Top Boston Dinner Cruises

City Cruises Boston Premier Dinner Cruise on Odyssey

2 to 3 hoursFree Cancellation

3.7

(188)

from $133

City Cruises Boston: Signature Dinner Cruise

2 to 3 hoursFree Cancellation

4.0

(313)

from $114

Likely to Sell Out

City Cruises Boston Whale Watching Cruise by High-Speed Boat

Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed boat in Boston that gets to and from the whales in the least amount of time possible. Look out for humpback and fin whales, plus Atlantic white-sided dolphins, with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.

City Cruises Boston Whale Watching Cruise by High-Speed Boat

3 hours 30 minutesFree Cancellation

See Boston from a whole new angle aboard a Boston Harbor evening cruise. Watch the sunset from the water, and glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, the USS Cassin Young, and more. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night, and sip a cocktail (own expense) from the onboard bar as you relax and enjoy the views.

(3,307)

from $86

Boston Harbor Sunset Cruise

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

4.6

(719)

from $54

City Cruises Boston Signature Lunch Cruise

4.6

(467)

from $71

Enjoy a gourmet brunch on this scenic cruise of the Boston Harbor. Set sail aboard the Northern Lights at Rowes Wharf and settle in for a buffet filled with eggs, bacon, fresh fruit, and more. View popular Boston highlights such as Bunker Hill Monument, the USS Constitution, Old North Church, and Sea Castle Island. This brunch cruise offers a great overview of Boston and a lovely morning on the water.

4.3

(143)

from $79

Boston Harbor Brunch Cruise

Enjoy one of the simplest ways to discover Martha's Vineyard, and leave all the planning and logistics to someone else, on this hassle-free day trip from Boston. Following pickup directly from your centrally located hotel, take a short ferry ride to Martha's Vineyard. Upon arrival, enjoy free time to explore—or upgrade to add on an island tour that visits its highlights. Complimentary snacks, bottled water, and guidebooks are provided during the drive.

4.6

(158)

from $106

Boston to Martha's Vineyard Day Trip with Optional Island Tour

12 hoursFree Cancellation

Relive one of the most important events leading up to the American Revolution and learn about a side of the story most tourists miss on this guided tour of the Boston Tea Party Ships and Museum. Explore authentically restored tea ships with the help of a guide as you get their insights into this pivotal event, and throw some of your own tea into Boston Harbor. It's an ideal experience for American history buffs, tourists, and locals alike.

(3,253)

from $129

Likely to Sell Out

Boston Tea Party Ships and Museum Admission

Boston Tea Party Ships and Museum Admission

1 hourFree Cancellation

4.7

(2,820)

from $36

Boston Harbor Narrated Sunset Cruise

1 hour 30 minutesFree Cancellation

4.2

(566)

from $29

Enjoy unparalleled views of the Boston Harbor from the water during this 90-minute sightseeing cruise. Set sail aboard a classic tall-ship schooner. Enjoy plenty of time to ask the captain and crew about local landmarks and Boston’s history. You'll also have plenty of time to relax. Soft drinks and alcoholic beverages are available to purchase, including several beers brewed right in South Boston.

Classic Tall Ship Cruise in Boston Harbor

1 hour 30 minutes to 2 hoursFree Cancellation

4.7

(766)

from $40

Sightseeing Day Sail around Boston Harbor

1 hour 30 minutes to 2 hoursFree Cancellation

4.8

(606)

from $54

Boston Harbor Sightseeing Cruise

1 hour 30 minutesFree Cancellation

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore the world-famous Boston Harbor and see the city’s historic sites while listening to live commentary on board, from tales of the Revolutionary War to local legends. While you cruise, enjoy views of the city skyline as well as the Boston Harbor Islands, USS Constitution (“Old Ironsides”), and the Bunker Hill Monument.

