Top Boston Half-day Tours

A Taste of the Freedom Trail: Boston's Iconic Food & History Tour

Sample some of the tastiest bites that Boston’s North End has to offer—and enjoy a first-hand introduction to the area’s Italian heritage. Choose between our 3-hour or dynamic 2-hour express tour, and bring your appetite: Follow your guide to top-rated local businesses, and try everything from clam chowder and lobster rolls to cannoli. At the end, enjoy a secret dish revealed only on the day of the tour.

(35)

from $135

Boston North End Food Tour with Authentic Local Flavors & Dishes

Boston North End Food Tour with Authentic Local Flavors & Dishes

2 to 3 hoursFree Cancellation

4.8

(1,485)

from $75

Price varies by group size

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

2 hoursFree Cancellation

4.3

(5,712)

from $51

The Full Revolutionary Story Epic Small-Group Boston Walking Tour

Boston’s Politically Incorrect North End Food Tour

(2,529)

from $59

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

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.

4.8

(559)

from $98

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

5 hoursFree Cancellation

4.9

(1,818)

from $91

Statue of Paul Revere with Old North Church

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's North End Food and History Walking Tour

(772)

from $79

(481)

from $100

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

City Cruises Boston Whale Watching Cruise by High-Speed Boat

3 hours 30 minutesFree Cancellation

4.4

(3,138)

from $86

Boston Duck Boat Sightseeing City Tour with Cruise

1 hour 20 minutesFree Cancellation

4.6

(9,633)

from $62

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

4.7

(2,626)

from $36

South End Food Tour: Savor Boston's Best Food Neighborhood

Discover the South End in a fun and memorable way with this Sweet and Savory Food Tour. Make your way through this iconic Boston neighborhood, stopping for treats like French-Cambodian appetizers to a charming cheese market and locally famous sweets. As you walk, admire the architecture and learn about the area’s rich cultural history. Your guide will share insider knowledge and point out hidden gems along the way.

South End Food Tour: Savor Boston's Best Food Neighborhood

4.9

(73)

from $135

This half day private car tour is a perfect way to visit the Revolutionary War towns of Lexington and Concord and see the site where the "shot heard round the world" was fired. We'll take the same route as Paul Revere, stopping at the most significant sites along the way to give a detailed account of what and how things unfolded in April 1775. The travel time from Boston to these towns is 45 minutes each way and you'll be in one of our comfortable private vehicles with an experienced, knowledgeable and licensed tour guide.

Lexington and Concord 3 hour private car tour from Boston

(37)

from $550

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

4.4

(3,188)

from $129

Take a break from your Boston city break with this scenic private tour. There's lots of ocean views, rocky coastline, a bit of shopping and even some witch history. We keep this full day itinerary flexible to let you customize the tour but here's a feel for what we'll see. Pick up in Downtown Boston, taking the 60 minute highway drive to Manchester-by-the-Sea, where we pick up the scenic back roads. We'll take a picturesque country road to Gloucester, where we stop to walk along the waters edge to the Fisherman's memorial statue. We'll continue the scenic drive to Rockport, where there's a great collection of cute stores to browse and views to admire. Then drive to Salem, where we have time for a short walking tour around the main sites and historic spots. To finish out the day we'll squeeze in a few more ocean views on our drive back to Boston. We'll stop along the way for lunch (not included in price of tour).

Salem & North Shore Full Day Private Tour from Boston

6 hoursFree Cancellation

(14)

from $995

Boston Private 3-Hour Tour by Car

Boston's cobblestone streets & red bricks

(131)

from $550

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

City Cruises Boston Historic Sightseeing Harbor Cruise

1 hourFree Cancellation

4.5

(1,420)

from $46

See all of Boston and Cambridge from the comfort of a heated and air-conditioned modern minivan. This is a half-day driving tour that takes you through every highlight of Boston and Cambridge. The drive will include sights such as the Old North Church, Paul Revere's house, Faneuil Hall, Boston Common, Beacon Hill, Bunker Hill Monument, USS Constitution, Harvard, MIT, Copley Square, Boston Public Library and so much more! The tour is mainly driving, however we will (optionally) stop a few times to briefly (5-10 minutes) get out of the car for photo opportunities and a closer look at some sights! Listen to stories about Boston's past, learning about the American Revolution and the city's duality of religious morals and corruption.

