Top Boston Tours, Sightseeing &amp; Cruises

Boston Harbor Sunset Cruise

Boston Duck Boat Sightseeing City Tour with Cruise

4.6

(661)

from $54

1 hour 20 minutesFree Cancellation

4.6

(9,597)

from $62

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

(1,409)

from $46

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: Freedom Trail History Small Group Walking Tour

4.3

(5,665)

from $52

Special Offer

2 hours 30 minutesFree Cancellation

4.9

(6,798)

from $39

Special Offer

Boston Harbor Sightseeing Cruise

1 hour 30 minutesFree Cancellation

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

1 hour 30 minutesFree Cancellation

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.

(412)

from $56

Boston Freedom Trail Walking Tour with Costumed Guide

1 hour 45 minutesFree Cancellation

4.6

(2,583)

from $26

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.

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

1 hour

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.

(3,113)

from $45

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

12 hoursFree Cancellation

Boston Shore Excursion: Boston Hop-On Hop-Off Trolley Tour

(3,178)

from $129

Boston Ghosts and Gravestones Trolley Tour

4.0

(198)

from $52

Boston Harbor Sunset Sail Tour

(2,472)

from $47

Likely to Sell Out

Go City: Boston Explorer Pass - Choose 2, 3, 4 or 5 Attractions

4.8

(138)

from $82

1 to 60 daysFree Cancellation

3.4

(63)

from $54

The Full Revolutionary Story Epic Small-Group Boston Walking Tour

3 hoursFree Cancellation

5.0

(2,472)

from $59

Boston Seafood Experience: A behind the scenes Seaport Tour

Boston Seafood Tour: Behind the Scenes at the Historic Fish Pier

2 hours 30 minutesFree Cancellation

4.9

(324)

from $81

Price varies by group size

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

Boston's North End Food and History Walking Tour

(3,115)

from $86

3 hoursFree Cancellation

5.0

(476)

from $100

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.

City Cruises Boston Premier Dinner Cruise on Odyssey

2 to 3 hoursFree Cancellation

3.7

(167)

from $133

Affogato ( Gelato Gelato topped with espresso coffee) I died and went to Heaven!!)

Boston’s Politically Incorrect North End Food Tour

3 hoursFree Cancellation

4.8

(531)

from $98

Walk the Historic Freedom Trail with Costumed Guide

1 hour 30 minutesFree Cancellation

Discover the thrilling history of Boston on this immersive walking tour of the Freedom Trail. Hear tales of Redcoats, smugglers, riots, and midnight riders while reliving the American Revolution as you explore all 16 official sites of the trail. Learn about Boston’s leadership in abolition, women’s rights, education, and immigration over its 400-year history. Explore downtown Boston, hearing stories of legendary figures such as Paul Revere, John Hancock, and lesser-known pioneers and patriots.

(341)

from $30

Boston's Freedom Trail: A Revolutionary Walking Tour

2 hours 30 minutesFree Cancellation

4.9

(1,460)

from $31

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

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.

(2,606)

from $36

Classic Tall Ship Cruise in Boston Harbor

1 hour 30 minutes to 2 hoursFree Cancellation

Boston Architecture + History Walking Tour + Fun Photo Tips

(622)

from $40

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Top Attractions in Boston

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Attractions

What are people saying about Boston

Clifford_H, May 2026

Informational and Educational

Saba did a great job telling us about the culture, history and architects that influenced the Boston skyline. She is very knowledgeable on photography angles, approaches and editing and strives to make everyone a better photographer. She appreciates aches with humor and you can truly tell she enjoys honing peoples skills.

Freedom Trail Walking Tour with Bunker Hill and USS Constitution

Gwynne_S, May 2026

So educational!

The tour does require a lot of walking but there are breaks along the way to sit. Bring a snack to get you through the end of the tour. The information is comprehensive and so informative. Anyone interested in history will find that this tour is a great refresher and may also get some bonus information as well.

Boston Harbor Sunset Sail Tour

Amanda_S, May 2026

Excellent cruise with great city views!

