shuttle ride, you'll arrive at your luxurious retreat in the Alentejo Region. Enjoy a light lunch on the hotel terrace, featuring local specialties such as soft, light sheep cheeses and black ham. Your guides will fit and familiarize you with your Trek bike, and provide riding tips before embarking on your first adventure through the Alentejo countryside. As you head south, you'll pass through the charming village of Alandroal, ... Welcome to Portugal! After a two-hour shuttle ride, you'll arrive at your luxurious retreat in the Alentejo Region. Enjoy a light lunch on the hotel terrace, featuring local specialties such as soft, light sheep cheeses and black ham. Your guides will fit and familiarize you with your Trek bike, and provide riding tips before embarking on your first adventure through the Alentejo countryside. As you head south, you'll pass through the charming village of Alandroal, where you can admire the beautiful oleander flowers, shrubs, and trees that have been used as motifs by local artisans. In the evening, you'll gather for a welcome drink of rich Alentejo wines before enjoying dinner at our guide's favorite restaurant. This restaurant offers a contemporary take on classic Portuguese dishes, using locally sourced ingredients to create a unique and hospitable culinary experience. Read More

Meals included

Lunch | Social Hour | Dinner

Highlight of the Day

The Alentejo Marmoris hotel is not just any hotel - it's a magnificent marble palace, designed by the owner using marble sourced from their ... The Alentejo Marmoris hotel is not just any hotel - it's a magnificent marble palace, designed by the owner using marble sourced from their own mine. Situated in the charming village of Vila Viçosa, it's the ultimate destination for those seeking a luxurious and indulgent experience, whether it's fine dining, spa treatments or simply relaxing in style. Read More

Ride Options

Ride Option 1

TODAY'S RIDE:

Alandroal Loop - Approximately 17 mi | 28 km and 790 ft | 240 m

Day 2 Take a thrilling jeep ride through a grove of twisted cork trees to learn about this impressive local resource

Take a thrilling jeep ride through a grove of twisted cork trees to learn about this impressive local resource

Today you'll peer out over the Alentejo plains of twisted cork trees, fields of wheat, and olive trees as you ride to a rural estate whose land has been dedicated to cork oak forestry for five generations. Following a delicious lunch with all your favourite Portuguese flavors, you'll join our local guide, Joana, who will explain all the details of cork extraction. Raised in the area, she has an insider's perspective and passion for the land and the people. While cru... Today you'll peer out over the Alentejo plains of twisted cork trees, fields of wheat, and olive trees as you ride to a rural estate whose land has been dedicated to cork oak forestry for five generations. Following a delicious lunch with all your favourite Portuguese flavors, you'll join our local guide, Joana, who will explain all the details of cork extraction. Raised in the area, she has an insider's perspective and passion for the land and the people. While cruising in a jeep into the surrounding hills and forest, she will share with us all that she knows about this important and fascinating renewable resource that historically has been a huge part of the economy in this region. After our cork forest visit, we'll shuttle back to Vila Viçosa to enjoy some down time in the afternoon. This evening you can explore the town and enjoy dinner of your choice. Read More

Breakfast | Lunch

Private guided tour in a Cork tree forest

Learn about local native wildlife and cork harvesting in an exclusive jeep tour.

TODAY'S RIDE

Herdade Maroteira Loop - Approximately 32 mi | 52 km and 2,000 ft | 600 m

TODAY’S ACTIVITY:

Cork forest visit to learn about one of the most characteristic natural products of Portugal

Day 3 Immerse yourself in the history and culture of Portugal as you take a guided walking tour through the UNESCO town of Evora

Immerse yourself in the history and culture of Portugal as you take a guided walking tour through the UNESCO town of Evora

This morning you'll stop to visit a pottery shop in Redondo, where they make traditional wheel-thrown and hand-painted wares. You'll then continue toward Evora, a UNESCO World Heritage Site. Catch sight of its impressive 16th century aqueduct as you take an expert-led walking tour with our local guide to an ancient Roman temple dating back to the first century and the town’s most famous landmark. You'll finish the tour at the bone chapel, perhaps one of the most m... This morning you'll stop to visit a pottery shop in Redondo, where they make traditional wheel-thrown and hand-painted wares. You'll then continue toward Evora, a UNESCO World Heritage Site. Catch sight of its impressive 16th century aqueduct as you take an expert-led walking tour with our local guide to an ancient Roman temple dating back to the first century and the town’s most famous landmark. You'll finish the tour at the bone chapel, perhaps one of the most memorable monuments of Evora. Enjoy lunch on your own and take your time to explore a maze of perfectly maintained cobbled streets and narrow houses. Tonight we'll head to the town of Estremoz to sample some of Alentejo cuisine at the celebrated restaurant, Casa do Gadanha. Well-known for her skills in the kitchen, the chef, Michele, has created a cosy space in which you will enjoy her delicious plates that have a traditional base but with a contemporary twist. We will savor several courses of the most delicious and well-prepared food you can imagine and accompany it with some of the beautiful wines that the region around Estremoz has become well known for. It is a perfect way to enjoy the evening with your new friends. Read More

Breakfast | Dinner

The whitewashed town of Redondo is famous for its traditional pottery. Get a close-up look at the artisans working the pottery wheel and han... The whitewashed town of Redondo is famous for its traditional pottery. Get a close-up look at the artisans working the pottery wheel and hand painting their pieces. Read More

Vila Viçosa to Evora - Approximately 36 mi | 58 km and 1,800 ft | 550 m

Guided walking tour through the historic town of Evora

Day 4 Pedal your way towards the Spanish border and explore the picturesque village of Monsaraz

Pedal your way towards the Spanish border and explore the picturesque village of Monsaraz

