HARBOUR CRUISES · BOSTON HARBOR CRUISES

Boston Harbor Cruises: the 15 Best Sailings

24 tours  ·  from $27 a head

Tall ships, the harbour islands and a sunset deck twenty minutes from the T. The 15 below are compared on sailing time, whether there is a bar aboard and which pier each leaves from.

City Cruises Boston Historic Sightseeing Harbor Cruise - Castle Island and Fort Independence
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City Cruises Boston Historic Sightseeing Harbor Cruise

Boston: Boston Harbor Sunset Cruise - Rowes Wharf check-in and boarding details
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Boston: Boston Harbor Sunset Cruise

2.Boston Harbor Sunset Cruise

★★★★★★★★★★4.5 · 888 reviews · 1h 30m · from $31

Review of Boston’s 90-minute sunset harbor cruise, with USS Constitution views, city history, onboard bar, practical tips, and honest value advice.

“Great time with my kids on the water. Beautiful night. The tour guides and bartenders were very nice.”

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Boston Harbor Sunset Cruise - Old North Church from the water
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Boston Harbor Sunset Cruise

3.Boston Harbor Sunset Cruise

★★★★★★★★★★4.5 · 632 reviews · 2 hours (approx.) · from $54

Review of Boston’s two-hour sunset cruise, with skyline views, USS Constitution cannon fire, onboard drinks, tips, and value advice.

“I was happy to enjoy this moment with my husband. there is nothing to complain about Let's relax with our family.”

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Classic Tall Ship Cruise in Boston Harbor - Sailing past Boston’s waterfront and airport
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Classic Tall Ship Cruise in Boston Harbor

4.Classic Tall Ship Cruise in Boston Harbor

★★★★★★★★★★4.5 · 615 reviews · 1 hour 30 minutes to 2 hours (approx.) · from $35

Review of Boston’s 90-minute tall-ship cruise, with skyline views, sail-raising, drinks, practical tips, value, and honest drawbacks.

“This is a great way to get out on the water and see the Boston skyline. We really enjoyed Captain Fredo and his crew. It was worth every cent to see my family enjoying themselves!”

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Sightseeing Day Sail around Boston Harbor - Boarding at Rowes Wharf
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Sightseeing Day Sail around Boston Harbor

5.Sightseeing Day Sail around Boston Harbor

★★★★★★★★★★5.0 · 541 reviews · 1 hour 30 minutes to 2 hours (approx.) · from $66Top rated

Sail Boston Harbor aboard a classic schooner, with city views, harbor islands, friendly crew, flexible times, and a cash-free bar.

“Fantastic Schooner Sailing Trip around Boston Harbour. Quality informative staff. Well worth the extra money over your standard tour boat to Sail which was exhilarating. Plenty to see & very reasonably priced drinks. A perfect afternoon to end our Boston Holiday.”

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Narrated Sunset Cruise of Boston Harbor - The first stretch passes Boston’s working waterfront
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Narrated Sunset Cruise of Boston Harbor

6.Narrated Sunset Cruise of Boston Harbor

★★★★★★★★★★4.0 · 532 reviews · 1 hour 30 minutes (approx.) · from $29

See Boston Harbor at sunset, hear live commentary, spot the USS Constitution, and enjoy skyline views from a comfortable 90-minute cruise.

“This was a lovely way to see Boston. For the best view - get there early so you can sit on the upper deck. Doors open 30 minutes before sail.”

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Boston: City Cruises Harbor Codzilla High Speed Thrill Boat - The 45-Minute Ride: From Engines to Spins
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Boston: City Cruises Harbor Codzilla High Speed Thrill Boat

City Cruises Boston: Harbor Buffet Lunch or Dinner Cruise - Boarding at Commonwealth Pier
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City Cruises Boston: Harbor Buffet Lunch or Dinner Cruise

8.City Cruises Boston: Harbor Buffet Lunch or Dinner Cruise

★★★★★★★★★★4.3 · 306 reviews · 2 - 3 hours · from $77

Review of City Cruises Boston’s harbor buffet cruise, with skyline views, live DJ, dancing, menu details, value, and practical tips.