Our sunset cruise was amazing! Great views of the city skyline and the surrounding area. The crew, Alex, Claire, Charlie and Eric were so friendly and shared so much knowledge about the city. We would highly recommend this cruise and hope to go on another when we return to Boston.

Boston's Food & History: North End, Freedom Trail, Beacon Hill

Toan_H, Apr 2026

Food & History Tour (5-hours)

A very knowledgeable guide who knows just too much, which is a great thing. A 5-hour food and history tour is a long day, be prepared. The food stop and history within the north end was awesome. Didn’t know a concretion of Italian shops still exist. The walking tour through the beacon hill area was new to me. Didn’t know too much about that area or who lived there until this tour. Overall, great half day to learn a lot about Boston.

Boston Freedom Trail Self-Guided Tour with Audio Narration & Map

Chris_B, Mar 2026

Great storytelling - get two for one!

Great narration throughout the tour. The tour tracked our location using GPS and automatically started the narration as we approached different stops. Pro Tip: For two people, just buy one tour and each of you can wear an earbud for the tour...two for one!

Boston Seafood Tour: Behind the Scenes at the Historic Fish Pier

Gerri_D, Mar 2026

Great tour and tasty fresh seafood

Our tour guide Maddie was terrific. The weather was horrible (cold, light snow). We were the only 2 crazy enough to take the tour on such a lousy day. Maddie met us at the meeting place on time and was happy to guide the 2 of us around the south seaport area. She shared lots of interesting, historical facts throughout the tour. We got to go behind the scenes and see the fish offloaded and packed for shipping. We enjoyed a cup of chowder at a local restaurant, and a delicious tuna tar tar snack at the pier. the tour ended at another local restaurant (with a great history) and enjoyed double stuffed scallops and an outstanding lobster roll. All food included with tour. Highly recommend this tour. Great guide and fabulous fresh seafood.

Freedom Trail Walking Tour 250

Marlene_F, Oct 2025

Request Elaina

I have done the Freedom Trail tour 3 times but Elaina was by far the very best I’ve ever had. She was funny, smart, and made learning so fun and interesting. She was great with my 4 year old and our whole family just enjoyed her energy and presence. Would recommend anyone request her specifically as she made the tour I’ve done before new, exciting and fun!

Haunted Boston Booze and Boos Ghost Walking Tour

Noelle_S, Oct 2025

Fun, Spooky Old Boston Tour

This was a fun, historical, spooky tour of Boston! Olivia, our tour guide, kept everyone engaged, was very entertaining, and knowledgeable on all this history. Having stops at the bars provided nice walking breaks while still keeping the stories going. The walking is not a long route. Would definitely recommend for others to try it out.

Delicious Donuts of Boston: A Sweet History Walking Tour

Melissa_K, Oct 2025

A hole lot of fun

Our tour guide was incredibly knowledgeable, engaging, and truly one of a kind — a natural storyteller with the rare gift of making every stop come alive. The entire experience was interactive and full of personality from start to finish. And the donuts? Each one was better than the last — perfectly curated and deliciously ranked to keep us excited for the next bite! Highly recommend this tour to anyone looking for a fun, flavorful, and unforgettable adventure. 🍩✨

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

Tamalee_T, Sep 2025

Boston Harbor City

Hello I’m from Rhode Island and this was worth the ride. I went with my partner and a close friend of ours. It’s Such a beautiful view! Dress up warm it does get chilly. We got there an hour earlier. There’s a food spot and liquor if you like to go before going on the boat. As we went in the boat we stood the whole time on 3 floor watching the view. Don’t worry if you didn’t get to see the other side the boat turns around and you get to see the other side too. Worth it!

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.

Boston to Plymouth Day-Trip including Quincy, Plimoth Patuxet and Mayflower II

Paige_P, Jun 2025

Great tour.

Really enjoyed this. Liked the small size tour. Mini bus ... So nice to have others but not so big a group that the stops took forever. Very comfortable bus. Well planned stops. Great knowledge from your guide. Really nice view along the coast. Nice to get feel of New England. Plymouth is a cute town with good tourist shopping and various lunch options.