Top Boston Tours, Sightseeing &amp; Cruises

Boston Hop-On Hop-Off Trolley Tour with 13 Stops

Boston: Freedom Trail History Small Group Walking Tour

4.3

(5,899)

from $51

Offers Available

2 hours 30 minutesFree Cancellation

4.9

(7,690)

from $39

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

1 hour 30 minutes to 2 hoursFree Cancellation

4.7

(782)

from $40

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

1 hour 30 minutesFree Cancellation

4.4

(483)

from $56

Boston Duck Boat Sightseeing City Tour with Cruise

1 hour 20 minutesFree Cancellation

4.6

(9,937)

from $62

Boston Harbor Sightseeing Cruise

1 hour 30 minutesFree 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.

(258)

from $46

City Cruises Boston Historic Sightseeing Harbor Cruise

City Cruises Boston Historic Sightseeing Harbor Cruise

1 hourFree Cancellation

Explore the best of Boston on this hop-on hop-off trolley tour. Board at one of the stops, then hop off wherever you like, explore independently, and get back onto the trolley when you’re ready. Alternatively, ride the 2-hour loop in one go, listening to the informative commentary. Tickets are valid for one or two days, and while admission tickets aren’t included, enjoy discounts to some top Boston attractions.

(1,499)

from $46

1 or 2 Day HOP-ON & HOP-OFF Narrated Trolley Tour of Boston

1 or 2 Day HOP-ON & HOP-OFF Narrated Trolley Tour of Boston

1 hour 20 minutesFree Cancellation

4.4

(2,973)

from $48

Sightseeing Day Sail around Boston Harbor

1 hour 30 minutes to 2 hoursFree Cancellation

4.8

(625)

from $54

Boston Harbor Narrated Sunset Cruise

1 hour 30 minutesFree Cancellation

4.2

(570)

from $29

The Full Revolutionary Story Epic Small-Group Boston Walking Tour

3 hoursFree Cancellation

5.0

(2,779)

from $59

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

Boston Harbor Sunset Sail Tour

4.6

(724)

from $54

Boston Ghosts and Gravestones Trolley Tour

4.8

(175)

from $82

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.

(2,603)

from $46

City Cruises Boston Premier Dinner Cruise on Odyssey

City Cruises Boston Premier Dinner Cruise on Odyssey

2 to 3 hoursFree Cancellation

3.8

(197)

from $133

Boston Summer Nights Trolley Tour plus River Cruise

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.

Boston Summer Nights Trolley Tour plus River 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.

(177)

from $51

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

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.

(3,355)

from $86

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

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

1 hourFree Cancellation

4.7

(3,284)

from $45

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

Visit Martha’s Vineyard on a day trip from Boston to experience the island beauty without the hassle of booking ground and ferry transport. From hotel pickup and drop-off to included ferry tickets, snacks, water, and sightseeing maps, this Martha’s Vineyard excursion is designed for maximum time exploring, with the option to upgrade and include a guided tour of the entire island aboard a high-top, small-group van and explore all six towns on the island, indulge in lunch, and spend more time learning about scenic New England.

4.6

(482)

from $71

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

13 hoursFree Cancellation

Forget the crowded hop-on, hop-off buses and rushed group tours where you're just another face in the crowd. Picture Boston is a completely different kind of city experience — intimate, immersive, and carefully curated for people who want to feel this extraordinary city truly. Fully narrated by one of Boston's own expert local guides, you'll glide through neighborhoods rich with history, step out at the city's most photogenic corners, and leave with both a deeper understanding of Boston — and a camera roll that will leave your friends speechless. Whether you're visiting for the first time or rediscovering the city you call home, Picture Boston will show you something you've never seen before.

(453)

from $130

Boston and Cambridge City Tour

3 hours 30 minutesFree Cancellation

5.0

(4)

from $68

When tracing the roots of American independence, the city of Boston is one of the most important epicenters in the country’s history. The Freedom Trail runs through downtown to Charlestown, taking you on a literal walk through the events that inspired and instigated the American Revolution. Join a local guide for a tour of the entire 2.8 mile (4km) trail which includes visits to Bunker Hill and the USS Constitution so you can hear the full historical tale.

Freedom Trail Walking Tour with Bunker Hill and USS Constitution

4 hoursFree Cancellation

5.0

(844)

from $79

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

(520)

from $81

Price varies by group size

Special Offer

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

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Top Attractions in Boston

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Attractions

Boston North End

What are people saying about Boston

From Boston: Niagara Falls 2-Day Tour with Overnight Stay

Guerrye_S, Aug 2026

Wonderful experience

I traveled with this company on August 22nd, and I had a wonderful experience. Our driver, Willy, was amazing! After picking everyone up, he clearly explained the itinerary for the day and gave us an estimated arrival time at our destination. Before visiting each site, Willy would tell us what to expect and give us a short and helpful summary about the place we were about to visit. This helped us better understand and appreciate each location and made the entire experience more interesting and enjoyable. Throughout the trip, he drove very carefully and professionally, which made us feel safe and comfortable. He was very attentive to everyone and made sure that each passenger’s needs were met. The guided visits were also very good and well organized. Overall, I had a great experience and truly appreciated Willy’s professionalism, kindness, knowledge, and excellent service. He played an important role in making the entire trip comfortable, enjoyable, and memorable. I highly recommend this company, and I would definitely travel with them again!

