Top Boston On the Water

Classic Tall Ship Cruise in Boston Harbor

1 hour 30 minutes to 2 hoursFree 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.

(629)

from $40

City Cruises Boston Historic Sightseeing Harbor Cruise

City Cruises Boston Historic Sightseeing Harbor Cruise

1 hourFree Cancellation

4.5

(1,413)

from $46

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 90-Minute Harbor Sunset Sightseeing Cruise

(666)

from $54

Sightseeing Day Sail around Boston Harbor

(416)

from $56

Special Offer

1 hour 30 minutes to 2 hoursFree Cancellation

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

(3,124)

from $86

Boston Harbor Sunset Sail Tour

4.8

(139)

from $82

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

Boston Harbor Narrated Sunset Cruise

(149)

from $106

Boston Duck Boat Sightseeing City Tour with Cruise

4.2

(542)

from $29

1 hour 20 minutesFree Cancellation

(9,616)

from $62

Cruise through Boston Harbor on the Yacht Patriot, a modern take on a 1920s yacht, for an intimate 1.5-hour cruise. We offer a daytime narrated tour, that allows guests to dive into the rich history of Boston as a local guide highlights key landmarks like the USS Constitution, Bunker Hill Monument, and the historic waterfront. We also offer a non-narrated sunset cruise option that will cruise by the USS Constitution to watch the cannon fire at sunset. Both experiences offer unobstructed views and a relaxing atmosphere away from the city's hustle.

Boston Harbor Cruise Aboard Yacht Patriot

Boston Harbor Cruise Aboard Yacht Patriot

Try a unique alternative to a typical night out in downtown Boston with an exciting dinner cruise along the city’s waterfront. This expedition on Boston Harbor features a meal with live entertainment and dancing. Watch the sun set, then take a stroll under the stars and enjoy the view of the illuminated Boston skyline at night, or head to the dance floor for music and fun in the ship’s nightclub.

5.0

(2)

from $51

City Cruises Boston Premier Dinner Cruise on Odyssey

City Cruises Boston Premier Dinner Cruise on Odyssey

2 to 3 hoursFree Cancellation

3.7

(168)

from $133

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

Discover a whole new side of baseball history with the help of a guide on this tour of Fenway Park, one of baseball’s most beloved stadiums. Revisit the careers of Red Sox greats like Ted Williams, Babe Ruth, and Carl Yastrzemski, celebrate the club’s numerous World Series titles, and tour famous stadium locales like the ‘Green Monster,’ ‘Pesky’s Pole,’ and the Fenway Park Living Museum. It’s ideal for baseball fans, be they locals or tourists.

(2,617)

from $36

Tour of Historic Fenway Park, America's Most Beloved Ballpark

Tour of Historic Fenway Park, America's Most Beloved Ballpark

1 hour

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

(3,127)

from $45

City Cruises Boston Codzilla High-Speed Thrill Boat Ride

(416)

from $81

45 minutesFree Cancellation

4.2

(424)

from $56

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

From seals and sea lions to sea turtles, seadragons, and stingrays, the New England Aquarium is the place to discover hundreds of different marine animals under one roof—or in one big tank. Check out the four-story Giant Ocean Tank, featuring a brand new coral reef, underwater communications system and hundreds of Caribbean reef animals. Grab an admission ticket and have an unforgettable aquarium adventure.

4.3

(5,683)

from $51

New England Aquarium Admission Ticket in Boston

New England Aquarium Admission Ticket in Boston

3.9

(464)

from $40

Cruise Boston Harbor aboard a luxury yacht, complete with superb city views and a buffet brunch featuring both breakfast and lunch offerings. For 2-hours you'll explore the waters from Rowes Wharf to the Charlestown Naval Yard and back, sailing past sights such as Castle Island and Boston Light. Spend some time enjoying the yacht's three climate-controlled decks or dancing to the sounds of a live DJ mix.

City Cruises Boston Premier Brunch Cruise on Odyssey

City Cruises Boston Premier Brunch Cruise on Odyssey

Dog Day of Summer Harbor Cruise in Boston

4.5

(28)

from $104

Set sail on the magnificent tall ship Denis Sullivan, a Great Lakes schooner offering a unique opportunity to connect with the sea. Whether you choose to help the crew raise the sails or simply soak in the stunning views, this public sail is a perfect outing for family and friends. All ticket proceeds contribute to the World Ocean School's educational programs, ensuring a meaningful experience on the water. Enjoy an enriching day while supporting maritime and experiential education.

(10)

from $28

Harbor Sail Aboard the Tall Ship Denis Sullivan

Harbor Sail Aboard the Tall Ship Denis Sullivan

What a way to celebrate the weekend! Enjoy a lovely two hour sail on Boston Harbor with unbeatable views of the city. Your ticket includes complimentary coffee and fresh-baked pastries from the incomparable Flour Bakery + Cafe. Feel free to bring your own food along if you prefer, but please no outside beverages and no coolers. Mimosas are $5 all morning! We also have our full drink menu available including local craft beers, cocktails, wine, soda, juice, and water. We accept Apple Pay, credit cards, or cash onboard.

5.0

from $55

Pastries & Prosecco Aboard a Tall Ship in Boston Harbor

Pastries & Prosecco Aboard a Tall Ship in Boston Harbor

Explore Boston on a trolley tour that’s timed to catch sunset over the Charles River. Many Boston sites are illuminated—and uncrowded—at night, making this an ideal time to explore Boston Harbor, Cambridge, the Public Garden, and more. Live narration from an experienced guide showcases the stories and culture behind each place you visit, from stylish seaside neighborhoods to revolutionary war–era landmarks.

5.0

(15)

from $85

Boston Summer Nights Trolley Tour plus River Cruise

Boston Summer Nights Trolley Tour plus River Cruise

(145)

from $53

Boston Harbor Night Cruise

1 hourFree Cancellation

Boston Holiday Cocoa Cruise

(14)

from $46

1 2

Top Attractions in Boston

1 / 2

Attractions

What are people saying about Boston

Jude_B, Dec 2025

Romantic and silly date night

Food was honestly so-so, but the drinks were absolutely delicious. The music was great, decor was beautiful, and staff were all obviously having a great time. The view and ride was amazing as well. Being able to step out onto the deck, even though it was cold, to get a perfect view of the skyline was amazing. Thanks for an unforgettable date!

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.

New England Fall Lunch Cruise in Boston Harbor

Dottie_J, Oct 2025

Wonderful Cruise

What wonderful lunch cruise. The captain gave us information about local history while we gently cruised around Boston Harbor! The food on the buffet was excellent with roasted pork loin, turkey, butternut squash ravioli, salad, saffron rice, garlic rolls, and brownies. Everything was delicious! My husband and I enjoyed this very much. The crew were also very nice and professional. When we finished eating, there were still all the sights to see. This a must do on a Boston visit!

Boston Summer Nights Trolley Tour plus River Cruise

Michelle_P, Aug 2025

It was worth it.

This was pretty cool. You got an idea of where things are and places to go back and check out and places to eat SEAFOOD! The sky at dusk on the river boat cruise was gorgeous, but it had just rained before we got on the boat and the sun starting to set was hitting the clouds. What a beautiful view of the city skyline from the river boat. “Red “was our driver. He had some funny one liners. he was good. The two ladies on the river boat Cruz did a great job too. I don’t recall their names. Unfortunately I know the captain was from Providence Rhode Island. She was very nice.