Top Boston Dinner Cruises

City Cruises Boston Premier Dinner Cruise on Odyssey

2 to 3 hoursFree Cancellation

3.7

(169)

from $133

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.

Boston Harbor Sunset Cruise

4.6

(671)

from $54

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.

Boston Harbor Brunch Cruise

4.5

(153)

from $106

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

4.6

(419)

from $81

Boston Harbor Narrated Sunset Cruise

1 hour 30 minutesFree Cancellation

4.2

(543)

from $29

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

4.4

(3,136)

from $86

City Cruises Boston Historic Sightseeing Harbor Cruise

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.

City Cruises Boston Historic Sightseeing Harbor Cruise

1 hourFree Cancellation

4.5

(1,418)

from $46

Special Offer

Boston Harbor Sightseeing Cruise

1 hour 30 minutesFree Cancellation

Boston Ghosts and Gravestones Trolley Tour

4.4

(2,486)

from $47

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

(634)

from $40

City Cruises Boston Codzilla High-Speed Thrill Boat Ride

45 minutesFree Cancellation

4.2

(424)

from $56

Boston Tea Party Ships and Museum Admission

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.

Boston Tea Party Ships and Museum Admission

1 hourFree Cancellation

4.7

(2,622)

from $36

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.

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

12 hoursFree Cancellation

4.4

(3,187)

from $129

Special Offer

Sightseeing Day Sail around Boston Harbor

1 hour 30 minutes to 2 hoursFree Cancellation

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

For anyone thinking of attending Harvard, or for those who simply want a glimpse of college life at the famous university, this tour is a must. Get an exclusive account from current Harvard students, who provide key insights into the life and times at Cambridge with a theatrical, humorous flair. Check out the old buildings at Harvard Yard and Harvard Square and learn about the school’s storied past. Illustrated map of Harvard Square included. Choose from several departure times throughout the day.

4.3

(5,708)

from $51

Harvard University Campus Guided Walking Tour

1 hour 10 minutesFree Cancellation

4.7

(3,713)

from $23

City Cruises Boston: Signature Dinner Cruise

2 to 3 hoursFree Cancellation

4.0

(301)

from $114

Top Attractions in Boston

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Attractions

What are people saying about Boston

Classic Tall Ship Cruise in Boston Harbor

Beverly_t, May 2026

Fun and a little different than usual

Had fun “sailing “ for 1.5 hours. The sails were unfurled but we could still hear low rumble of an engine. Lovely weather for mid-May in Boston- sunny and about 55 degrees. Took the 2 pm ride in the Fame with crew of Capt Jasper and hands Logan and Jessica. The crew was friendly and appeared to know their stuff. They offered beverages and spent time with each group talking on a personal level. I did not get the expected information about what the area’s & buildings we were seeing. All in all a delightful way to spend the afternoon.

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 to Martha's Vineyard Day Trip with Optional Island Tour

Jennifer_C, May 2026

Left the driving & planning to someone else, great day trip!

Appreciated confirmation phone call day before pick up. Pick up was on time and trip to ferry was seamless (about a 2 hour ride there), with Jennifer entertaining us along the way. Once we were aboard the ferry it was a relaxing trip across, with Anthony, our 3 hour island tour guide waiting for us when we disembarked. We boarded his bus (around 10:30) and off we went, with Anthony pointing out the historical spots and sharing stories along the way. 50 min stop in town, 15 min stop at cliffs, and we wrapped up around 1:30, leaving us with 2 hours to have lunch at The Black Dog Tavern and then wandering into the local shops before catching the ferry back. Jennifer was waiting dockside to drive us back to our hotel. It was a 12 hour day, very enjoyable!

Sightseeing Day Sail around Boston Harbor

Brad_Y, Oct 2025

Great day with coworkers on the water

We had a great day! It was an impromptu team bonding opportunity, and the weather was perfect to be on the water. The crew was kind and informative, but let us have our own space and conversations, but there when you wanted them. The captain had been sailing this ship for 10 years and was a true pro. Unlike lots of sailboat excursions, the captain cut the motors and ran by sail for almost the entire trip. Loved it!

Boston Harbor Sightseeing Cruise

Latianna_F, Aug 2025

The captain and crew were...

The captain and crew were very pleasant. The complimentary tea and coffee were a nice touch, and the cocktails looked delicious! The boat was clean and accommodating, with plenty of seating and standing room. The ride was smooth, the views were lovely, and the guide was excellent. I'm happy we chose them out of the many tours!