Top Boston Historical Tours - page 10

The West End Museum Admission Ticket

45 minutes to 1 hour 30 minutesFree Cancellation

Explore all four Lexington History Museums—including Buckman Tavern, Hancock-Clarke House, Munroe Tavern, and the Lexington Depot—for an experience no other tour can offer. Step inside the actual buildings where history happened. Stand in the tavern where Lexington's militia gathered before the Battle of Lexington, visit the home where Patriot leaders John Hancock and Samuel Adams received Paul Revere's warning, and explore the tavern later occupied by British troops in the aftermath of the battle. With admission to all three historic houses included, you'll enjoy an immersive journey through the places where the American Revolution began. Your pass also includes admission to the Lexington Depot Museum, a beautifully restored 19th-century train station that traces Lexington's story from the Revolutionary era to the present day through engaging exhibits, artifacts, and interactive displays.

from $12

Lexington Revolutionary War Museum Pass (4 Museums)

Lexington Revolutionary War Museum Pass (4 Museums)

30 minutes to 3 hoursFree Cancellation

The Shirley-Eustis House is the only Royal Governor's residence still standing in Massachusetts, and one of the only in New England. Its story includes the enslavement of Africans in the Shirley household, use as a Revolutionary War hospital during the Siege of Boston, Federal Era governor's residence, and subdivision into tenement apartments for Irish immigrants in the Victorian period. Tours include a complete tour through the Mansion, taking you through time as you wander.

from $30

Shirley Eustis House Historic Mansion Admission and Tour

Shirley Eustis House Historic Mansion Admission and Tour

1 hourFree Cancellation

4.0

from $12

Boston Scavenger Hunt & Highlights Self-Guided Walking Tour

The Best Way to Discover Boston: Scavenger Hunt & Self-Guided Tour. Play, learn, and walk! Explore at your own pace with a 100% self-guided activity. Start anytime (24/7) with no guides or schedules. Pause for a photo by the Bill Russell Statue or a visit to Park Street Church and resume whenever you're ready—even the next day. This unique team-building activity is perfect for couples, families, and groups. The "Complete City" Package - Everything you need in one app: Interactive Game: Solve puzzles and discover 10+ major attractions, plus hidden gems revealed along the way. Learn the history/legends of each site. Insider Tips: Access hand-picked local restaurant and shop recommendations. What you will visit: Public Garden, Boston Common, Park Street Church, Granary Burying Ground, Boston Latin School and Benjamin Franklin Statue, Old State House, Boston Massacre Site, Bill Russell Statue, Faneuil Hall, and Christopher Columbus Park.

Boston Scavenger Hunt & Highlights Self-Guided Walking Tour

from $4

Discover Boston: Self-Guided Audio Tour

Explore the streets of Boston through the eyes of Frederic Tudor, the visionary who revolutionized ice distribution. This outdoor escape room game immerses you in Tudor’s journey, as you solve clues and unravel the story of his rise from a humble merchant to the architect of a global enterprise. Navigate historic landmarks and discover the pivotal moments that shaped his success, all guided by an interactive app that transforms the city into an outdoor escape room. Engage in this unique adventure that blends history with innovative puzzle-solving, allowing you to experience Boston like never before. Escaped Escape Rooms are a new kind of adventure that breaks free from four walls. Instead of being locked in a room, your surroundings become the game. Guided by your phone, your team explores real landmarks, uncovering virtual clues and solving puzzles that connect directly to the world around you. It’s part treasure hunt, part walking tour, and part mystery thriller.

from $15

Frederic Tudor The Man Who Sold Winter Boston Outdoor Escape Room

Frederic Tudor The Man Who Sold Winter Boston Outdoor Escape Room

2 hours

from $50

Explore Boston's iconic Back Bay while honing your sketching skills. This lesson includes visits to 3-4 notable locations, where you'll receive all necessary materials to create your own sketches. Participants will leave with both initial sketches and a more developed final artwork. Additionally, the session will cover some of the rich history of the area's architecture and highlight key figures who shaped it.

