Top Boston Dinner Cruises

City Cruises Boston Premier Dinner Cruise on Odyssey

2 to 3 hoursFree Cancellation

3.7

(176)

from $133

City Cruises Boston: Signature Dinner Cruise

2 to 3 hoursFree Cancellation

4.0

(303)

from $114

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

(687)

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

(155)

from $106

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

4.6

(429)

from $71

Boston Harbor Narrated Sunset Cruise

1 hour 30 minutesFree Cancellation

4.2

(546)

from $29

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

Boston Ghosts and Gravestones Trolley Tour

(1,431)

from $46

4.4

(2,502)

from $47

Boston Harbor Sightseeing Cruise

1 hour 30 minutesFree Cancellation

(219)

from $46

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

(666)

from $40

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

City Cruises Boston Codzilla High-Speed Thrill Boat Ride

4.3

(5,742)

from $51

45 minutesFree Cancellation

4.2

(425)

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

(2,659)

from $36

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

City Cruises Boston Whale Watching Cruise by High-Speed Boat

3 hours 30 minutesFree Cancellation

4.4

(3,175)

from $86

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

(3,204)

from $129

Sightseeing Day Sail around Boston Harbor

1 hour 30 minutes to 2 hoursFree Cancellation

4.8

(568)

from $67

Top Attractions in Boston

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Attractions

What are people saying about Boston

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

Jerry_B, Jun 2026

Johnny Boston was great! ...

Johnny Boston was great! Very funny and knowledgeable. Bus ride to Martha’s Vineyard was made quick fueled by humor! Tom the tour guide for the Vineyard was super knowledgeable giving all the background and tidbits about the island and all the celebrities and presidents as well as points of interest. Great excursion! Highly recommend! Well done!

Classic Tall Ship Cruise in Boston Harbor

Chris_W, Jun 2026

Long boat trip- sailing - Boston Harbor

The experience was wonderful- crew excellent and enjoyed some fantastic sailing which I wasn’t expecting. In my mind it was some pootling around the harbour. Our boat did unfortunately crash into a dock- we were stranded there for an hour and then the crew came into their own. This was due to a very unusual but serious steering failure, and where the crew came into their own - incredibly well. It’s been a month or so since this happened- no injuries, but quite scary approaching a dock (disused) at ~20-25 knots with nothing the crew could do at all. They basically yelled “Brace Brace, Brace Brace” and “Hold onto something!” I highly recommend this trip- I am being 100% genuine. The actions of the crew were phenomenal. We ended up being escorted off the boat by a Boston Harbor police boat and crew, and were back on dock shortly after the crash. I want to stress that I am not trying to put anyone off here. This has never happened before and I rate 5/5 stars.

Sightseeing Day Sail around Boston Harbor

Makram_S, May 2026

Great Boston Harbor Sail

The Sail boat was awesome ! It was so beautiful to be out on the water and really experience what it was like to be on a sail boat! The captain Anna was very awesome! Charlie, Alex, and Mike the deck hands were enthusiastic, friendly, fun! They offered to take lots of pics and kept the drinks comming!

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 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!