Private Half-Day Driving Tour of Boston and Cambridge

4 hoursFree Cancellation

Price varies by group size

(4)

from $311

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

Explore Boston’s Freedom Trail as you wish with this self-guided audio tour. Download the iPhone or Android GPS app and start along the trail when it suits you. As you wander between the sites, dip in and out of their backstories, deep-dive into topics that grab your interest, and stop and resume the audio when you wish. The benefit? You’ll enjoy more flexibility than on a fixed-itinerary tour and have more information at your fingertips than if exploring alone.

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

3 to 4 hoursFree Cancellation

4.5

(105)

from $10

City Cruises Boston 90-Minute Harbor Sunset Sightseeing Cruise

1 hour 30 minutesFree Cancellation

4.4

(418)

from $56

Special Offer

Boston Historic Pubs Tour with Drinks & Tastings Included

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 & Tastings Included

3 hours 30 minutesFree Cancellation

Special Offer

Boston Revolutionary Walking Tour + Private Harbor Cruise

If you've always wanted to visit this infamous town, then let's do it during your visit to Boston. This half day Boston to Salem tour consists of: - Downtown Boston pick up, ~45 minute drive to Salem - Stories of what happened before, during & after the Salem Witch trials - Walking tour of movie scenes, sites and fun facts of Salem - Go into one of the main Salem attractions (entry fee not included, and availability not guaranteed) - 45 minute drive back to Boston If you'd rather skip going into any of the sites, we use that time to take you to Marblehead for some amazing ocean views. The return journey and tour is 4 hours, we're happy to customize it to accomplish the things you're most interested in.

Salem half day private tour from Boston

4 hoursFree Cancellation

(15)

from $695

Private 4-Hour Walking and Driving City Tour

from $550

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Top Attractions in Boston

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What are people saying about Boston

Boston Historic Pubs Tour with Drinks & Tastings Included

Terri_B, Apr 2026

Big Al should be everyone's intro to Boston and the Sons of Liberty

I am now a history nerd! It came to life today as a group of six strangers from differnt cities all joined Big Al for the day- a 3-hr walk-about became 6 All fueled by amazing pace and chat about Paul Revere and the Sons of Liberty became a real life dive into what it might have been to live the real seeds of revolution. The taverns chosen were purposeful. And fun! The walk was great- a clear coverage of Boston proper! But that no one left promptly at the last stop, spoke volumes. We will always remember this day when a 3-hr tour became a day full of everything Boston!

North End & Boston Market District Tour with Local Guide

Stefanie_D, Dec 2025

Best food, best tour guide

What a fun tour! Delicious food and more than enough to eat. Audrey is an amazing tour guide and really knows the neighborhood and people well. Great way to start our Boston trip and immerse ourselves with the locals. Thank you, Audrey for a truly memorable experience!

Boston's North End Food and History Walking Tour

Cameron_Q, Dec 2025

One of the best tours I’ve ever been on

My wife and I book a food tour in every new city we go to. Paula did truly make this one of the best tours we’ve ever been on. She weaved in history with food so effortlessly that I could’ve sat and listened to her wax poetic on north end history all day. The food, unsurprisingly, was also insanely good and everyone we met at the restaurants and shops was so lovely. 10/10 would do again and recommend as THE tour you do in Boston.