Following breakfast and your daily route talk from your guides, you'll head south today, and ride what is arguably the most picturesque ride of the week. You'll pass through small towns, olive groves, and cross rivers to follow the Spanish border, ending with a climb to the picture-perfect village of Monsaraz. With its whitewashed walls and cobbled streets, you'll quickly fall in love with this charming perched village and surely have something to bring home from on... Following breakfast and your daily route talk from your guides, you'll head south today, and ride what is arguably the most picturesque ride of the week. You'll pass through small towns, olive groves, and cross rivers to follow the Spanish border, ending with a climb to the picture-perfect village of Monsaraz. With its whitewashed walls and cobbled streets, you'll quickly fall in love with this charming perched village and surely have something to bring home from one of its many artisanal shops. Monsaraz is located near one of the largest pottery producing towns in Portugal, so be sure to peruse the shops before you head to the town's main attraction, its castle, where you'll be rewarded with some of the most spectacular views of the town and across the Alentejo. Your guides will take you to the locals' favorite Taverna "Os Templarios". Enjoy a glass of wine with fresh Portuguese cuisine with a terrace that views across the river Guadiana and directly onto Spain. After a wonderful lunch together, we'll shuttle back to the hotel. The rest of the afternoon is yours to spend relaxing with a luxurious spa treatment at the hotel's well-appointed Stone Spa or reading your book by the pool. This evening we'll gather for a dinner at the hotel's restaurant Primavera, offering traditional Alentejo cuisine and an outdoor dining experience surrounded by colourful decor and beautiful hand laid marble flooring. Read More

Breakfast | Lunch | Dinner

Explore Monsaraz, this picturesque medieval hilltop village, known for its well-preserved historic architecture, cobblestone streets, and pa... Explore Monsaraz, this picturesque medieval hilltop village, known for its well-preserved historic architecture, cobblestone streets, and panoramic views of the surrounding countryside. Read More

Vila Viçosa to Monsaraz with Shuttle - Approximately 33 mi | 53 km and 1,550 ft | 470 m

Ride Option 2

SHORT OPTION:

Reguengos to Monsaraz with Shuttle - Approximately 11 mi | 17 km and 700 ft | 213 m

Ride Option 3

AVID OPTION:

Monsaraz Loop - Approximately 43 mi | 69 km and 2,200 ft | 670 m

Day 5 Indulge in an exclusive private tour of the Dona Maria winery and an exceptional hosted dinner at the 18th-century quinta

Indulge in an exclusive private tour of the Dona Maria winery and an exceptional hosted dinner at the 18th-century quinta

Today, you'll meander along quiet country roads lined with vineyards to the charming village of Juromenha, which overlooks the border of Spain and Portugal. The fortress here has been a significant defensive position for centuries, and it now stands as a symbol of the area's rich history. Enjoy the views and shuttle back to Vila Viçosa for a tranquil lunch of your choice. For those who want to add more kilometers, you can enjoy the ride back. In the afternoon, you ... Today, you'll meander along quiet country roads lined with vineyards to the charming village of Juromenha, which overlooks the border of Spain and Portugal. The fortress here has been a significant defensive position for centuries, and it now stands as a symbol of the area's rich history. Enjoy the views and shuttle back to Vila Viçosa for a tranquil lunch of your choice. For those who want to add more kilometers, you can enjoy the ride back. In the afternoon, you can relax and unwind by the pool or join an optional guided tour of a magnificent marble quarry with our friend and guide, Luis. This evening, we'll shuttle to a former palace built by King Joao V for his beloved Dona Maria. Admire the lavish gardens and rooms adorned with 18th century tiles as you make your way to the palace's dining room. During this unique experience, our gracious host Isabel will share her passion and knowledge of Portuguese history, while you sample some of the finest wines in the region. You'll be transported to another era as you explore the stunning quinta , a testament to Portugal's rich cultural heritage. There, you'll indulge in a carefully prepared and perfectly paired meal, accompanied by the estate's popular and distinct wines. It's sure to be a unique and memorable experience. Read More

Breakfast | Social Hour | Dinner

Featured Meal | Dona Maria

This evening you’ll be transported in time to a former palace built by King Joao V for his beloved Dona Maria. Our gracious host Isabel wi... This evening you’ll be transported in time to a former palace built by King Joao V for his beloved Dona Maria. Our gracious host Isabel will share her passion and knowledge of Portuguese history, while you sample some of the finest wines in the region. Enjoy a carefully prepared and perfectly paired meal, accompanied by the estate's celebrated wines. Read More

Vila Viçosa to Juromenha with Shuttle - Approximately 25 mi | 40 km and 1,280 ft | 390 m

Juromenha Loop - Approximately 40 mi | 65 km and 2,800 ft | 855 m

Private wine tasting at Dona Maria’s

Private guided tour of the marble quarry with our guide Luis

Day 6 Enjoy a relaxed morning or choose a leisurely spin

Enjoy a relaxed morning or choose a leisurely spin

It’s sadly time to bid farewell today. Join your guides for a last spin or enjoy a leisurely breakfast and relax morning by the hotel pool. A private Trek Travel shuttle will depart from the hotel at 11:00 AM. You’ll say farewell to your guides before the two-hour shuttle to the Lisbon Portola Airport to arrive around 1:00 PM (with a second drop off option downtown). Please do not schedule a flight out before 3:00 PM on the last day of the trip to allow plenty o... It’s sadly time to bid farewell today. Join your guides for a last spin or enjoy a leisurely breakfast and relax morning by the hotel pool. A private Trek Travel shuttle will depart from the hotel at 11:00 AM. You’ll say farewell to your guides before the two-hour shuttle to the Lisbon Portola Airport to arrive around 1:00 PM (with a second drop off option downtown). Please do not schedule a flight out before 3:00 PM on the last day of the trip to allow plenty of time for any unforeseen delays. Read More

Farewell Alentejo!

Bid farewell to Portugal with a brief final loop in the surroundings of your hotel.

Borba Loop - Approximately 16 mi | 26 km and 750 ft | 230 m

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Rider Information

Rider Level: 2

Terrain: Undulating

The terrain of the Alentejo region is a vast area of gently rolling hills. Portugal is best suited for our Type 2 Riders. Our Trek Travel guides can also easily accommodate Type 1 Riders, who seek less mileage or fewer uphills, with a boost in the van. For those eager to experience every mile but mindful of their physical limits, our electric bike option offers a comfortable and enjoyable solution. Type 3 Riders will enjoy the extra mileage the avid route options offer.

