Top Boston Tours, Sightseeing &amp; Cruises

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

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.

Historic Boston HOP-ON/HOP-OFF Narrated Trolley Tour

1 hour 15 minutesFree Cancellation

Travel back in time, to the early years of the United States of America, during this guided walking tour of Boston’s Freedom Trail and beyond. Relive the events of the American Revolution as you pass Faneuil Hall, see the Old and New State Houses, and visit the setting of the infamous Boston Massacre. Then head downtown past Boston Common and the modern John Hancock Tower, finishing in Copley Square.

Downtown Freedom Trail, Beacon Hill & Back Bay Walking Tour

Explore Newport in a single day without planning or driving from Boston. This small-group tour includes pre-booked mansion admissions, guided transport with hotel pickup, and free time in the historic waterfront district to help you use your time efficiently. Visit iconic mansions, enjoy a scenic coastal walk, and discover additional historic landmarks along the way. With logistics handled in advance, you can focus on architecture, scenery, and independent exploring.

Newport Small-Group Day Tour: The Breakers & Marble House

8 to 10 hoursFree Cancellation

Boston’s architectural history is spread across several neighborhoods—this small-group walking tour links Back Bay, the Public Garden, and Beacon Hill with commentary from a Boston guide with 20+ years of experience. See landmarks including Copley Square, the Swan Boats, and Acorn Street, while practical smartphone photo tips help you capture the city without taking a technical photography class.

Boston Architectural Landmarks & History Tour with Photo Tips

History, haunts, and hops: that’s what you can expect during this guided walking tour of Boston’s pubs. If the stories are true, then you’ll visit watering holes where ghosts and ghouls roam. Boston’s bloody history is no tall tale: you’ll pass by sites like the King’s Chapel cemetery and Granary Burying Ground to learn about those who died fighting for American independence. This pub crawl is an intoxicatingly good time for history buffs desiring an alternative walking tour.

Haunted Boston Booze and Boos Ghost Walking Tour

2 hours 30 minutesFree Cancellation

2-Hour Beacon Hill True Crime Expert Guided Tour

See a different side of Boston on this unconventional walking tour that details the city’s notorious crime and mob history. Led by a local, you’ll stop at places like the South Boston waterfront, the Boston Massacre Site, and Rachel Revere Square, along with lesser-known locations that many locals don’t even know about. Listen to true stories about the mob and serial killers that bring the city’s crime-ridden past to life.

2 hours 20 minutesFree Cancellation

Boston Crime Tour

Learn about Boston's history while enjoying beer and snacks with a guide who will provide insider details on the city's history and culinary scene. Step inside several historic pubs and grab a cold one (or two) along with some of the city's best tavern snacks. Explore some of the city’s oldest neighborhoods, including the Blackstone Block, the North End, and Charlestown, and enjoy a ferry ride in Boston Harbor.

Boston Historic Pubs Tour with Drinks and Tastings Included

3 hours 30 minutesFree Cancellation

Spend a fascinating day diving deep into the history of Lexington and Concord, and learn all about the role this part of the world had to play in the American Revolution from a local history expert. You’ll travel in a comfortable, air-conditioned vehicle to see Harvard University, Lexington Battle Green, Louisa May Alcott's Orchard House, and enjoy included admission to the Concord Museum with bottled water provided.

Lexington & Concord 250th Birthday Tour with Concord Museum Entry

7 to 8 hoursFree Cancellation

Beacon Hill Boston Walking Tour: History + Fun Photo Tips

Save time—and money—and pair your Boston sightseeing with a frothy brew or two on this combination history tour and tavern crawl. Meet your guide and set off with just a small group for company. Wander along the city’s Freedom Trail, and see several key Boston attractions—all while your guide shares the stories and history behind the sights. As you go, stop for refreshing beers in several centuries-old taverns.

Boston's Revolutionary and Drunken Past with Beer Included

Combine two attractions Boston has to offer—delicious food and rich history—on this walking tour that starts in the popular North End and continues along the Freedom Trail. Taste fresh bread, pizza, and a classic Italian deli sandwich at local stops in this historic Italian neighborhood. Then, walk the Freedom Trail to learn about the American Revolution, all while enjoying scenic views of Boston Harbor and the Rose Kennedy Greenway. Explore the charming architecture of Beacon Hill and experience the city's blend of old and new.