(252)

from $46

City Cruises Boston Historic Sightseeing Harbor Cruise

City Cruises Boston Historic Sightseeing Harbor Cruise

1 hourFree Cancellation

City Cruises Boston Codzilla High-Speed Thrill Boat Ride

(1,486)

from $46

45 minutesFree Cancellation

4.2

(433)

from $56

Boston Hop-On Hop-Off Trolley Tour with 13 Stops

Explore the best of Boston at your own pace on a hop-on hop-off trolley tour of the city. Choose from a 1- or 2-day pass and see Boston’s top attractions, including the USS Constitution, the original bar from TV show “Cheers,” and the Faneuil Hall Marketplace, to name a few. The pass includes discounted admission to the Boston Tea Party Ships and Museum, to enjoy during or after the tour.

Boston Hop-On Hop-Off Trolley Tour with 13 Stops

Sightseeing Day Sail around Boston Harbor

4.3

(5,850)

from $51

Top Attractions in Boston

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Attractions

What are people saying about Boston

Stephanie_V, Jul 2026

Wonderful Summer afternoon

I had a terrible migraine- but the sail was still so relaxing and wonderful. My mother has never been to Boston, or even on a sailboat so the fact that she was impressed and had a good time was the high point for me. We came from Texas so, being out in the sun in late July is not something we get to enjoy regularly lol - 2 very enthusiastic thumbs up 10/10 would recommend

Boston to Martha's Vineyard Day Trip with Optional Island Tour

Barbara_B, Jul 2026

Well worth the trip

It was a long day but well worth it. I recommend the island tour. Our guide Tom was so nice and since he has lived there his entire life, he knew everything and everyone there. Learned a lot. Johnny Boston XIV was so funny. He did the driving part getting to and from the ferry. Two great tour guides!

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

Josephine_H, Jul 2026

A Must-Do in Boston!

We had a beautiful evening on the sunset cruise. Captain Jack and his crew were wonderful. The tall ship is gorgeous, and there is a decent selection of drinks. The tour isn't narrated, but the crew were happy to help guests with any questions they had. Everyone visiting Boston should experience it from the water, and there's no better way to do it!

Boston Harbor Brunch Cruise

Stacey_M, May 2026

Good food and a Great Experience!

My boyfriend and I truly enjoyed this Brunch/Harbor Cruise. It was, sadly, a rainy day but there is full capacity indoor seating so not to worry, we stayed warm and dry. They way the tables are set up, you can see great from any one of them but we got a great table at the front of the boat. The ship's captain narrates all points of interest and though I practically live in Boston, I still gleaned some new details that I did not already know about some of them. The crew was friendly, accommodating and knowledgeable. There was MORE than enough food for everyone on board and I found the food to be fairly decent enough for a brunch cruise (I mean, it's not a 5 star resort, it's a BOAT) with plenty of variety of foods and everything was tasty and seemingly fresh. I will add that I bought my tickets through Viator last minute because I didn't want to miss out but there were plenty of tickets available at the dock and they were about half the price.

Boston Harbor Sunset Cruise

Eva_T, Apr 2026

Beautiful and relaxing experience!

Great evening activity! It was super relaxed and easy to get to the ferry and all the staff were very kind and helpful. The boat is beautiful and the sunset views were gorgeous. This was the perfect date activity but there were also groups of friends and families on board. It was windy on the water so a good coat is a must, but the inside was nice and warm for a break from the weather. The food was good but more appetizer/small bites style so plan on getting a few things to make a light dinner. Would definitely go again!

Boston Harbor Sightseeing Cruise

Marie_S, Mar 2026

Overall a lovely...

Overall a lovely experience. Friendly staff, plenty of seating area to the right of check in spot while waiting for the checking time. Lots of cool fun facts during ride and lots of seating options. I sat inside and stood outside. It was 30ish degrees so not many people were outside. Views were really pretty. Enjoyed watching the planes fly over us every few minutes. Plenty of charging ports inside and cool that there were restrooms onboard. Be mindful that the ticket that is added to your Apple Wallet is not used for check in. You have to enter the building where you purchase tickets, they’ll ask you for your name and give you a physical ticket that you hand over at the check in gate. I was not aware of this, but it was not far away so I didn’t miss the check in window. For my first trip to Boston, this was definitely a core memory.