Top Boston Dinner Cruises

City Cruises Boston Premier Dinner Cruise on Odyssey

2 to 3 hoursFree Cancellation

3.8

(203)

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

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.

Likely to Sell Out

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

4.5

(3,414)

from $86

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

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

Don’t let time determine whether to see Boston or Salem. Visit both towns with the help of a quick and comfortable catamaran. This high-speed ferry service travels from Boston to Salem (or vice versa). Enjoy the scenic adventure from the upper or lower deck of the boat—or just relax at the lounge inside. An onboard galley offers food and beverages for purchase. Upon arrival, many top attractions are within walking distance. For Round Trip, you will need to purchase two separate one way tickets - one departing from Boston and one departing from Salem.

City Cruises Salem High Speed Ferry to/from Boston

50 minutesFree Cancellation

4.5

(785)

from $42

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

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

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 Ghosts and Gravestones Trolley Tour

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.

Harvard University Campus Guided Walking Tour

1 hour 10 minutesFree Cancellation

Sightseeing Day Sail around Boston Harbor

1 hour 30 minutes to 2 hoursFree Cancellation

Boston Harbor Sightseeing Cruise

1 hour 30 minutesFree Cancellation

Must-Dos in Boston

1 / 2

What are people saying about Boston

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

Linda_W, Sep 2026

Day on Martha's Vinyard

Our trip from Boston to Martha's Vinyard was a very long, but good day. Because of the distance we had to leave very early and got back about 7:45pm due to traffic. I don't you could see it any other way. We did take the optional 3 hour island tour, it was worth it. Our guides were both very good and excellent drivers.

Sightseeing Day Sail around Boston Harbor

Susan_H, Sep 2026

Beautiful sailing Boston!

It was way more than I expected. The ship was beautiful as was the weather. The crew members were fun, knowledgeable, and very helpful. Seeing Boston from the harbor was a whole new experience. The airplanes went right over us. I have already told a lot of my friends and family.

Boston Harbor Sightseeing Cruise

Gillian_C, Sep 2026

Great, relaxing tour

Our sight seeing cruise on the Northern Lights was so fun! It was a beautiful day and the boat was comfortable, clean, and even though the cruise was full there was plenty of seating and room to move around. The tour wasn't super talk-heavy, so there was plenty opportunity to chat in between landmarks or just relax and take in the views.

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

Brenda_M, Aug 2026

2 hours of bliss…

This was a wonderful experience. Sailing on this beautiful wooden vessel was better than we expected. It was very peaceful and beautiful out on the bay and so quiet with lots to see all the way around—the boat turned around 360 two times. For the sunset cruise, the Captain took us by the USS Constitution, which fired a cannon at sunset.The team on board is so friendly/-they shared lots of stories and history. We would highly recommend this 2-hour experience—we would do this again!! Thank you to the exceptional 3-person crew!!

Classic Tall Ship Cruise in Boston Harbor

Joseph_S, Aug 2026

This is a lovely and...

This is a lovely and relaxing sailboat excursion right off of Boston Harbor. The meeting location is a bit hard to find, but you can’t miss the Oyster Bar right next door at the location, where you’ll be able to find the meeting point. The crew was excellent and I’d highly recommend to do this in an afternoon, especially if you spent the morning walking around the city.

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!