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

5 hoursFree Cancellation

Private Boston Freedom Trail Walking Tour

Discover Boston’s North End—one of the city's most historic neighborhoods, and now home to its Little Italy—on a photography walking tour designed for small groups. Immerse yourself in the vibrant atmosphere, and visit iconic Freedom Trail sights including Paul Revere’s House and the Old North Church, plus hidden gems off the beaten path. Bring your camera for expert photography tips, perfect for all skill levels.

North End-Little Italy Boston Walking Tour: History + Photo Tips

Walking Tour of Boston's Freedom Trail

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

Boston Harborwalk & Tea Party Self-Guided Walking Audio Tour

2 to 3 hoursFree Cancellation

Explore the best of Boston's Freedom Trail—and get more out of the visit than you could if exploring on your own—on this guided walking tour that covers many of the city's most important sights. Wander cobblestone streets, check out the historic architecture, and learn about the colorful past of this dynamic destination. Stops include Faneuil Hall, King's Chapel, Boston Common, and more.

Downtown Freedom Trail Walking Tour - History & Architecture

1 hour 10 minutesFree Cancellation

Boch Center Wang Theatre Behind the Scenes Tour

1 hour 15 minutesFree Cancellation

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.

New England Aquarium Admission Ticket in Boston

While a guided tour is a great way to get to know a city, many try to fit in as many participants as possible. On this small-group tour of Boston, one-on-one time with your guide is guaranteed. Explore the interior of Old Ironsides, the battlegrounds and museum at Bunker Hill, Harvard, and much more on this full-day driving tour dedicated to sharing the hidden history even Bostonians don’t know.

Best Boston Small Group Tour: I Know the Secrets Others Don't!

6 to 8 hoursFree Cancellation

Discover the stories behind historic Boston sites on a self-guided tour of downtown, and enjoy the flexibility to experience the city on your own schedule. Booking this tour means access to audio guides that never expire, so you can explore as much—or as little—as you want at a time. The included GPS-enabled app gives turn-by-turn directions as expert tour guides narrate revolutionary history and more.

App-Guided "Historic Boston Downtown Freedom Trail" Walking Tour

50 minutes to 1 hour 40 minutesFree Cancellation

Boston Sightseeing Tour - a fully-narrated driving tour

3 hoursFree Cancellation

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What are people saying about Boston

North End Boston Food Tour: Pizza, Pasta, Pastry, Wine,Apertivo

AMIT_B, Oct 2026

Fantastic Food and Culture Tour

Fantastic food tour. Bobby (the owner) runs the tour and along with the history of the neighborhood adds personal anecdotes as he grew up in the area. Do not miss this tour - come with an appetite as there is a lot of great food at restaurants owned by local Italian families. Includes a Cannoli at Mike’s Pastries

Boston Seafood Lovers Food and History Walking Tour

Jason_C, Oct 2026

Excellent

This was a great way to get some history of the area, some great food, and become more familiar with the North End. Dan was an excellent guide and gave us some other food recommendations for our trip. I’m not a history guy at all but it felt like being in Boston I should get a bit of a history lesson. I love food so I decided to do a food tour to make the history lesson bearable. Dan kept the history interesting and the food delicious. Highly recommend this tour!

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

Lee_T, Oct 2026

THE best way to explore Boston's Freedom Trail

This was surely THE best way to explore Boston's Freedom Trail. You get an infomative narrative, loaded with history and facts about the places around you, piped directly into your ear, and at the pace that suits you best. Want to stop off for a coffee or a beer? The GPS knows that you've stopped, and the narrative picks up again when you're ready to go. It's the ultimte in flexibility, and you're not struggling to stay close to a real guide to hear what he or she is trying to explain. What's not to like! And it's also tremendous value for money. This was the second of two self-guided audio tours we've done, and we've been hugely impressed. We'll definitely look out for more in other places we plan to visit in the future. If you haven't tried them, I'd recommend Action Tours.

