Browse by Boat
- Northern Lights (15)
- Schooner Adirondack II (2)
- Schooner Adirondack III (7)
Browse by Theme
- 4th of July (6)
- City Lights Sails/Cruises (11)
- Day Sails/Cruises (16)
- Fall Foliage (2)
- Family Friendly (21)
- Fireworks Cruises (7)
- Food Cruises (7)
- Harbor Cruises (26)
- Harbor Narrated Cruises (4)
- Holiday Cruises (15)
- Music Cruises (6)
- New Year's Eve (2)
- PRIDE Cruise (0)
- Romantic Sails/Cruises (13)
- Sailing (9)
- Sightseeing Cruise (22)
- Special Events (18)
- Spring Cruises (9)
- St. Patrick's Day (2)
- Sunset Sails/Cruises (7)
- Valentine’s Day (3)
- Terms and Conditions
Boston Sunset Cruise
Call to order 617-951-2460
Cruise on a sailboat or luxury yacht through Boston Harbor to end your day or start your evening. Set sail aboard one of our classic boats for an experience you are sure to never forget! Sail through Boston Harbor and glide past the U.S.S. Constitution as the sun dips beyond the outline of Boston’s skyline. Take in the rich colors of the sky with a glass of Champagne in hand and the breeze in your hair. Allow us to help you sit back and relax and enjoy the most perfect Boston sunset cruise.
Whether you are on our sailing boat, or our motor yacht, our exceptional crew is sure to treat you with the most professional hospitality that will have you feeling that it is your own yacht. Cruise Boston aboard one of our classic boats for a peaceful and picturesque sunset. Whether you are sightseeing or wanting to take in the views, it is the perfect way to end your day.
-->Boston Sunset Cruise -->
Join us for a Boston Sunset Cruise as an after work cruise to relax with friends and watch the sky as it changes from blues to oranges behind the outline of Boston’s city skyline. Experience a sunset cruise departing from bustling Rowes Wharf and head out to watch the sun go down over the city of Boston. Bring a date or meet a group of friends aboard the classically styled yacht, Northern Lights . Cruise by the U.S.S. Constitution at dry dock in the Charlestown Navy Yard and wait for cannon fire to announce the setting of the sun.
-->Evening Jazz Cruise -->
Grab that special guy or gal, or a couple of happy-footed friends who enjoy the sounds of music on our 90-minute live jazz cruise in Boston Harbor. Allow your senses to take you back in time with the sights of our 1920s styled New England Yacht combined with sounds of jazz. Our jazz cruise is preformed by Blue Motion Quartet, which brings a blend of vibrant modern groove with a standard jazz repertoire. Cruise through the harbor enjoying the City Lights as they dazzle on the waters of Boston Harbor, grab a glass of champagne or a mixed drink from the bar and dance with your sweetheart on this one of a kind cruise. This is the perfect cruise for snuggling up with a loved one’s or dancing with a group of friends to the sounds of the Blue Motion Quartet.
-->Boston Sunset Sail -->
Experience a beautiful Boston Harbor sunset on the water and see some of the city’s waterfront landmarks as the sun dips below the horizon. Sailing offers a smooth and gentle experience on the water, which is great for having a romantic early evening out with that special someone. Our crew and captain offer top notch customer service to our guests.
-->Cocoa & Carols Holiday Cruise -->
Come aboard our luxury yacht Manhattan decked out in Holiday decor for an evening of holiday cheer. Enjoy a cruise out into Boston Harbor that is perfect for everyone in your family. Holiday favorites will fill the air to set the perfect mood for Holiday spirit. This is Boston Holiday Cruise that is not to be missed. Cozy up with some hot cocoa, and treats for the whole family. Sit back, enjoy the view, the music, and the holiday cheer with this Boston Holiday Cruise.
-->Holiday Sunset Cruise -->
Step aboard the luxury yacht Manhattan decked out in Holiday decor for a Boston Harbor Holiday Sunset Cruise. Our captain will provide light commentary of Boston Harbors sightseeing highlights. And enjoy light Holiday music as it will be played throughout the trip. Watch the sky as it changes from blues to oranges behind the outline of Boston’s city skyline.
-->Romantic Valentine’s Jazz & Champagne Cruise -->
Romantic Valentine’s Day Jazz & Champagne Tasting Cruise. Start or end your romantic evening with a light champagne tasting and stunning views of Boston. While sipping on your champagne, enjoy romantic jazz tunes by our house jazz band as we glide through the harbor. While fireworks are not included in this cruise, we hope to create metaphorical sparks for you and your date.
-->Sunset Sail aboard Schooner Adirondack II -->
Join us for a Boston Harbor Sunset Sail aboard Schooner Adirondack II! Experience a Boston sunset from the water on this evening sight sail. Enjoy one of our classic sailing yacht for an evening of fun and relaxation. Get away from the hustle and bustle of everyday life. Your knowledgeable captain and crew are always ready to answer questions about the sights and history of Boston Harbor. Sail and take in the surrounding areas, and feel free to ask them whatever you like! While you experience the joy of a leisurely sailing cruise, you’ll see all of the amazing views Boston Harbor has to offer!
JOIN OUR MAILING LIST
Gift certificates, see our calendar of events, private charters.
Sail out from Rowes Wharf and impress your guests. Step aboard one of our classic vessels for a private charter. These yachts are perfect for Corporate outings, Birthdays, Anniversaries, Weddings, Team Building and more. Read more »
PUBLIC EVENTS
Sail out into NY Harbor and impress your guests. Step aboard one of our classic vessels for a private charter. These yachts are perfect for Corporate outings, Birthdays, Anniversaries, Weddings, Team Building and more. Read more »
- Private Yacht Charters
- Ticketed Cruises
- Schooner Adirondack III
- Northern Lights
- Day Sails/Cruises
- Family Friendly
- Special Events
- Food Cruises
- Holiday Cruises
- Romantic Sails/Cruises
- Sightseeing Cruise
- Fireworks Cruises
- Harbor Cruises
- Press/Video
- Buy Tickets
- Contact / Directions
- Our Boston Location
- All Locations
- Information/Rates
- Around Town
- Places to Stay in Boston
- Places to Eat in Boston
- Things to Do in Boston
- General Information: 617-951-2460
- Purchase Tickets Now: 617-951-2460
Copyright © 2024 Classic Harbor Line, 60 Rowes Wharf, Boston, MA 02110 | Powered by Diedrich RPM.
Back to top
Under new ownership and with a new location at Fan Pier!
Boston Harbor Sunset Sail
Quick Details
- Hour Glass Duration: 2 Hours
- Clock Time of Day: Evening
Sunset Sail in Boston Harbor
If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic Boston tall ship! We depart Fan Pier Marina and raise the sales, then it’s time to just chill out and relax.
The Star can accommodate up to 39 passengers for day sails in addition to a crew of 3. Get away from the hustle and bustle of the city streets and enjoy some quality time out on the water with unbeatable views of the skyline sparkling in the twilight.
Drinks are available onboard for purchase via cash, credit, or Apple Pay – our menu includes several beers brewed right here in Boston! We also have red and white wine, vodka- and rum-based cocktails, soda, juice, and water available in addition to several snack options.
Snacks and bag lunches are welcome, but please no coolers or outside beverages.
There is no formal narration during our public sails, but feel free to ask the captain and crew and they’ll happily share their knowledge of local landmarks and history.
IMAGES