Back Bay Sketch Tour

The Mighty Mighty Bus Tour

from $75

Download GuideAlong’s self-guided audio tour bundle to make the most of your Eastern USA road trips. As you drive, hear stories play automatically as you explore scenic drives, national parks, lakeshores, and historic parks. This is the ultimate collection of 14 iconic destinations, including Acadia, Blue Ridge Parkway, Catskills, Florida Keys, Great Smoky Mountains, Lake Superior, Outer Banks, Shenandoah, and Vermont’s Route 100. A memorable adventure awaits on America's iconic roads. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. Stories, tips, and directions play automatically based on your location Travel at your own pace Tour offline using GPS. No cell service or WiFi is needed Suggested itineraries for half, full, or multi-day use Buy once, use forever! No expiry, includes free updates Like having a tour guide along for the drive Purchase one bundle per vehicle.

from $75

Discover US East Coast Self Guided Audio Tour

Discover US East Coast Self Guided Audio Tour

7 daysFree Cancellation

from $145

Boston’s story didn’t end with the American Revolution—it only got more delicious. Shaped by waves of immigration, global trade, and constant innovation, Boston and its food have evolved. Every bite tells a piece of the city’s history, even some we're not proud of. Food reflects who we are—our culture, our environment, and our economy—and in Boston, that spans centuries of change. On this walking tour, you’ll explore Boston’s rich history through the lens of what its people have harvested, eaten, and produced—from pre-Colonial Native Americans to the 20th century. Discover how molasses fueled candy and commerce, cod fed empires, science expanded diets, and tea sparked revolution. We’ll taste classic New England dishes and modern Boston favorites, plus some sweet surprises you might not realize have local roots! If you’re hungry to go beyond the Freedom Trail and experience Boston’s history through its flavors, this tour is for you. Bring your appetite and your walking shoes.

Boston Food History Walking Tour

2 hours 30 minutesFree Cancellation

from $125

Providing casual, private, customizable walking tours of the historic Charlestown neighborhood of Boston, including the Navy Yard, home of the USS Constitution and the Constitution Museum, Winthrop Square, the Bunker Hill Monument and battlefield, the Bunker Hill Museum, and the Warren Tavern, established in 1780 and one of the oldest taverns in America. Your tour guide, Tom, was born in Massachusetts and is a 30-year resident of Charlestown. He's the author of a companion book, "Monumental Man: The Life of Solomon Willard, the Architect and Superintendent of the Bunker Hill Monument, " available on Amazon. He is also a licensed US Coast Guard captain, offering tours of Boston Harbor on the 31-foot sailboat "Triple Trouble II," available through the Boatsetter website.

Ramblin' Boston Tours

from $199

Discover why Boston's North End is one of America's most beloved food neighborhoods on your Pizza, Pasta and Pastry Tour. Stroll charming cobblestone streets while enjoying generous tastings of authentic, award-winning Neapolitan pizza, handmade pasta, and classic cannoli from beloved local, family-owned eateries. Come hungry, leave full. Your expert local guide will share the fascinating stories behind Boston's Italian immigrants, the neighborhood's rich history, architecture, culinary traditions, and the chefs, families, and entrepreneurs who continue to shape its vibrant food scene. Unlike many food tours, most of your tastings are enjoyed while comfortably seated inside the restaurants, with individually plated portions that give you time to relax, savor each stop, and soak in the atmosphere. With small groups, leisurely walking, and insider recommendations, you'll experience Boston's North End like a local—not just through its food, but through the stories that bring it to life.

Pizza, Pasta and Pastry Boston's Italian North End Food Tour

Pizza, Pasta and Pastry Boston's Italian North End Food Tour

3 hoursFree Cancellation

Sit back and relax while you enjoy a personalized tour of Boston's best sites from the comfort of a pedicab. See Freedom Trail sites without all the walking. Enjoy bypassing Boston's infamous traffic on a nimble bike taxi with access to bike lanes and trails tour buses can only dream of. Tours are led by Rachel, a licensed pedicab driver with 16 years experience and a passionate collector of facts and stories about Boston. All tours are private and customizable within the allotted time and service area. Common customization requests include different pick up/drop off points, stops for photos, or adding/omitting certain areas based on interest, and bathroom/snack breaks. Please message me to confirm the feasibility of special requests and itinerary changes. Need a different time? Send me a message. Pets small enough to ride in your lap are welcome to join you. Tours happen rain or shine and pedicabs are open to the elements. Please dress for the weather.