Daily Average

26 miles | 43 kilometers

160 miles | 257 kilometers

1,350 feet | 410 meters

8,130 feet | 2,480 meters

On most Trek Travel trips, we offer non-riding options for riders who want to take the afternoon off, or travel companions who want to spend little or no time in the saddle. Some of these options may need to be scheduled before your trip–please contact one of our Trip Consultants for more information. Expenses and/or related transportation to these activities may not be included in the trip price. Some non-riding options on this trip are:

• Wine tasting at Dona Maria
• Winery tours one of the many wineries in Estremoz and surrounds
• Marble tour in Borba
• Historical and cultural walking tours
• Visit to the luxurious hotel spa
• Guided cork forest jeep tour
• Cultural visits in Vila Viçosa at the Ducal palace, the Marble Museum, the Vila Viçosa castle, and more

We've got you covered on and off the bike! Our team of guides will always have one in the support vehicle and one on the bike, ready to fill up your water bottles, fix a flat tire, or give you a lift up the hill. They'll also give you the inside scoop on the best local spots. And when you're not riding, your guides are happy to help with anything you need - from massage appointments to finding that special local treat you've been craving.

• Fully guided and supported with two guides and one van minimum
• Up to three daily route options on a pre-loaded Garmin GPS
• Additional guides and vehicles added dependent upon guest count and trip logistics

A marble palace set in the historic village of Vila Viçosa. Alentejo Marmoris is a prestigious member of the “Small Luxury Hotels of the World” and a shining, glimmering example of luxuriousness in the marble region for which Vila Viçosa is known. From its gourmet restaurant, focusing on local ingredients and contemporary surprises, to its luxurious spa located in an old olive mill, Alentejo Marmoris is where all travellers come to relax, unwind and sample the very best.

Bikes & Gear

Experiencing your cycling vacation of a lifetime is not complete without a world-class bike and the Trek Domane SL 7 Gen 4 is the best on the road. It raises the bar to deliver incredible endurance road bike comfort without sacrificing performance and features highly responsive disc brakes, road-smoothing IsoSpeed technology, and electronic shifting. This new bike is lighter than ever before, and carbon wheels are standard on every Domane SL 7 bike.

Trek Electric-Assist Verve+

Fun from the first pedal stroke, venture further on our Trek Verve+. With its low-step frame design, upright riding position, and the barely-there Bosch electric motor, the Verve+ has one goal: pure enjoyment. Designed for both comfort and adventure, get a boost up the hills when you need it with energy to spare.

Upgrade your experience on the Domane+ SLR 7. It has everything you love in a road bike, with the extra boost to take you farther than ever before. With an ultra-lightweight design and a whisper quiet electric assist motor, this performance e-road bike will assist you on the climbs and enable you to venture further. So go ahead—take the long way. With Domane+ SLR 7, there’s always room for more distance and more fun! Upgrade to the Domane+ SLR 7 on this trip for $399 (3-6 day trips) or $599 (7+ day trips). Available in limited quantities. See specific trip dates for available bike options.

Trek Travel Guides

The World’s Best

From the moment you meet our guides, you'll understand the difference. You'll feel the genuine care they take to make your vacation perfect. From their expert support to sharing their favorite hidden spots, they tailor every moment to you.

Additional Gear

• Trek Travel Santini cycling jersey to keep
• Trek Travel water bottles to keep
• Cinch sack day bag to keep
• Bontrager saddle
• Bontrager helmet
• Bontrager front and rear Flare R lights
• Garmin Edge 1030 GPS computer with pre-loaded routes
• Shimano SPD-SL road style pedals, Shimano SPD mountain style pedals, caged, or flat pedals
• A flat pack containing a tube, levers, and a CO2 cartridge with inflator
• For the most comfortable ride, we recommend you bring your own saddle. If you prefer, you can bring your own pedals and helmet on the trip and our guides will install your gear on the first day during your bike fit.

Trip Inclusions

• Five nights of accommodation at handpicked hotels
• Two experienced guides to provide local knowledge, support, and camaraderie
• Daily route support with both guides and our support van
• Daily breakfast, three lunches, and four dinners
• Two social hours of drinks and hors d'oeuvres
• Ride With GPS Experience for your phone with daily itinerary and route navigation information

• Up to three daily route options on riding days
• Snacks and drinks for each day's ride
• All gratuities for drivers, local experts and hospitality staff
• All luggage transfers and transportation during your trip
• A digital photo album of your trip
• Entrance fees for all activities, private tours and events

• Airfare and transportation to and from the trip pick-up/drop-off locations
• Lodging before and after the bike trip
• Personal items purchased during the trip
• Optional activities not scheduled by Trek Travel
• On select trips some meals are not included. On these trips, Trek Travel invites you to explore the local cuisine at your leisure

Guide Gratuities

Guide gratuities are customary and at your own discretion, to recognize service, hospitality, and the little extras that surprise and delight. For this trip, we suggest a tip for your guides between $240-$300 per guest and, of course, you may choose to give more if your guides made your trip an unforgettable experience. While local currency is preferred, there are other options to make tipping easier. Most guides accept gratuity via PayPal or our staff can help before or after the trip. Gratuities will be divided among the guide team, so feel free to leave your gratuity with whomever you choose at the end of your trip.

Additional Details

Know Before You Go!

We want you to be fully prepared for your cycling vacation of a lifetime. This involves making sure that you choose the appropriate trip for you and that every aspect of your experience is flawless. Each Trek Travel trip is unique to ensure maximum enjoyment every time.

Your Trip Need to Knows:

• Meals in the Alentejo region can last longer than usual; two or more hours, allowing time to enjoy the delicious and carefully-prepared cuisine at a leisurely pace.
• Shuttles: We extensively utilize shuttles to explore our favorite places in the Alentejo region. Consider this an opportunity to enjoy breathtaking scenery and experience the region’s finest offerings as you are transported after the ride or to dinner on most days.