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

Shawn_S, Oct 2026

Worth it

The tour was all that it advertised! Our guide Will, showcased the development of Seaport district in both the past and the present. He was informative and funny with a well designed tour. Food was excellent/good portions. Contemporary Art & Smithsonian Finance Museum very close to food tour meeting spot. Fun day in South Boston! 5 day Charlotte to Boston vacation

Beacon Hill Boston Walking Tour: History + Fun Photo Tips

Allie_B, Sep 2026

Saba is an excellent...

Saba is an excellent guide through Beacon Hill! This is my second time booking this tour and she does not disappoint. She has a lot of knowledge and passion about the area. She has a very creative lenses and has great recommendations for taking awesome photos! She is sure to capture meaningful moments of you along the way as well! Highly recommend this experience!

Boston’s North End Food Tour: Italian Flavors and Heritage Walk

lorrena_a, Sep 2026

We loved this tour. It...

We loved this tour. It was true to the description. I thought it would just be tiny bites of the food you get, but it was all full size and it was all so delicious. We were all so stuufed by the time it was over. Our guide did a great job telling us the history of the North End. I highly recommend this tour.

Boston's 250th Freedom Trail Tour

Nicole_J, Sep 2026

Would HIGHLY recommend!

This was a great tour! Our guide, Catherine, was super informative and had a great personality. The tour felt very interactive, and it was evident that she genuinely enjoys her job. I would definitely recommend this to anyone visiting Boston! It was the perfect length to get just enough information and history about the area without feeling overwhelming.

Boston's Revolutionary and Drunken Past with Beer Included

Felicia_C, Aug 2026

Excellent tour

Brian was a fantastic guide! He is a local and was even a guide at the Massachusetts State House before joining this company. I really enjoyed learning about the Freedom Trail and the history of the pubs we visited. The only thing I would have loved was more variety in the ciders, but that's more on the pubs than the tour.

Boston Pizza Lovers Food and History Walking Tour

Sarah_R, Jul 2026

Loved the pizza

We had a great time on the Freedom Trail Pizza Tour! The three pizza slices were all delicious and offered a fun variety, and the tour itself was a perfect mix of Boston history and great food. Margot was an excellent host—knowledgeable, engaging, and made the whole experience enjoyable. We’d definitely recommend this tour to anyone visiting Boston!

Boston Holiday Cocoa Cruise

Meghan_F, Dec 2025

Cozy and FUN Hot Cocoa Cruise

What a delight. The ambiance was perfect. Decorated with wreathes and garlands and light. A LOVELY jazz band played tasteful holiday tunes throughout the ride. The hot chocolate was DELICIOUS and unlimited! And they had a cool whipped cream dispenser for exceptionally yummy and fresh whipped cream. Coffee was also available for free, so we made a coffee-hot chocolate. So yummy. They also offer “spiked” hot chocolate from the bar. You can purchase special liquor combinations in fancy cups to then add to your hot chocolate as well. We got baileys and peppermint schnapps to add to ours which was also very good. Overall, it was a relaxing, cozy and fun boat cruise for this time of year. Here are some tips: 1)We went on the 3pm ride which I’d highly recommended. It’s an hour and a half and so we finished promptly at 4:30. The sun set at 4:22 so the lighting over the harbor was so perfect even with some haze in the sky. Plus once you exit, it’s perfect timing to head to your favorite spot for a dinner reservation. 2) Bring some small games! You’ll get an assigned table spot which I thought helped make it stress free. Our group brought small travel-sized versions of Bananagrams and Qwirkle to play on the ride. It was perfect! The games plus the music, hot chocolate, jazz music, and the peaceful ride in the harbor made such a perfect combination for a memorable afternoon.

2-Hour Beacon Hill True Crime Expert Guided Tour

Steven_S, Dec 2025

Fantastic Beacon Hill Crime Tour

We had a lot of fun on our Beacon Hill "True Crime" Tour with Andrew! The stories were fascinating, and just the right amount of spooky yet funny and interesting – a perfect mix of history and intrigue that kept everyone interested. Walking through the charming streets of Beacon Hill at night made it all feel so immersive and fun.Our guide Andrew was outstanding – knowledgeable and an incredible storyteller. What really stood out was how well the tour worked for our family group: we had our 12- and 14-year-old kids plus my 80-year-old in-laws, and everyone loved it equally. Highly recommend this tour – it's a unique and entertaining way to see Boston!Thanks again, Andrew – you made our evening memorable!