Top Boston Dinner Cruises

City Cruises Boston Premier Dinner Cruise on Odyssey

3.7

(160)

Free Cancellation
2 to 3 hours

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

4.5

(632)

Free Cancellation
2 hours

from $54

Boston Harbor Sightseeing Cruise

4.5

(186)

Free Cancellation
1 hour 30 minutes

from $46

4.0

(301)

City Cruises Boston: Signature Dinner Cruise

Free Cancellation
2 to 3 hours

from $175

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

4.6

(143)

Free Cancellation
2 hours

from $106

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

(2,538)

Free Cancellation
1 hour

from $36

4.6

(414)

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

Free Cancellation
2 hours

from $81

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

(616)

Free Cancellation
1 hour 30 minutes to 2 hours

from $40

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

4.3

(5,598)

Free Cancellation
2 hours

from $52

All tours finish with a treat from a famous North End bakery

Discover some of Boston's most notable historic landmarks—and pair your sightseeing with a pizza crawl—on this time-saving, two-in-one walking tour. With just a guide and small group for company, stroll through the city’s oldest neighborhoods, including Little Italy on the North End. Walk along the Freedom Trail to sights including Paul Revere House and the USS Constitution, and head to local pizzerias for three full-size slices along the way.

Boston Pizza Lovers Food and History Walking Food Tour

(1,088)

Free Cancellation
2 hours 50 minutes

from $89

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

4.5

(1,388)

Free Cancellation
1 hour

from $46

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

4.4

(3,115)

Free Cancellation
3 hours 30 minutes

from $86

4.2

(532)

Narrated Sunset Cruise of Boston Harbor

Free Cancellation
1 hour 30 minutes

from $29

Walk the Freedom Trail with a guide in historic costume on a tour from Boston Common to Faneuil Hall, a 1.2-mile route that covers important sites in the heart of Boston. This tour's shorter distance lets you follow in the footsteps of the founding fathers and American revolutionaries without making the more strenuous trek all the way across the Charles River, finishing in a spot that’s convenient to top Boston attractions.

Boston Freedom Trail Walking Tour with Costumed Guide

4.6

(2,546)

Free Cancellation
1 hour 45 minutes

from $26

4.4

(2,430)

Boston Ghosts and Gravestones Trolley Tour

Free Cancellation
2 hours

from $52

Sightseeing Day Sail around Boston Harbor

4.8

(542)

Free Cancellation
1 hour 30 minutes to 2 hours

from $67

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

(3,653)

Free Cancellation
1 hour 10 minutes

from $23

Top Attractions in Boston

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Attractions

What are people saying about Boston

Harvard University Campus Guided Walking Tour

Dolly_N, Mar 2026

Quick tour. Interesting.

There wasn’t any actual address I could find. ’ve read on the internet that web activity including maps system don’t work here in Boston. 3 different mapping systems kept turning me around I couldn’t locate the group quickly enough. Still a nice tour though thanx!

Boston Pizza Lovers Food and History Walking Food Tour

Leah_M, Dec 2025

We did the Pizza & North...

We did the Pizza & North End tour with our three teenage boys, and it was fantastic. Scotty struck the perfect balance of walking, history, and food, which kept everyone engaged and happy (no small feat with teens!). The pizza stops were delicious, the history was interesting without being overwhelming, and the pace was just right. The pizza stops also gave us a chance to warm up. We highly recommend this tour for families, especially with older kids.

Boston Harbor Sunset Cruise

Paige_D, Nov 2025

Anniversary Trip activity!

We enjoyed the sunset cruise! It was relaxing and a great way to cap off our trip. The drinks were good and staff was friendly. It was nice having an outdoor and indoor/climate-controlled option for when it cooled off. The cruise went all around the harbor and was a good length of time!

City Cruises Boston Whale Watching Cruise by High-Speed Boat

Hilary_F, Oct 2025

Whale Watching for the Win!

Had an absolute fantastic trip. Informative, and we were lucky with so many sightings! A really good option for a Boston experience! There is always a chance you won’t see whales, but the ride out was is great. Bring something to contain your hair if it is long and a jacket. Even if warm, the wind can be chilly. 10/10 experience.

City Cruises Boston Historic Sightseeing Harbor Cruise

John_M, Oct 2025

Great Excursion, Booking Process Not So Much

The cruise was beyond our expectations. The narration was very informative and lively. The boat was stable and the views were spectacular. The only downside was signing up for the trip, because the calendar on the website was incorrect and we couldn't get a series of your phone answerers to understand that. Finally we got through to one of them and she said it would be corrected the next day. And it was fixed and we booked our trip the next day. A struggle, but all's well that ends well!

Classic Tall Ship Cruise in Boston Harbor

Bernard_B, Sep 2025

Very good crew with a...

Very good crew with a very good and exciting boat. Wind wasn’t our friend as it was light, but with the sails up and engine quietly running in the background we had a very informative and pleasant tour of z Boston Harbor. We would definitely do it again as it was great sitting on top of the wooden deck in a wooden boat with the sails moving with the wind.

Boston Harbor Brunch Cruise

Benjamyn_C, Aug 2025

Maybe a map of the harbor...

Maybe a map of the harbor and where you will go. I expected to go a little further down into the bay. Other than that, everything was absolutely amazing. Food was good and ship was clean. The staff were there when you needed them and still gave you all the space you needed. Will definitely do again and would love one that was longer and more of a distance. Thank you for an amazing experience.