Before and After Your Trip

Lisbon, Portugal

Lisbon, known as the city of seven hills, is the capital city of Portugal overflowing with great café culture, music, art, and gratuitous history. You'll be enchanted by the narrow, cobbled streets and white washed walls, ochre roofs, and colourful splashes of ceramic tiles. Be sure to walk the streets of some of the many storied neighbourhoods and certainly don't pass up a pastéis de nata, Portugal's mouthwatering custard tart. We recommend the following accommodations for your pre- and post-trip hotel:

Where to Stay

Memmo Alfama

Perched on a magnificent hillside in the Alfama district, with a spectacular view of the city lies this hidden gem of a shoe polish factory turned boutique hotel. Perfectly situated for your local explorations and an evening cocktail with a view. www.memmohotels.com

Hotel Britania

Boutique Art Deco Hotel in the heart of the historic center of Lisbon. A stay at this hotel is a step back in time. It's the only hotel in Lisbon to date from the 1940s and is truly a special experience, both from a design and a service standpoint. Very attentive and wonderful staff on hand to make your stay the perfect beginning or end to your Trek Travel Vacation. www.lisbonheritagehotels.com

Hotel White Lisboa

Modern boutique hotel offers panoramic views and comfortable accommodation in the centre. Hotel White Lisbon features an outdoor swimming pool and views of the city. www.hotelwhitelisboa.com

Packing and Weather

The south central region of Alentejo sees favorable temperatures year round, but spring and fall are the best time to visit with average 70-80 degree highs (21-26ºC) and lows of 50-55 degrees (10-12ºC). Mornings and evenings in fall can be cooler so make sure to pack layers. Rain is infrequent but there is always a chance for a shower so don’t forget your rain gear to assure you comfort while riding. View our Packing List

Ready to book?

To reserve your space on a trip, you can either call us at 866-464-8735 to speak with an expert Trip Consultant or book online any time by clicking the “BOOK THIS TRIP” icon near the upper right of each destination’s overview page.* Once you have submitted your reservation online, a Trip Consultant will contact you within one business day to answer any questions you may have and to confirm space, bike, and room availability on your desired trip. Your booking will be finalized once your no-risk deposit is paid. If you make a reservation more than 90 days prior to the trip, a $750 no risk deposit is due at the time of booking.** If you reserve your trip less than 90 days prior to the departure, the full balance is due at the time of booking. Once your booking is complete you will receive an email confirmation with important information pertaining to your trip.

*Please note that select trips cannot be booked online at this time. For those trips, please call a trip consultant at 866-464-8735.

**Deposit amounts vary for all Race, Cross Country, Special Edition, Ride Camp, Discover, and Self-Guided tours. Please confirm deposit amounts for all trips with your Trip Consultant at time of booking.

What happens once I book?

When a trip is booked, a guest confirmation email is immediately sent out. One week prior to the trip start, you’ll receive an email containing your trip start meeting location reminder and any last-minute information that you’ll need to know. You will also receive instructions to download the Ride with GPS app before your trip to provide you the day to day plan and daily route guides.

Guaranteed to run

With one person booked on a date, the trip becomes guaranteed.*

In the case where trips are at one or two guests, we will contact you prior to final payment to give you the following options:

Pay a small trip fee of $500 per person for two guests or $1000 for one guest, which ensures your preferred trip date will run. If there are three or more guests before departure date, the fee will be refunded in full.

Switch to a different trip or different departure date. Should there be any difference in trip price between your original trip and the new one, you will be expected to pay the difference, or we will refund you accordingly.

Offer only valid if Trek Travel contacts a guest to discuss these specific options. Bike trips with fewer than three guests may operate with only one guide. The guide will support all rides with a Trek Travel van. If you would like to discuss the option of having two guides, please speak with your trip consultant.

The small trip supplement for Ride Camps is as follows – for two guests an additional $250 or for one guest an additional $500.

*Cross Country, Discover, Race, and Special Edition trips as well as a small number of select departures have a minimum guest count to guarantee. Please check with your Trip Consultant for more information.

Unforeseen events may make it necessary to cancel or modify a trip. Our Guest Services team will update you with any changes. We reserve the right to cancel departures in cases of force majeure or the failure of third parties—such as hotels—to honor their reservations, in which case all payments received to date will be refunded, which constitutes full settlement. Trek Travel is not responsible for expenses incurred in preparation for any canceled trips, such as airline tickets, or for costs that are incurred due to travel delays, flight cancellations, or illness. We strongly encourage Travel Protection for complete coverage.

What if I have to cancel my trip?

We understand things happen in life and sometimes you have to cancel or change your tour.

Read our Cancellation Policy

Our Trip Consultants are available to assist and can answer your questions. Please call us at 866-464-8735.

Travel Protection

Trek Travel recommends that you purchase a travel protection plan to help safeguard you and your travel investment against the unexpected. We offer a travel protection plan through Arch RoamRight that provides coverage for unforeseen events that could affect your ability to travel with us. Learn more about our Travel Protection

Travel Services

We've collaborated with a specialized travel agency committed to delivering tailored vacation planning, ensuring your entire Trek Travel journey is nothing short of unforgettable. Learn more about our Travel Services

Sharing the joy that comes with wow moments

Trek Travel guides are dedicated to making moments that last a lifetime, and we invite you to thank them with a trip gratuity. These are customary and at your own discretion, to recognize service, hospitality, and the little extras that surprise and delight. For this Signature trip, we recommend between $240-$300 per guest and, of course, you may choose to give more if your guides made your trip an unforgettable experience.

Like everything else about your vacation, the Trek Travel team is here to make this experience easier for you. While local currency is preferred, you may also tip through the following options:

Via PayPal (please have this account set up in advance when possible) or with your guest services representative on the phone before or after the trip.

Gratuities will be divided among the guide team, so feel free to leave your gratuity with whomever you choose at the end of your trip.

You cannot put a price on a wow . But you can show your thanks for an exceptional experience.

General FAQs

Didn't find what you were looking for? Check out our General FAQs section. You will find answers to the most common questions that don't necessarily pertain to a specific trip. See FAQs

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Guaranteed trips.

Our trips are guaranteed to run once we have one confirmed booking on the trip.  Click here to view our full guarantee policy .

Trek Travel reserves the right to cancel trips with zero guests, therefore you must book with Trek Travel before making travel arrangements for the trip. We are not responsible for travel arrangements made prior to confirming your Trek Travel Trip. Select trips are not guaranteed.