from $135

Customizable Pedicab Tours in Boston

1 hour 30 minutesFree Cancellation

from $135

Discover the stunning Boston skyline from the unique perspective of the water with customized private boat charters on the Jess~Sea. Whether you're interested in a scenic harbor tour, historical sites like the USS Constitution, or a relaxing picnic on Spectacle Island, the experienced crew will tailor the adventure to your desires. With room for up to six guests, this intimate experience allows for personalized exploration of Boston’s hidden gems. Bring your own food and beverages for a perfect day on the water, all while enjoying expert guidance and local insights. - Private charters tailored to your interests, accommodating up to 6 guests - Explore historical sites, islands, and scenic views unique to Boston - Option to bring your own food and drinks for added convenience - Experienced crew dedicated to creating memorable experiences and sharing insider knowledge

Customized Private Boat Charters in Boston Harbor

Customized Private Boat Charters in Boston Harbor

1 hourFree Cancellation

from $325

Plymouth Colony comes to life in your recreation of early Plymouth, complete with timber-framed houses furnished with reproductions of the types of objects that the Pilgrims owned, aromatic kitchen gardens, and heritage breeds livestock. At The Patuxet Homesite, learn about the Indigenous heritage of the 17th-century lifeways of a culture that continues to thrive today. At the Craft Center, located in close proximity to the 17th-Century English Village, you will learn from a variety of skilled artisans and museum historians. Mayflower is an iconic symbol of freedom. Of the hundreds of ships that made the transatlantic crossing in the 1600s, she is the ship we remember. At your reproduction of the Plymouth Colonists’ original 1636 grain mill on Town Brook, take a fascinating look at the mill’s history and workings, from the 200-year-old millstones grinding corn to the ecology of the brook that has powered mills throughout the centuries.

Plymouth Tour with Story of Thanksgiving Luncheon

Plymouth Tour with Story of Thanksgiving Luncheon

8 hoursFree Cancellation

Explore the birthplace of the American Revolution on a private sightseeing ride through Boston’s most historic landmarks. Travel comfortably with your English-speaking Welcome Driver, who will share stories and insights into the events and figures that shaped the United States. Begin at Boston Common, then visit the Massachusetts State House and Granary Burying Ground, where many Revolutionary leaders are buried. Continue to the Old State House, Faneuil Hall, and the Paul Revere House Area, discovering the heart of colonial Boston with time for photos and short walks. End your journey at the Old North Church and Bunker Hill Monument, where pivotal moments of the Revolution unfolded. With private transportation, a flexible itinerary, and local insights, this experience offers a relaxed and memorable introduction to Boston’s revolutionary heritage.

from $349

Boston Freedom Trail and Revolution Private Tour

Boston Freedom Trail and Revolution Private Tour

5 hoursFree Cancellation

from $419

Boston did not just witness the American Revolution. Boston started it. On this private 2-hour walk through the historic heart of the city, you will move through the neighborhoods, markets, halls, and streets where ordinary people made extraordinary decisions that changed the world. From the Rose Kennedy Greenway where modern Boston meets its colonial roots, to Faneuil Hall where civic debate has echoed for centuries, to the gold-domed State House standing watch over Beacon Hill, every stop on this tour is a chapter in America's oldest story. Your private guide, fluent in your language, connects the architecture, the streets, and the people to the nation turning 250 in 2026. The tour ends in the Boston Public Garden, America's first public botanical garden, where you can sit, breathe, and let two hours of history settle in. Boston is where it all began. This is how you experience it properly.

Private Walking Tour in Boston - America's 250th Anniversary

Private Walking Tour in Boston - America's 250th Anniversary

from $449

In this immersive 4-hour experience, we will discover the best of Both Worlds: Historic Boston and Harvard University. While we explore the legendary Freedom Trail, we will also dive into the hidden gems and prestigious academic life that make this region so captivating. Your journey begins at Faneuil Hall and Quincy Market, where we step back in time to the dawn of the American Revolution. We will visit iconic landmarks including the Old State House, Old South Meeting House, and King’s Chapel. However, we are not staying only in the past. We will also wander through the gas-lit streets of Beacon Hill, home to some of the most beautiful architecture and prestigious history in the United States. This tour is great for history lovers, first time visitors, Travelers who are looking for the most "Instagrammable" spots in the city , Cultural Explorers, multi generational families. Join me to make this day a very special highlight of your travels.

