Boston Sunset Cruise: Skyline Views on Tall Ship

Experience Boston’s skyline at sunset on a tall ship cruise. Relax, enjoy onboard drinks, and soak in the twilight views from Fan Pier Marina.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Boston - Experience the charm of historic Boston from a fresh perspective, sailing on a classic tall ship.
What's Included
  • 2-Hour Sunset Sail along Boston Harbor
  • Drinks available for purchase onboard
  • Stunning views of Boston skyline at sunset
  • Cruise on a classic Boston Tall Ship
What's Not Included
  • Gratuities (not expected but very much appreciated)
Additional Information

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 sails, then it’s time to just chill out and relax. 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…

Location
Marina Overlook
Waterside Avenue
You can access the outer boarding dock via a gangway located just to the right of Reel House Oyster Bar’s outdoor seating area. Please arrive 15-20 minutes prior to your scheduled sail time as we depart the dock promptly.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.6
(403 Ratings)
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Aboralex
Sep 8, 2025
A great tour on the Liberty Star - We had a great sunset tour on the Liberty Star. The captain was in great spirits, the crew attentive and warm, and the atmosphere on board was just wonderful. Experience Boston in the evening light from the water was a highlight – we would book this tour again anytime. We had a fantastic sunset sail on the Liberty Star. The captain was in high spirits, the crew attentive and warm, and the atmosphere onboard was just perfect. Experiencing Boston from the water at dusk was a highlight — we’d book this tour again anytime.
Review provided by Tripadvisor
682carolynf
Sep 6, 2025
Magical sunset cruise - The sunset cruise is magical. The tall ship is a thing of beauty. The captain and crew were lovely people. We weren't regaled with endless facts and stories. It was just a lovely adventure around the harbor. And such amazing photo opportunities in good company.
Review provided by Tripadvisor
Jo_p
Aug 28, 2025
Amazing trip! - Highly enjoyable sailing trip with lovely views, friendly crew, and a neat surprise. Sunset 🌅 pics galore!
Review provided by Viator
Nora_j
Aug 23, 2025
Beautiful sail around the... - Beautiful sail around the harbor. Definitely worth the time and money and great views and photo ops. Highly recommend sunset time.
Review provided by Viator
Leigh_f
Aug 20, 2025
The perfect way to spend an evening in Boston! - The sunset cruise was the perfect way to begin our trip to Boston. We loved meeting the crew of the boat and had the best experience on our trip. Cocktails were amazing and the views from the boat were breathtaking.
Review provided by Viator
Richmc31
Aug 14, 2025
Fun day on the water - The sun wasn’t out for our sunset cruise, but we nevertheless had a great time. The tall ship is roomy and comfortable. Captain Fredo and the two other crew members made it look easy. There was plenty to see on the cruise — Harbor islands, nice views of the city skyline and there was an interesting looking regatta going on while we were out there. And the dock is located in a fun part of the city, giving you plenty to do before or after.
Review provided by Tripadvisor
Kristenmg9462ks
Aug 12, 2025
Boston Sunset Cruise - If you are looking for a relaxing activity in Boston at sunset I would consider going for a sail on a Tall Ship in Boston Harbor. The crew led by Fredo is welcoming and attentive during the cruise. To kick things off he looks for a few volunteers to help raise the sails and then you are off to explore the various sights in Boston Harbor! Cocktails are available to sip as you take in the sights. I have done other Boston Harbor cruises, but on this one I really enjoyed that they explored all around the Harbor which included going by Castle Island, the Nantucket Lightship, Old Iron Sides and then under the Tobin. You get to see such a different vantage point of Boston and the harbor. You also get to see other activities on and around the harbor which gives you ideas for future!
Review provided by Tripadvisor
Scenic46807191468
Aug 8, 2025
Best sailboat cruise - Unbelievable! Grew up sailing for 25 years and this was the best boat, Captain and crew ever. Relaxing, rustic, fun, perfect. Highly recommend going on this boat! Captain Fredo was fabulous. Boat was so realistic with character and history. Could get involved with raising sails-the best. Can’t wait to go again!
Review provided by Tripadvisor
Lee_s
Aug 7, 2025
Happy we chose Tall Ships. - This is the one. If you want to be on the coolest boat out there with laid people serving reasonably priced drinks with a real smile! Small group size is nice too.
Review provided by Viator
Sheilaw754
Sep 7, 2025
Don’t expect any refund - I was hoping this experience would be the highlight of our weekend trip to Boston. We planned a weekend break to celebrate our 40th wedding anniversary. Unfortunately-best laid plans were disrupted by a massive storm that closed Logan Airport on Saturday, September 6 and our flight from IAD to BOS was initially delayed 4 hours and then ultimately cancelled. As the storm was still affecting the NE coast most of the next day as well, we contacted this vendor to request a refund. They offered to reschedule in September only. We asked about extending that to next year as we couldn’t reschedule this month. No, but they then said friends or family could use our tickets this month. We don’t know anyone in Boston so that was a poor solution for us. Waste of money!
Review provided by Tripadvisor
From $68
up to 7 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).