Sold Out/Waitlist

This trip is currently sold out, but you may be added to the waitlist in the case of availability.

If a date is marked with Limited Availability, there are few spots left to book. We will secure additional rooms from our hotels before confirming your reservation.

Looking to travel with a small group? Ask our trip consultants about private trips and learn more .

What are your trip styles?

Classic - reserve:.

Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discovor:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Train like the pros in some of their favorite riding destinations.

See the pros in action at the biggest cycling events of the year.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.

Self-Guided

Enjoy a bike tour on your schedule with just your chosen travel companions.

If a date is marked as Private, it is reserved for a private group.

Looking to travel with a small group or looking for a custom date? Call our trip consultants at 866-464-8735

What is the Difference?

Ultimate luxury:.

Savor some of the most spectacular, 5-star properties in the world. Exuding luxury and elegance, these one-of-a-kind accommodations offer the chance to rejuvenate at award-winning spas, dine at Michelin-starred restaurants, and more.

Enjoy luxurious accommodations handpicked for a refined experience. From signature spa treatments to delicious local cuisine, you’ll be more than provided for; you’ll be pampered.

These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.

On select cycling vacations, you’ll stay at a mix of hotel levels, from Explorer to Luxury to Ultimate Luxury. Rest assured, no matter which level of hotel you’re at, our trip designers carefully select every accommodation.

Road : 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).

Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).

Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).

Road : 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).

Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).

Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).

Road : 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).

Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).

Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).

Road : 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel:  4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).

Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).

Classic - Discover:

Single occupancy.

Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself

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Bike Tour Across Portugal - from North to South

Highlights:, if you are a road cycling enthusiast and would like to know the best of portugal in one go, this is the tour for you..

You’ll explore the country form North to South, without compromise. We’ll ride along the beaches of the Atlantic coastline, climb to the highest point of Continental Portugal, explore and taste the wine countries, marvel at historical cities and villages, soak in the beauty of the natural parks and visit the most vibrant cities of Portugal – Lisboa and Porto – in a non-stop road cycling adventure, taking in the best our country has to offer. Explore the diversity of landscapes, gastronomies and wines, as well as the different types of terrain, from challenging climbs to rolling hills and flat river roads. Don’t skip anything, including a visit to the two main cities of Porto and Lisboa. - Discover the amazing history, culture and traditions the wine regions have to offer. Alentejo is a picturesque and charming place, where you’ll fall in love with the whitewashed villages, medieval castles, sunbathed plains and the secular traditions and lifestyle. Visit the UNESCO world heritage sites in Évora, the former Palace of the Portuguese Kings and the rural lifestyle of the local homesteads; The Douro’s beautiful landscapes and vantage points over the Douro River, also a UNESCO world heritage, with its trademark "socalcos" or terraced vineyards; The undiscovered paradise of one of the most remote areas in Portugal, the Douro International Park: never-ending olive oil and orange fields, river beaches and animal life. - Ride the never-ending rolling hills, the iconic mountains or the amazing scenery of the terraced vineyards or the bare and lunar mountainous landscape of the inner North. The car-free roads of inland Portugal provide you the conditions, safety and great atmosphere for cycling tours. Its varied topography will challenge you and make you a better cyclist. - Dine and sleep in local charming hotels, once wineries or medieval castles, but now fully equipped hotels with their very own spas and amazing amenities to make you feel comfortable. Climb aboard a boat and sail in the Douro or Alentejo to discover the region from a different perspective - With its trademark gastronomy, wine, and great hotels, this is the bike tour to experience the best of Portugal, where luxury meets tradition. You’ll get to sleep in castles, convents, wine farms and dine in some of the world’s best restaurants, harmonizing every meal with amazing wines;

Hear from our guests

10 days north to south.

An excellent tour over 10 Days covering 925km from North to South. Nothing was too much trouble for Ricardo and the ...

Portugal Bike Vacation

We just completed a 10 day bike trip to Portugal with Live Love Ride - Portugal Bike Tours. Simply fantastic and ...

Day 2 – Chaves to Régua – 90km and 1000m accumulated climbing

After the breakfast at your hotel you’ll start your 1st ride of this tour. Today you’ll leave Chaves, heading to Peso da Régua, along the N2 road, the oldest road in Portugal, and one that crosses Portugal from the northern tip of the country in Chaves all the way down to the southern tip in Faro, Algarve. You’ll ride most of the day on this road, first along the highlands and going through the thermal baths city of Vidago, followed by Vila Pouca de Aguiar and then Vila Real the region capital of Trás-os-Montes. From Vila Real you will have 1 very long downhill section, interrupted by a short hill, that will be your entrance gate to the magnificent wine country region of the Douro. Enjoy the amazing downhill along the vineyards and that will take you to the Douro River and Peso da Régua the riverside village, important commercial port of this wine country. Check in at your riverside hotel and either relax enjoying the river views or walk to town to visit the Douro museum to learn about the wine heritage and traditions of this region.

Hotel: Vila Galé Collection Douro or Quinta da Pacheca (premium option)

Day 3 – Régua – Longroiva – 90km and 1600m accumulated climbing

Breakfast at your hotel. Start your ride entereing the EN222 road that runs along the Douro River for 20km in direction of the village of Pinhão. Just before Pinhão, take a right turn to São João da Pequeira, tackling the 13km climb to the top with some of the most wonderful views of both the Torto and the Douro Rivers, as well as the vineyards full valleys. At the top, continue riding the same EN222 road further inland to the Côa River valley. It will be a bit of up and down ride through the small village of Fonte Longa where you can consider a road side stop for refreshments and the on to Mêda, a short 5km to either of the hotels in Longroiva, where you’ll just ride downhill to arrive at your hotel, or Marialva where you’ll have to tackle and extra climb to the top of the village. In either of the villages take some time to visit the castles and surrounding countryside.

