BOSTON · BOSTON SUNSET CRUISES

Boston Sunset Cruises: The 10 Best Evening Sailings

10 tours  ·  from $30

The towers turn gold about forty minutes before the sun goes, which is the whole argument for these boats. These 10 differ on departure time, deck space and whether dinner or a cash bar is involved.

Boston: Boston Harbor Sunset Cruise - Meeting at Rowes Wharf without missing the boat
Boston Harbor Cruises, Boston Sunset Cruises, Boston Tours, Cruises & Boat Tours, Evening Experiences, Tour Reviews

Boston: Boston Harbor Sunset Cruise

1.Boston Harbor Sunset Cruise

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

Meet at Rowes Wharf for a 90-minute Boston Harbor cruise with English commentary, skyline views, and a close look at USS Constitution. Choose indoor or outdoor seating, watch for the ship’s sunset cannon salute, and buy snacks or drinks from the onboard bar.

“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 harbor
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Boston Harbor Sunset Cruise

2.Boston Harbor Sunset Cruise

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

Board Classic Harbor Line at Rowes Wharf for a two-hour Boston Harbor sunset cruise. Expect skyline views, Old North Church, Charlestown Navy Yard, USS Constitution, and light captain’s commentary. Choose the open-air deck or heated cabin, with cocktails, snacks, and seasonal treats sold onboard.

“It afforded us great views of the harbor, sun-set, and night-time sky line but was too long. 1.5 hours would have been perfect.”

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Boston: Harbor Sunset Yacht Cruise - The Northern Lights feels more like a small ship than a tour boat
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Boston: Harbor Sunset Yacht Cruise

3.Harbor Sunset Yacht Cruise

★★★★★★★★★★4.6 · 570 reviews · 2 hours · from $54

Spend two hours aboard the classic Northern Lights, a 115-foot yacht with indoor seating, open decks, a bar, and six bathrooms. See Castle Island, the inner harbor, Boston’s skyline, and the USS Constitution’s sunset cannon fire while the captain provides light commentary.

“Food was good, bit pricey and limited options but alright. The viewing deck was spacious and clean. Good customer service.”

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Narrated Sunset Cruise of Boston Harbor - Fish Pier and the working harbor
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Narrated Sunset Cruise of Boston Harbor

4.Narrated Sunset Cruise of Boston Harbor

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

Board at Rowes Wharf for a 90-minute English-narrated cruise past Fish Pier, Logan Airport, East Boston, Charlestown, the USS Constitution, and the North End. You’ll see Boston shift from daylight to city lights, with outdoor seating, a full bar, snacks, and drinks available to buy.

“The trip was awesome, very little noise from the engine, the narration was a nice touch, drinks were good. No music or dancing, a bit quite.”

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Sunset Sailing Cruise on a Tall Ship in Boston Harbor - Sunset views of Boston from the water
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Sunset Sailing Cruise on a Tall Ship in Boston Harbor

5.Sunset Sailing Cruise on a Tall Ship in Boston Harbor

★★★★★★★★★★4.5 · 414 reviews · 2 hours (approx.) · from $68

Join Liberty Fleet of Tall Ships at Fan Pier Marina for a two-hour sunset sail aboard a traditional Boston tall ship. Expect skyline and harbor views, a relaxed crew, drinks from the galley bar, and occasional chances to help with the sails. Captains Fredo and the deck crew have earned special praise for their warm, playful service.

“Really nice cruise around Boston Harbor. The crew was awesome and the skyline views were incredible!”

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Boston: City Cruises Sunset Skyline Cruise with Commentary - Long Wharf departure and the first city views
Boston Sunset Cruises, Boston Tours, City Tours, Cruises & Boat Tours, Evening Experiences, Tour Reviews

Boston: City Cruises Sunset Skyline Cruise with Commentary

6.City Cruises Sunset Skyline Cruise with Commentary

★★★★★★★★★★4.6 · 381 reviews · 1h 30m · from $55

Spend 90 minutes on Boston Harbor City Cruises’ narrated sunset boat ride from Long Wharf. See Logan Airport, Castle Island, the North End, and the USS Constitution while guides such as Kevin and David Coffin share Boston stories. Bring a jacket, and arrive early for the best seats.