“So fun! Great food and just a blast all around. The views were beautiful and we loved all the different places to stand and sit. The music was fun and we loved the energy. It wasn’t crowded which was nice. I’d do this trip again!”

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Boston: Tall Ship Harbor Sail - Sailing beneath the Boston skyline
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Boston: Tall Ship Harbor Sail

9.Tall Ship Harbor Sail

★★★★★★★★★★4.6 · 261 reviews · 1h 30m · from $35

Sail Boston Harbor aboard a classic schooner for 90 minutes of skyline views, fresh air, optional drinks, and hands-on sailing for $35.

“Excellent trip and beautiful day for sailing. Crew was friendly and knowledgeable.”

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Boston: Downtown Harbor Sailing Cruise - Boston Fish Pier and the working harbor
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Boston: Downtown Harbor Sailing Cruise

10.Downtown Harbor Sailing Cruise

★★★★★★★★★★4.8 · 227 reviews · 90 minutes - 2 hours · from $66

Review of Boston’s Downtown Harbor Sailing Cruise, with route details, value advice, onboard tips, and what to expect aboard a classic schooner.

“Friendly and relaxed crew, weather was beautiful so made it even better”

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Boston: New England Harbor Cruise - Boarding at Rowes Wharf
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Boston: New England Harbor Cruise

11.New England Harbor Cruise

★★★★★★★★★★4.5 · 223 reviews · 1 hour - 90 minutes · from $45

Review the Boston New England Harbor Cruise for skyline views, historic ships, harbor sights, onboard comfort, price, and practical tips.

“It was a wonderful boat cruise of Boston Harbor with very comfortable seats (living room setting in center of boat) and it covered what I would’ve expected for a 90-minute tour.”

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Boston Harbor Brunch Cruise - Seeing Boston’s Historic Waterfront
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Boston Harbor Brunch Cruise

12.Boston Harbor Brunch Cruise

★★★★★★★★★★4.5 · 143 reviews · 2 hours (approx.) · from $106

Review of Boston’s Northern Lights brunch cruise, with harbor views, historic sights, brunch, practical tips, value, and honest drawbacks.

“Great weather to be outside, comfortable inside also. Food was good, selection was okay. Maybe add capers for bagels and lox. I did not even see the coffee station, maybe relocate it closer to buffet tables.”

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Boston Harbor Sunset Sail Tour - The Seaport and Boston’s changing waterfront
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Boston Harbor Sunset Sail Tour

13.Boston Harbor Sunset Sail Tour

★★★★★★★★★★5.0 · 132 reviews · 2 hours (approx.) · from $82

Review of Boston’s two-hour sunset sail, with harbor landmarks, sailing details, onboard drinks, value, weather tips, and booking advice.

“A beautiful night. The sail was wonderful, though it felt a little crowded for seating, but the staff were fun and engaging and we got beautiful photos of the sunset on the Boston Harbor.”

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Boston: Sunset Tall Ship Harbor Cruise - Raising the sails gives the cruise its character
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Boston: Sunset Tall Ship Harbor Cruise

14.Sunset Tall Ship Harbor Cruise

★★★★★★★★★★4.8 · 115 reviews · 2 hours · from $68

Review of Boston’s sunset tall ship cruise, with sail raising, skyline views, onboard drinks, practical tips, access details, and value advice.

“this was an amazing cruise in the Boston harbor! I was traveling with family. My daughter and I asked the captain of we could steer the ship. the captain was so friendly and nice, allowing us a few moments to steer. we really enjoyed the beautiful views going at sunset. would definitely do this again!!”

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City Cruises Boston: Premier Brunch or Dinner Harbor Cruise - Boarding at Rowes Wharf
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City Cruises Boston: Premier Brunch or Dinner Harbor Cruise

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Pick a harbour, pick a boat

An hour with a guide, a table with a menu, or a fare on the working ferry.