Hotel: Longroiva Thermal Hotel or Casas do Côro (premium option)

Day 4 – Longroiva – Penhas Douradas – 100km and 2200m accumulated climbing

Enjoy a big breakfast because you’ll need to climb plenty to get to Penhas Douradas today! Start your ride along the Côa Valley with its long and gentle hills, seeing from afar Trancoso, with its castle atop of the hill. After Trancoso you the next town will be Celorico da Beira right at the edge of the Serra da Estrela Natural Park and probably the best place to taste the typical and tasty Serra Cheese, a creamy and pungent goat cheese of this mountainous area. Entering the natural park you’ll gently start to climb and as you pass Folgosinho, a nice place to stop and refill, in case you haven’t, you’ll start the long climb to Penhas Douradas. You’ll face a steeper start taking you roughly to 1/3 of the climb and then you’ll have a long flat and then downhill section until you’ll enter the gentler 9km climb taking you to your hotel in Penhas Douradas. Relax and enjoy the views from the top in these spectacular mountain retreats.

Hotel: Casa das Penhas Douradas or Casa de São Lourenço (premium option)

Day 5 – Penhas Douradas – Manteigas - Torre – Covilhã - 61km and 1350m accumulated climbing

After breakfast at the hotel, this day will let you ride up to the highest point of continental Portugal, the snow station of Torre, which sits at 2000m high up the Sierra da Estrela and will let you know the western side of this mountain range. Start by riding the long downhill section from your hotel towards Manteigas and from here ride one of the nicest climbs to the top of the Sierra, up the glacier valley. The first part is is a long tough climb of 9km and 8% average incline starting at the Zêzere river, leading you through the beautiful glacier valley and up to the Viriato Lake. After a short 2km downhill section you'll have to tackle the remaining 8 km to get to Torre, also at an average 8% incline. It’s a tough constant climb that will get you to 2000m high with amazing views from the top. At the top enjoy some coffee and snacks or venture yourself and get the typical and huge prosciutto and serra cheese sandwich they sell at the café because e all the hard work of the day is done. Trace back downhill to the crossing to Covilhã, tackle the 2km uphill section and be ready to start the veeery long 20km downhill section that gets you to Covilhã, the city at the base of the mountain range. Enjoy the restaurants at the city centre and be sure to rest well for the upcoming days.

Hotel: Hotel Pena D'Água or Casa das Muralhas (premium option)

Day 6 – Covilhã – Proença a Nova – 116km and 1600m accumulated climbing

Breakfast at your mountain retreat and start of your day ride. This day's ride has plenty of downhill and rolling hills terrain, but there's also several medium to short 2 to 5 km climbs along the route. On this day you'll be leaving the big mountain to get access to the flatter central and south region of the country. Enjoy the ride along the river valleys and long extensions of forested area as well as the almost car free roads of most of this region. This area of the country has plenty of small villages along the route where you can stop and refill or have a coffee and you should aim to get a stop half-way through the day and be sure to eat to make it through this leg breaking up and down riding. As you get closer to Proença a Nova the terrain starts to get flatter too.

Hotel: Amoras Country House (upgrade to superior room in premium option)

Day 7 – Proença a Nova – Estremoz – 150km and 1900m accumulated climbing

Breakfast at your hotel and start of your ride, leaving the highlands towards the rolling hills of Alto Alentejo. Your ride starts with a long downhill section to get you to the Tagus River and then climb from the banks of the Tejo River to the surrounding hills and to the village of Nisa. Once you get to Nisa you are already in Alentejo and in rolling hills terrain, which will constitute most to today’s ride. You’ll ride through Alpalhão, Flor da Rosa, Crato, Alter do Chão and Fronteira, all small villages where you can stop and enjoy a coffee, refill you water bottles and grab a bite while noticing the different architecture and slower pace of this province. The landscape, trees and terrain will be quite different also, as if you entered a new country. After the short climb to Fronteira the rest of the route will be in flat-ish roads with a very gentle climbing approach to Estremoz and then the short and sharp hill to get you to the top of the village. If you’re staying in Estremoz enjoy the views from the top of the Castle Tower and make sure to visit the great restaurants in town. If you’re staying at the Convento de São Paulo you still have to ride 18km more to your mountain retreat in the Ossa Sierra, a beautiful old convent now a hotel. From Estremoz you’ll ride downhill to the base of the mountain and then tackle the remaining 7km at 6% incline that will lead you to your hotel. Relax by the pool and have dinner at the great restaurant in the Convent Courtyard.

Hotel: Convento de São Paulo or Pousada de Estremoz (premium option)

Day 8 – Estremoz – Vale do Gaio or Alvito – 107km and 800m accumulated climbing

Enjoy your breakfast in either of the the high ceiling dining rooms of both historical buildings and head out to ride the plains and rolling hills of Alentejo. If you haven’t ridden it the day before you will ride it today, up the Serra D’Ossa and then down to Redondo, a long 7km climb and then a 5km downhill section. If you stated at Convento de São Paulo you just have to roll downhill and then ride the flat area till Redondo. From here you’ll enter the rolling hills and plains of Alentejo, riding really quiet roads and passing the very small villages of São Manços and Torre de Coelheiros, before going through the more populated Viana do Alentejo. If you are staying at Pousada do Alvito the latter is only 10km from this historic castle and hotel. If you’re staying in Vale do Gaio then you still have 35km of you ride to complete it, mostly in gentle downhill roads that will take you to this hotel just at the edge of the Vale do Gaio reservoir. Relax at the pool and enjoy dinner outside if the weather is favourable.

Hotel: Pousada do Alvito or Hotel Vale do Gaio (premium option)

Day 9 – Vale do Gaio – Vila Nova de Milfontes – 103km and 600m accumulated climbing

After your breakfast at the hotel, you’ll start your ride that will take you from the plains to the coast and the beaches of Alentejo. Exiting your hotel you’ll have a downhill section to take you to the banks of the Sado River and its rice fields. After a short sharp climb from the river bank you’ll enter a long flat section that will take you to the village of Grândola, a good place to stop at a café and refill your water bottles. Once you leave Grandola you’ll have to head up the Grandola Sierra, riding the plateau to Santiago do Cacém and then the downhill section to Morgavel Reservoir and thus entering the protected area of the Vicentina Coast, or Southwest Coast as we call it. From here the terrain is flat, in a road parallel to the Coast, passing near Porto Covo and the arriving in Vila Nova de Milfontes, where your seaside or riverside hotel is located.