“Enjoyed the cruise. It was a great day for weather and seeing the sunset.”

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Boston: Harbor Champagne Sunset Sail from Rowes Wharf - The first views: Fish Pier, Fan Pier, and the modern waterfront
Boston Harbor Cruises, Boston Sailing and Tall Ship Trips, Boston Sunset Cruises, Boston Tours, Cruises & Boat Tours, Evening Experiences, Tour Reviews, Wine Tours

Boston: Harbor Champagne Sunset Sail from Rowes Wharf

7.Harbor Champagne Sunset Sail from Rowes Wharf

★★★★★★★★★★4.8 · 299 reviews · 2 hours · from $82

Sail Boston Harbor aboard the classic Schooner Adirondack III or IV for two hours at sunset. From Rowes Wharf, you’ll pass the Fish Pier, Castle Island, Fan Pier, the Charleston Navy Yard, and Inner Harbor Islands while the crew shares local history. Drinks are available for purchase, but not included.

“Very enjoyable and the captain and crew were wonderful.”

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Boston Harbor Sunset Sail Tour - Boarding at Rowes Wharf
Boston Harbor Cruises, Boston Sailing and Tall Ship Trips, Boston Sunset Cruises, Boston Tours, Cruises & Boat Tours, Evening Experiences, Tour Reviews, Tours

Boston Harbor Sunset Sail Tour

8.Boston Harbor Sunset Sail Tour

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

Spend about two hours aboard the Schooner Adirondack II or III, sailing from Rowes Wharf past Fan Pier, harbor islands, Castle Island, and Fort Independence. This is not a narrated cruise, but crew members such as Dante, Charlie, and Claire can answer questions while you enjoy the sunset and buy drinks by credit card.

“It was a wonderful experience! The crew was very interactive with everyone and so accommodating! It was as if you had known them for a long time. I would highly recommend this excursion if you ever visit Boston.”

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Boston: Sunset Tall Ship Harbor Cruise - Helping the crew raise the sails
Boston Harbor Cruises, Boston Sailing and Tall Ship Trips, Boston Sunset Cruises, Boston Tours, Cruises & Boat Tours, Evening Experiences, Tour Reviews

Boston: Sunset Tall Ship Harbor Cruise

9.Sunset Tall Ship Harbor Cruise

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

Spend two hours aboard Liberty Star with the Liberty Fleet of Tall Ships, sailing from Fan Pier Marina around Boston Harbor. You can help raise the sails, try steering, and chat with crew such as Captain Freido, Jess, and Max. Bring snacks, buy Boston beer onboard, and dress warmly for the water.

“Captain Jonathan and his crew were wonderful. They're stories and the ability to help bound with a raising. The sales made the experience truly amazing”

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Boston: Scenic Moonlight Harbor Cruise - Rowes Wharf check-in and Gate C boarding
Boston Harbor Cruises, Boston Sunset Cruises, Boston Tours, Cruises & Boat Tours, Tour Reviews

Boston: Scenic Moonlight Harbor Cruise

10.Scenic Moonlight Harbor Cruise

★★★★★★★★★★3.4 · 27 reviews · from $33

Spend 90 minutes on Boston Harbor after dark, passing the Seaport District, Logan Airport, East Boston, the Charlestown Navy Yard, the U.S.S. Constitution, and the North End. You can buy drinks and light snacks on board, and Linda may add a friendly touch to the ride.

“The ship was run down and very uncomfortable. We were bored for 90 minutes. The ship that you show in the picture is going with a party company. So we booked Mississippi Romance but got junk barge.”

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