Special Offer

Boston Harvard Half Day Tour

4 hoursFree Cancellation

Likely to Sell Out

Boston and Cambridge 4 Hour Private Driving Tour

This private car tour is the perfect way to see Boston & Cambridge in a half day. You'll get to see all the sites on the Freedom Trail, pausing at some of the city's most significant sites. We'll drive in and out of the other city neighborhoods, Beacon Hill, Back Bay and Seaport and finish out the Freedom Trail with a stop at Bunker Hill. Then it's across the Charles River to Cambridge, where we drive around the MIT campus, and onto Harvard for the history and significant buildings on the campus of the oldest college in the country. We'll share lots of history and legends but also keep it topical with current day fun facts and light hearted stories. All guides are fully licensed and approved Boston tour guides, driving luxury and livery insured vehicles. Downtown Boston pick up and drop off included.

Boston and Cambridge 4 Hour Private Driving Tour

4 hoursFree Cancellation

from $695

This private car tour is a special edition Rev War 250 tour. We've combined a few lesser known, yet hugely significant Revolutionary War sites in Boston, with the main events in the towns of Lexington and Concord in to a half day tour. Starting in Boston we'll take you to sites where very few tours go and give context to events leading up to the outbreak of the war. Then onto Lexington and Concord to see the towns 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 giving a detailed account of events of April 1775. The itinerary gives the list of sites we'll visit, timings are flexible and the 4 hour tour time includes travel to and from Concord. This tour is perfect for those groups who have limited time available in Boston or groups who have different degrees of interest in the history of that time.

Likely to Sell Out

Revolutionary War Boston Lexington and Concord Tour

Revolutionary War Boston Lexington and Concord Tour

4 hoursFree Cancellation

from $695

This private culinary and historical walking tour reveals Boston’s revolutionary heritage through its enduring food culture. You begin at Quincy Market where colonial trade once shaped daily life. The atmosphere reflects a marketplace tradition that dates back centuries. At Boston Public Market, regional flavors present a refined introduction to New England cuisine. Along the Freedom Trail, each step connects you to defining moments of early American history. What stories shaped the path toward independence? In the North End, culinary traditions reflect generations of Italian heritage. Historic streets preserve both cultural identity and architectural character. The journey concludes near Old North Church where a signal once altered the course of history. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

Private Culinary & Historical Walking Tour in Boston

Private Culinary & Historical Walking Tour in Boston

3 hours

from $669

Step into the pages of American history on this private 6.5-hour day trip from Boston to Lexington and Concord—the legendary towns where the American Revolution began. With a passionate local guide and comfortable private transport, you’ll explore battlegrounds, colonial taverns, and historic trails that tell the dramatic story of the nation's birth. But that’s just the beginning. In the second half of the tour, you’ll shift from muskets to manuscripts as you explore Concord’s literary legacy, visiting the homes, graves, and favorite haunts of great American authors like Louisa May Alcott, Thoreau, and Emerson. It’s a perfectly balanced journey of history, nature, and culture—crafted just for you.

Lexington & Concord Legends: Revolution & Reflection Private Tour

Lexington & Concord Legends: Revolution & Reflection Private Tour

6 hours 30 minutes

from $611

Visit historic sites in Lexington and Concord. Focus on sites related to the start of the War of Independence, early years of the towns, and authors of 19th Century Concord. Experience scenic countryside, town centers and Walden Pond Reservation. We can customize this tour to specific interests and to other locations in Lexington and Concord. Your guide is licensed by the town of Concord.

Boston to Lexington and Concord Historical Sites Shore Excursion

Boston to Lexington and Concord Historical Sites Shore Excursion

4 to 8 hoursFree Cancellation

from $990

This fully customizable experience takes you through Boston’s colonial past, giving your group complete control of the itinerary. With your dedicated historian guide, walk cobblestone streets and stand where the revolution began. Focus on the resting places of patriots like Paul Revere, explore elegant historic neighborhoods, or dive into the political tensions of British taxation—all at your own pace.

Private Customizable Boston History Walking Tour

Private Customizable Boston History Walking Tour

2 to 4 hoursFree Cancellation

from $1,163

Freedom Trail Walking Tour with Bunker Hill and USS Constitution

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Top Attractions in Boston

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Attractions

What are people saying about Boston

David_S, Aug 2026

Mark was excellent! he...

Mark was EXCELLENT! He provided a great experience that included not only the sites, but also historical context of the people behind the revolutionary war, those well known and those that are not well known. For those out there that want to learn while you tour, this is the tour for you!

Boston to Newport: Breakers, Marble House Small Group Max 12 Tour

Torri_D, Jul 2026

Excellent Trip

Mr. Willy was top knotch! My husband and I loved the beautiful sights of Breakers and Marble home. Mr. Willy was extremely knowledgeable, and sincerely kind. His dad jokes were a plus! 10/10 booking the Rhode Island day trip - fingers crossed you get Mr. Willy.