Hotel: HS Milfontes Hotel or Monte do Zambujeiro (premium option)

Day 10 – Vila Nova de Milfontes – Sagres – 100km and 800m accumulated climbing

Breakfast at your hotel and start of the last ride of this tour that will take you to the southwestern most point of Portugal, Sagres, full of significance due to the Nautical School said to be founded there in the 15 th Century a.C. by D. Henrique while preparing expeditions to the African coast. Today’s route is mostly flat with a couple of short climbs along the way as you approach the coast and then get back inland. From Vila Nova de Milfontes you’ll ride south to Odeceixe, where a detour to the beach is highly recommended, it’s just an amazing view the confluence of the beach, the Seixe river mouth and the rugged coastal cliffs of this area. From here you continue to Aljezur, where a stop for coffee or snacks might be in order as you’ll have to ride up the last climb of the tour, a 3km climb that will take you to Vila do Bispo. From here it’s all flat or downhill until the edge of the continent at St. Vincent’s Lighthouse. Trace back to Sagres and check-in at your hotel. Relax and enjoy the city and don’t forget to visit one of the local restaurant to enjoy the marvellous fresh fish and seafood of this coast.

Hotel: Pousada de Sagres or Memmo Baleeira Hotel (premium option)

Day 11 – Transfer to Lisbon

Enjoy your breakfast at your hotel and after check in you’ll be transferred to Lisbon airport or your hotel in the city. End of the tour.

• Group transfer in from Porto airport to start of the tour in Chaves and group transfer out from Sagres to Lisbon airport
• 10 nights in charm 4 star hotels, in double/twin bedroom with breakfast included
• Rental of a Road, Touring or MTB bike (Scott Addict 20 or Scott Aspect 930), helmet and spares;
• Detailed briefing, bike fit and routebook provided before the tour by a local guide
• Luggage transfer between hotels
• Garmin GPS with preloaded daily tracks
• Access to the Live Love Ride app, that you can use to navigate and explore the best this tour has to offer
• Personal accidents insurance during our tour
• Remote contact to your dedicated tour guide, throughout your tour
• Live Love Ride Jersey
• 2340EUR per guest - Starts at any date; private tour, minimum of 2 guests
• High season supplement (1st May to 31st October, holidays and feasts): 400€
• Single room supplement (mandatory for solo riders): 900€
• Premium hotel upgrade supplement: 750€
• Half-Board - 10 dinners (at the hotel in the "self-guided" option, drinks not included): 700€ (at your hotel)
• Full-Board - 9 lunches and 10 dinners at selected restaurants (drinks not included): Not available in Self Guided option
• Upgrade to E-bike: 500€
• Ride along guide (1 for every 6 persons): 4000€ (per guide per group)
• Join a Scheduled Guided Tour from our calendar: Not applicable
• Non cycling guests and children up to 10 y/old: Contact us

Private tours and dates

If you have a group and want to make this a private tour, or want to schedule a different date than the ones listed above, we are available to customize this and other experiences to better suit your needs and availability. Please contact us at [email protected] for more information.

Additional information:

All prices include VAT and may be subject to change. The information in this program is valid up to 31/12/2023, and may suffer from additional changes, due to the availability of the hotels and activities listed in the program. Does not dispense confirmation of this information by Live Love Ride.

• Group transfer from Porto airport or hotel  to the start of the tour in Chaves and transfer out from Sagres to Lisbon airport
• Personal guide accompanying your group, providing restaurant reservations, booking of local experiences and all passenger transfers throughout the tour;
• Support vehicle (SAG Wagon) throughout all the rides
• Sports nutrition, hydration and snacks during our rides;
• 3335EUR per guest - Starts at any date; private tour, minimum of 4 guests
• Half-Board - 10 dinners (at the hotel in the "self-guided" option, drinks not included): 700€
• Full-Board - lunch and dinner at select restaurants (selected drinks and spirits included): 1060€
• Ride along guide (1 for every 6 persons): 4000€ (per guide, per group)
• Join a Scheduled Group Tour from our Calendar: Contact Us
• Non cycling guests and children: Contact Us
• Upgrade to 10 nights in charm 5 star hotels ( or superior rooms), in double/twin occupancy bedroom with breakfast included
• Ride along guide
• Live Love Ride Cycling kit (Jersey, bib-short and cap)
• Selected aprés-vélo experiences, with post ride drinks and snacks
• 5250EUR per guest - Starts at any date; private tour, minimum of 4 guests
• High season supplement (1st May to 31st October, holidays and feasts): 450€
• Single room supplement (mandatory for solo riders): 1350€
• Premium hotel upgrade supplement: Included
• Half-Board - 10 dinners (at the hotel in the "self-guided" option, drinks not included): Included
• Full-Board - 9 lunches and 10 dinners at handpicked restaurants (selected drinks and spirits included): Included
• Ride along guide (1 for every 6 persons): Included

Tour options:

Self-guided, group tours:, request a detailed itinerary, why live love ride.

GO PRIVATE OR CUSTOMIZE THIS RIDE

Expertly guided cycling holidays, high-end bikes and gear.

MECHANICAL ASSISTANCE, TRANSFER & VEHICLE SUPPORT

Relax and visit at your own pace, adapted to every rider type and need, search contents, by location, other pages, european offices, follow llride.

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Contact our trip planners to book this tour.

• [email protected]
• +351 918 126 841
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Self-Guided Private Bike Tours

Exclusive for you and your people at no extra cost.

Portugal was the first country to receive the #SafeTravels seal from the World Travel & Tourism Council, created to recognize Governments and businesses that adopt global safety and hygiene protocols, in order to provide “safe travel” in a context of uncertainty.

Portugal Bike tours closely follows World Travel & Tourism Council and Turismo de Portugal Safe Travel protocols.

All our 2021 and 2022 Self-Guided Bike Tours in Portugal can be booked as Private Trips with flexible cancellation for no extra charge. You can ride with your family and/or friends, always with the support of our dedicated team.

