Top Boston Dinner Cruises

City Cruises Boston Premier Dinner Cruise on Odyssey

2 to 3 hoursFree Cancellation

3.7

(168)

from $133

Likely to Sell Out

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

City Cruises Boston: Signature Dinner Cruise

4.6

(662)

from $54

2 to 3 hoursFree Cancellation

4.0

(301)

from $114

Likely to Sell Out

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

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

4.6

(149)

from $106

Boston Ghosts and Gravestones Trolley Tour

4.6

(416)

from $81

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.

4.4

(2,477)

from $47

Likely to Sell Out

City Cruises Boston Whale Watching Cruise by High-Speed Boat

3 hours 30 minutesFree Cancellation

4.4

(3,117)

from $86

Special Offer

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.

City Cruises Boston Historic Sightseeing Harbor Cruise

1 hourFree Cancellation

4.5

(1,412)

from $46

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

(3,181)

from $129

City Cruises Boston Codzilla High-Speed Thrill Boat Ride

45 minutesFree Cancellation

4.2

(424)

from $56

Boston Harbor Narrated Sunset Cruise

1 hour 30 minutesFree Cancellation

4.2

(542)

from $29

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

(2,611)

from $36

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

Boston Harbor Brunch Cruise

4.3

(5,677)

from $52

Top Attractions in Boston

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Attractions

What are people saying about Boston

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

Lesley_T, Oct 2025

Just book it you will not regret it

Great day out we took the tour around the island the driver was Tom couldn’t have asked for a better person Drive to and from and a stop for coffee and Something to eat Don’t sit near the wheels as the roads had pot holes which didn’t do my back problem any good all in all a better day then we thought Martha Vineyard was was 3 times the cost then we thought

Classic Tall Ship Cruise in Boston Harbor

James_M, Sep 2025

About the crew in the time

Well, the ship was very nice and the crew was very friendly and very informative. They stopped who would talk to us for a while. It was nice to have beverage, which is good and it turned out to be a beautiful day. We showed up at 1:30 and the next one was at 3 o’clock and they were able to get us on board because of traffic

Sightseeing Day Sail around Boston Harbor

Jo_D, Sep 2025

Sailing Boston Harbor

Very relaxing time on the bay. The two crew persons came around and talked with everyone, were knowledgeable with landmarks, and are helpful /personable. Drink prices very reasonable. Do not expect a navigated tour, but questions were always welcome. The captain (I wish I could remember her name) was quite skilled at her role and in navigating the sail boat 'the Adirondack?'. Great experience!

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!