Freedom Trail Walking Tour with Bunker Hill and USS Constitution

Marit_F, Aug 2026

Good walk

Be prepared to walk a lot. It's easy walk but it is very long with only a few minutes break in between stops. Our guide, Mark, gave us a very detailed history lesson of which some I never heard about. He is very knowledgeable. He also made the walking as pleasant as possible taking us in shady spots.

Boston Harbor Sunset Sail Tour

Jill_V, Aug 2026

Nice

Beautiful sunset cruise out of Boston Harbor. This is not a guided tour nor narration, but the crew is open and available for questions. Drinks available for sale onboard. Crew was gracious, knowledge and friendly. If you want a good seat be in line early, I cant imagine there was a bad seat on board, but seating was filled. Consider bringing binoculars to get a good view. Loved Captain Eric and crew John, Kira and Joe. Cost $79.00 a person was well worth it.

North End Boston Food Tour: Pizza, Pasta, and Pastries

Alan_B, Aug 2026

Amazing food tour.

The tour guide (Bobby) had lots of local knowledge and history about Boston north end. The food was excellent and plentiful including pizza, pasta, Italian subs, arancini, cannoli and more. The tour took about 2 and a half hours. Make sure you arrive hungry.

Boston's Historic Electric Bike Tour

Louise_C, Jul 2026

Outstanding!

Earlier on our visit, we sent on a trolley tour of Boston and a boat tour on the Charles River. This tour was far superior to either of those tours. Our tour guide, Dunkin, was extremely knowledgeable giving us facts and antedocts that were very, very interesting. He was very conscientious in ensuring that we were riding safely when in areas of congestion and staying together at all times. There were great photo ops which he happily offered to take for anyone. Sena helmets were supplied to each of us which allowed him to talk to us through a microphone in our helmets and clearly hear every word he said on the ride. There was not one complaint by anyone of us who was on the tour. It was the highlight of the day!

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

Anthony_E, Jul 2026

Great tour.

Great Tour. The food tastings were an excellent assortment of Boston seafood highlights. Claire was very knowledgeable in regards to the history of the seaport and the food we sampled and an all around excellent and awesome guide. Highly recommend this tour to anyone visiting the city.

Boston Seafood Lovers Food and History Walking Tour

Nick_G, Jul 2026

Great food and tour

Dan was great. Even with just two of us signed up he shared nuggets of history, gave great food recommendations and of course took us to four great food locations. Chowder, lobster roll, oysters and Cannolis were fantastic. Touring the chart house restaurant was a highlight and his overall general knowledge of the area was fun to hear. And thanks for all the recommendations on food locations in Maine!

Boston's Freedom Trail: A Revolutionary Walking Tour

Mike_M, Jun 2026

Elliot - Tour guide

We really enjoyed our Freedom Tour. It was a great way to learn about the history and hear the stories behind the places we visited. Our guide, Elliot, was fantastic. She was very knowledgeable, friendly, and did a great job explaining things in a way that was interesting and easy to understand. You could tell she really knew the history and enjoyed sharing it with everyone. The tour was well paced, informative, and enjoyable from beginning to end. We would definitely recommend the Freedom Tour and hope others get the chance to experience it too.

Boston Architectural Landmarks & History Tour with Photo Tips

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.

Boston Sweet Treats Food Tour: Fresh Donuts, Cider & Much More

Martha_T, Apr 2026

Highly recommend this tour!

This was such a fun tour!! I had never heard of a donut tour before but was told other cities also have them. So glad we went on this one in Boston. We were able to taste many donuts from a variety of bakeries. But also had a wonderful, informational tour of Boston. What a great combination.

Boston to New Hampshire Fall Foliage White Mountains Day Trip

Ashly_C, Oct 2025

Great day trip from Boston!

Perfect day trip from Boston. Lots of stops to experience nature, very short family friendly trails, and scenic lookouts. Got some great photos! Our tour guide, Matt, was wonderful! They make sure to say not a lot of RR stop options along the way, but there were several coming and going, and it was plenty. It's was a great, comfortable trip that I'd recommend to anyone!

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

Amanda_T, Sept 2025

Don't Be Late

They are not kidding when they say late arrivals will miss the boat. Boston traffic was crazy and we arrived 5 minutes just in time to wave goodbye to our friends on board leaving port. Our friends on board enjoyed the cruise but said it was crowded and there was not enough inside seating. Moral of the story arrive early and plan for Boston traffic.