A Taste of the Freedom Trail: Boston's Iconic Food & History Tour

Kathryn_D, Oct 2025

Highly recommend this tour

Great tour with fun history, a lot of food and a nice amount of walking around the city. Katie (#102, apparently 2 Katies work for this company) was friendly, knowledgeable and a great guide. She made everyone feel comfortable and provided a lot of fun history facts about the city as well as its food but was not overpowering. The food was great and there was a lot of it. You definitely do not need a meal after this tour and it is coordinated to almost start with an appetizer, the beans and brown bread and end with dessert. The boston cream pie. All of the food was very good and each stop came with history about the food at that location. Katie also mentioned the history of some other restaurants that we didn’t stop at. There is an option to add two beers to your tour ticket and they space it out well. The beers are at stop one and three. There are 4 food stops on this tour. I have done food tours in many cities and this one ranks as one of the best. I will definitely be trying more of their tours.

Boston City View Bicycle Tour: History and Landmarks

Laura_A, Sept 2025

DO THIS! We loved every minute!

This was the absolute best way to see Boston and to put its neighborhoods and landmarks into context. The tour leaders who rode with us were funny, friendly, and engaging, and I felt safe knowing they were looking out for us at intersections. I’m not in perfect biking shape but found it easy to tackle the hills without an e-bike. I ABSOLUTELY recommend this to anyone who wants an active, fun, educational way to understand Boston!

Boston Revolutionary Walking Tour + Private Harbor Cruise

Alfred_J, Sept 2025

Great history tour by land and water

Although there is a good bit of walking it is manageable since they do not walk very fast and there are numerous stops along the way. Our guide was very informative however it was difficult to hear him at times due to surrounding city noise. A microphone would have been helpful. We tried to stay close to guide so we could hear better. We loved getting to tour the Old North Church and seeing the role it played in the war. We also very much enjoyed the boat tour around the bay,

Salem half day private tour from Boston

Terry_B, Sept 2025

Best Way to tour Salem

Our private tour with Martin was great! Martin is very personable & knowledgable of the history & sites in Salem. The tour accommodated our needs & we saw everything we were hoping to see. This was our first time in Salem and we opted to go into the witch museum; Martin was waiting for us as we exited. Pick up & drop off at the cruise port went smoothly. We would definitely book with Martin again!

South End Food Tour: Savor Boston's Best Food Neighborhood

Tracey_N, Aug 2025

Awesome tour- great food and interesting history

This was a fun and interesting tour. We learned a lot about the South End of Boston and the food was great! Don’t make dinner plans. We were full! Our guides Megan and Lauren were awesome. Lots of good info. I’ve recommended the tour to lots of friends.

Lexington and Concord 3 hour private car tour from Boston

David_C, Aug 2025

Really Enjoyable Experience

Our guide, Christian, was very informative and really pleasant. We really enjoyed how he related the experience to us. Picked us up at our hotel and dropped us off at the place of our choice. I would definitely recommend this tour to anyone interested in learning more about Lexington and Concord.

Boston Private City Tour

Roni_i, Jun 2025

Everything we were looking for and much more

Our guide Sam was personable, knowledgeable and very accommodating for our large group, plus luggage. We had six passengers and 7 carry on size bags as well as 7 backpacks/underseat duffels. We had more than enough room for everything. Sam took us all over Boston/copley square, commons, beacon hill, back bay, bunker hill, uss constitution, Harvard, Boston university, Cambridge, theater district, financial district, harbor and more. He had a multitude of historical and current facts to share. Sam recommended a great place for lunch. We couldn’t have asked for anything better to fill our time between cruise disembarking and our late flight. We will use Sam again when we come back to Boston.

Boston Private 3-Hour Tour by Car

Paula_B, Jun 2025

Great overview of the city of Boston!

Great way to get a real foundational view of the city of Boston. We have been to Boston on numerous occasions and have taken a few tours before. I thought this might be redundant but saw a lot of places I’ve never been to (i.e. ‘Southie’) and stories that I’d never heard. We didn’t want a walking tour and instead got to see a personal tour of Boston in the comfort of an air conditioned car. Well worth the money.