Boston's 250th Freedom Trail Tour

Felicia_B, Jul 2026

Birth of our nation through the eyes of John Hancock.

I highly recommend the guided Freedom Trail with someone in period dress. Our guide was John Hancock. Not only did we learn more about this founding father than he signed the Declaration of Independence with a large signature, but we were also able to see where history took place. Fascinating! We have been blessed. Our guide did a wonderful job keeping up with a large tour group! Our personal family has 4 children ranging in age from 17 yrs to 10 yrs. They all were glad they did this trail even if they started for “mom”. They also said they appreciated having the period guide and thought our tour was much more interesting for having John Hancock than the other tours they saw taking place with “modern tour guides”. As expected, it was a lot of walking so wear comfortable shoes. Bring water with you. None of the walk was difficult. There were some uneven surfaces (cobblestone type, cemetery portion, up and down from curbs, etc.). Our pace was purposeful but comfortable. Our guide pointed out additional historic places/museums you can visit separately so the Freedom Trail would be a perfect start to your visit to Boston. We did our tour late morning on July 4th. Happy 250th Birthday USA!!!! It was hot but our guide was very considerate to find shady places for us to stop along the trail. John Hancock, you did an excellent job!!! I don’t know how you managed your period dress in the heat.

Boston's Freedom Trail: A Revolutionary Walking Tour

Jacqueline_B, Jul 2026

Out of state family visit

Guide was very knowledgeable. The tour went at a good pace. The only thing that I was disappointed with was that because the tour included the USS Constitution we thought we'd be going over to the ship. We only go to see it from across the water. It was a nice view but not what we were expecting,

Boston Summer Nights Trolley Tour plus River Cruise

Donald_T, Jul 2026

Very enjoyable land and Charles River Cruise

Very enjoyable land and Charles River Cruise. Hambone was our land tour guide and he did a very entertaining job with some music and dad jokes mixed in. The bartender tour guide on the river cruise also did a very good job while juggling making drinks, cashering and educating us about what we were seeing. Very enjoyable.

Boston's North End Food and History Walking Tour

Jim_D, Jun 2026

Great Office outing full of information and FOOD!!

I took my dental office team here for an outing and Paula was FANTASTIC!! There were a total of 36 of us in our group (we were 9), and Paula did a great job navigating the group, making sure everyone was well attended to. Her information about Italian culture was insightful, especially since my relatives are from Southern Italy. I would highly recommend this tour!!

Walk the Historic Freedom Trail with Costumed Guide

Jeff_R, Jun 2026

Wicked Interesting

This tour was fun and very interesting. I’m from the Boston area and wanted to see what I was missing so I decided to see what visitors got to experience. I learned a lot about some of the big players in the American revolution. We probably walked about a mile total during the tour. Zoey was an awesome guide ! Very knowledgeable, friendly, passionate and friendly ! Highly recommended !

Sunset Sailing Cruise on a Tall Ship in Boston Harbor

Helen_B, Jun 2026

Great experience!

Our family had a great experience. Captain Jasper, Logan and Jessica were wonderful! Very friendly and helpful. The ship was amazing. The sunset views from the ship are beautiful. As promised drinks were available and reasonably priced. We recommend taking a sweater or sweatshirt as it does get windy and chilly.

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

Ashley_S, May 2026

Food and History Tour

It was filled with delicious Italian food from the north end and the most wonderful cafe where we stopped to get cannolis and cappuccinos. The walking was a nice pace. Our guide Ilan was wonderful! He has lots of great information about the food and the history. He was very engaging and I enjoyed all 5 hours of the tour!

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

Deborah_B, Apr 2026

Exceptional drivers/guides, very informative at stop 1

I used the City Trolley for two days, The driver I had on my second day I think his name was Ervin was friendly, knowledgeable and informative. He was helpful as well to Spanish speaking riders Loved meeting Willy by the stop 1 area, so very friendly and great recommendations for lunch

Ghosts of Boston Night-Time Walking Tour

Calypso_G, Mar 2026

Awesome Spooky Escapades

50,000,000/10 experience, best tour I've ever been on, our tour guide, Justin did a wonderful job of balancing historical information with spiritual information. He was very outgoing, friendly, and comedical. That guy deserves a standing ovation and 800 raises. He truly made the experience.