SELF-GUIDED BIKE TOURS

Experience the adventure of a self-guided bike tour with GPS assisted itinerary and exclusive for you and your people at no extra cost.

Portugal is an ideal vacation destination for self-guided cycling. We are a country of friendly, warmth and gracious people, and the roads and cities are safe.

You will have all the information to guide you across our best itineraries. You only need to follow the arrow in your GPS device with all tracks of the bicycle tour recorded that will be on the handlebar of your bicycle.

On-call support. Flexible cancellation.

Jewels of Portugal

ROAD BIKE | HISTORIC

Cycle Portugal in a 13-day self-guided road bike tour. Ride along the beautiful Atlantic coast, discover World Heritage sites and the remote, open landscapes of the Alentejo with its medieval towns protected by hilltop Fortresses.

The West Coast & The Algarve

ROAD BIKE | LANDSCAPE

On this 12-day self-guided bike tour you will ride the long Atlantic coast from south of Lisbon to the extreme East side of the Algarve region, crossing the south-westernmost point of Europe, Cape S. Vincent.

Towards The Algarve

Have a 7-day self-guided bike tour and enjoy the south-west coast of Portugal. The long Atlantic coast from south of Lisbon to the Algarve, crossing Cape S. Vincent, the south-westernmost point of Europe.

The Charming Pousadas in Alentejo

On this 7-day self-guided bike tour you will visit the most historic places and medieval towns of the Alentejo region, staying in Castles, Monasteries and Palaces now converted into luxury hotels.

The Ancient Medieval Villages

Enjoy a 7-day self-guided bike tour in Alentejo to discover the castles and the land of ancient fights and battles. Learn History, stay in World Heritage sites and enjoy the beautiful and quiet landscape of Alentejo region.

The Quiet Villages on the Mountains

Enjoy a 6-day, self-guided, cycling tour in Portugal to discover the luxuriant landscape in the largest National Park in the North of Portugal and Spain. You are invited by natural beauty, small villages and protected landscape.

The Beautiful North of Portugal

HYBRID BIKE | HISTORIC

Enjoy a 7-day, self-guided, cycling tour in the North of Portugal! Ride along bike paths within a luxuriant environment and visit gorgeous medieval towns. Discover the beautiful region of Vinho Verde (green wine).

Along the Silver Coast

Enjoy a 7-day, self-guided, bike tour starting in Porto and following the coastline to Aveiro. Ride along bike paths near the ocean, visit picturesque fishing villages and learn about the History and the traditions of this beautiful region of Portugal.

Historic Towns in the North

Enjoy a 7-day, self-guided, cycling tour in the North of Portugal and visit gorgeous ancient medieval towns. Ride in a green environment from inland to the coast and discover the region of Vinho Verde.

The Charming Pousadas in the North

Have a 7-day, self-guided, gorgeous bike tour in Portugal which takes you to several Manor Houses, Palaces and Monasteries; these magnificent places were once inhabited by the clergy or the Queens and Kings of Portugal and now are converted into exquisite lodgings, which we call POUSADAS.

History Heritage and Coast

Visit the most well preserved medieval town in Portugal. Discover the typical fisherman's beaches along the coast north of Lisbon in a fantastic 7-day self-guided Portugal bike tour.

The Beautiful Rota Vicentina

HYBRID BIKE | LANDSCAPE

On this 7-day, self-guided, bike tour you will ride on the most well preserved coast in Europe, admire the beautiful protected landscape, ride on the cliffs and enjoy the paradisiacal beaches along the Alentejo's Atlantic coast.

The Rota Vicentina and The Algarve

MOUNTAIN BIKE | LANDSCAPE

6-day cycling in Portugal along the Algarve wild coast. Ride on the top of the cliffs and discover the hidden paradisiacal beaches. Bike to reach the south westernmost point of Europe.

Cycling the Camino de Santiago

MOUNTAIN BIKE | HISTORIC

Cycling the Camino de Santiago is a 7-day, self-guided, tour from Porto through seaside Atlantic villages, ancient Roman roads, dense woods and centuries old pilgrims’ footpaths to Santiago de Compostela.

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New Trips for 2025

We’re thrilled to announce our latest collection of brand-new adventures. Sensational hiking in Italy's Dolomites . Legends and culture in Scotland & England . Multi-country journeys across Europe , Women's Adventures from California to Maine and so much more. We’re bringing these new trips to you earlier than ever before so that you can start planning your next Backroads experience now. Let’s travel! 

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Premiere Hotels - From lavish luxury to on-trend boutique, offering experiences as unique as the regions we explore.

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Casual Hotels - Known for their character, charm and proximity to outdoor adventures and Backroads activities.

Small Luxury Ships - Unpack once and cover more distance on an intimate ship with spacious staterooms and superb amenities.

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Czech Republic & Austria Walking & Hiking Tour

Premiere & Casual Plus Hotels

From $5,099 /person

Sicily & the Aeolian Islands Walking & Hiking Tour

Premiere Hotels

From $5,499 /person

Portugal Easygoing Walking Tour

From $4,999 /person

Dolomites Lodge-to-Lodge Hiking Tour

From $5,799 /person

Toulouse to Bordeaux Bike Tour

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German & Austrian Alps Easygoing Walking Tour

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California's Yosemite Valley Walking & Hiking Tour

Casual Plus Hotels

From $4,599 /person

Baltics Bike Tour

From $5,399 /person

Germany's Bavaria Walking & Hiking Tour

From $6,799 /person

Families with Teens & Kids

Netherlands & Belgium Family Multi-Adventure Tour

Scotland & England Family Multi-Adventure Tour

Families with Older Teens & 20s

From $5,599 /person

Iceland Easygoing Walking Tour

From $6,999 /person

Families with 20s & Beyond

Croatia & Slovenia Family Multi-Adventure Tour

Premiere & Casual Hotels

From $4,799 /person

Quebec Easygoing Multi-Adventure Tour

From $4,199 /person

Dolomites Snow Adventure Tour

Greece & Mediterranean Ocean Cruise Multi-Adventure Tour

Small Luxury Ships

From $8,699 /person

A Taste of Camino de Santiago Family Multi-Adventure Tour

From $5,199 /person

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