Top Boston Dinner Cruises

City Cruises Boston Premier Dinner Cruise on Odyssey

2 to 3 hoursFree Cancellation

3.8

(197)

from $133

City Cruises Boston: Signature Dinner Cruise

2 to 3 hoursFree Cancellation

4.0

(317)

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

City Cruises Boston Signature Lunch Cruise

4.6

(724)

from $54

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

4.3

(144)

from $79

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

(482)

from $71

Special Offer

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

12 hoursFree Cancellation

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

4.5

(3,355)

from $86

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

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.

4.6

(161)

from $106

Classic Tall Ship Cruise in Boston Harbor

1 hour 30 minutes to 2 hoursFree Cancellation

4.7

(782)

from $40

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

(1,499)

from $46

Boston Harbor Narrated Sunset Cruise

1 hour 30 minutesFree Cancellation

4.2

(570)

from $29

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

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.

4.3

(5,897)

from $51

Likely to Sell Out

Boston Tea Party Ships and Museum Admission

Boston Tea Party Ships and Museum Admission

1 hourFree Cancellation

4.7

(2,858)

from $36

Sightseeing Day Sail around Boston Harbor

1 hour 30 minutes to 2 hoursFree Cancellation

4.8

(626)

from $54

Boston Harbor Sightseeing Cruise

1 hour 30 minutesFree Cancellation

4.5

(257)

from $46

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

Gus_L, Aug 2026

Martha’s Vineyard Day trip

Our trip was amazing. Thatch was an excellent drive, safe and on time. Info was great for learning about Boston and area. Ferry was great and team super friendly. Paul on the island was excellent the info was amazing for our 1st time there. Just would’ve like a bit more time to explore Oaks Bluff: Over all well worth it.

Sightseeing Day Sail around Boston Harbor

Tanya_B, Jul 2026

Great first sailboat ride!

We absolutely loved this sailing trip and would do it again! Our weather was perfect which absolutley helped! Terez was our captain and did great. Alex and Charlie were great and had lots of great information about the area and history. It was our first trip on a sail boat and very memorable.

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

Helen_B, Jun 2026

Great experience!

Our family had a great experience. Captain Jasper, Logan and Jessica were wonderful! Very friendly and helpful. The ship was amazing. The sunset views from the ship are beautiful. As promised drinks were available and reasonably priced. We recommend taking a sweater or sweatshirt as it does get windy and chilly.

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.