Cultural & Theme Tours in Boston

The Art of Paul Pedulla (opens in a new tab)

5 1 h – 1 h 30 min

Maybe you already know Paul Pedulla's paintings, having seen them at galleries or online via Serena & Lily or other venues. Here's a chance to meet the artist, see his minimalist works, ask questions, learn about his style. Paul has been featured in numerous publications, blogs, videos, and podcasts. His work has been singled out by art professionals, educators and interior designers from Seattle to New England and can be found in homes and businesses on four continents. He is also known for engaging conversations with followers in his Boston exhibition studio. After a 60-90 minute experience, leave his studio with a free pamphlet describing other artists and things to do in the famous SoWa Arts District of Boston. Then explore what you want on your own.

Boston Walking Bundle – Freedom Trail & Beacon Hill Audio Tours (opens in a new tab)

3 days

Embark on a captivating journey through Boston's rich history with our Boston Walking Tour Bundle, featuring self-guided audio tours of the Freedom Trail (Parts One and Two) and the charming Beacon Hill neighborhood. Walk in the footsteps of revolutionaries as you explore iconic sites like the Old North Church and Paul Revere's House, then meander through Beacon Hill's cobblestone streets, uncovering stories of abolitionists and literary figures. With GPS-triggered narration, offline maps, and expert storytelling, enjoy the freedom to explore at your own pace without the constraints of group tours. Join thousands of travelers who have transformed their Boston visit into an enriching experience—download now and let the city's history come alive! *Download the Shaka Guide app to access the purchased tours*

Free cancellation

Run 'Boston' Sports Running Tour (opens in a new tab)

1 2 h

Traverse your own 'Mini Boston Marathon' - warm up from the Common to Kenmore and then run the last mile of the marathon route across the finish line, all while learning the race’s rich history with a local Boston Marathoner. Learn how the Boston Marathon's revered path and elite status developed and the rich history of those who have graced these hallowed streets since the late 1800s. Discover the Boston Marathon's many historical 'firsts,' why Marathon Monday is the best day of the year (every year!), and how the strength of Boston held the community together in the wake of the 2013 marathon bombing. Run through the Boston Common & Garden, down tree-lined Commonwealth Avenue, to the iconic CITGO Sign - then turn around to follow the last mile of the Boston Marathon route home to the finish line! End in historic Copley Square at the Boston Marathon monument, all while uncovering famous, hidden, and iconic marathon stories along the way.

Free cancellation

Boston Strong Sports Walking Tour (opens in a new tab)

19 2 h 30 min

Journey from the Boston Marathon finish line to the Red Sox home at Fenway Park and walk in the footsteps of sports legends! Come discover how Boston sports make Boston Strong! Back Bay is home to the iconic Boston Marathon and Red Sox. Learn how the hallowed grounds of the Boston Marathon and Fenway Park developed, the strong connection between the two, and the rich history of those who have graced these playing fields since the late 1800s. Discover how the strength of the Boston community carried Sox fans through an 86-year winning drought and held the city together in the wake of the 2013 marathon bombing. Dig into the inspiration and complexities between the city's diverse populations and these sports that fill their hearts. Journey to Fenway Park via historic Copley Square and the Boston Marathon Finish Line - following the last mile of the marathon route and circling the ballpark - all while uncovering famous and hidden sports spots and iconic historic stories along the way.

Free cancellation

An Epic Scavenger Hunt: Boston Parks & Works of Art (opens in a new tab)

2 2 h

Let’s Roam leads the way in app-led adventure hunts! Explore top landmarks and uncover hidden gems, tackling trivia and challenges with your team. Perfect for any occasion – from everyday adventures to bachelorette parties, birthdays, and corporate team-building. Each player selects their role, ensuring a unique and memorable experience!

Rockstars of the Revolution: Blazing the Boston Freedom Trail (opens in a new tab)

2 h

Discover the hidden history of Boston’s role in the Revolutionary War on the very streets that bore witness to some of the most significant events in our nation’s birth. This tour of the Boston Freedom Trail is a journey through time, a chance to experience for yourself the sights, sounds, and stories of America's fight for independence. From the majestic halls of the Massachusetts State House, where you can practically hear John Hancock and Samuel Adams rally the colonists to the Old North Church where you will feel the high stakes of Paul Revere’s famous midnight ride and his warning of the British invasion. An unforgettable adventure, this tour takes you to the center of the revolutionary action, where the flame of independence burst from the smoldering embers of rebellion. With a wealth of knowledge and a deep love for the city, your expert local guide will immerse you in the hidden gems of Boston's revolutionary past, bringing history to life before your very eyes.

Free cancellation

Meet a Working Blacksmith in a Colonial Town (opens in a new tab)

1 h

Blacksmiths are a rarity in our mass produced age. You can meet and watch a working blacksmith who has created objects ranging from tools to hangers and hooks to artisan art creations. Watch him at his craft and see authentic blacksmith tools. Learn about how history of blacksmithing had an important role in colonial towns like Lexington. Discover blacksmithing materials, how a forge works, and the science behind blacksmithing, including how coal turns into coke and how temperature affects the malleability of metal. Optional: kids can do clay craft to experiment with moulding and shaping Enjoy homemade corn bread and lemonade after and go home with a blacksmith souvenir.

Free cancellation

Walk the Freedom Trail with a Local Tour Guide (opens in a new tab)

2 2 h

The Freedom Trail is Boston's historic backbone, guiding you through key sites that shaped American history. This 2-hour walking tour offers an engaging exploration of the city’s revolutionary past, led by a knowledgeable guide. Visit iconic landmarks such as the Massachusetts State House, Boston Common, and Faneuil Hall, and discover the stories that echo through time. Perfect for history enthusiasts and first-time visitors alike, this small group tour ensures a personal experience as you walk the same paths as the Founding Fathers. - Journey through Boston's rich historical sites on a 2-hour tour - Small group experience with a maximum of 10 travelers - Visit iconic landmarks like Beacon Hill and Granary Burying Ground - Knowledgeable local guide shares fascinating stories and insights

Astounding Scavenger Hunt: Boston The Story of America (opens in a new tab)

5 2 h

Let’s Roam leads the way in adventure hunts! Explore the top landmarks and uncover hidden gems while tackling trivia questions and conquering challenges. Whether you collaborate with your team or engage in friendly competition, you’ll gather new facts and craft unforgettable memories. Let’s Roam Adventure Hunts are perfect for any occasion—from daily excitement to bachelorette parties, birthdays, corporate team building, and beyond! Each participant selects a dynamic role, ensuring a personalized and exhilarating experience.

Free cancellation

A Colonial Boston Audio Tour with Context (opens in a new tab)

1 h 30 min – 2 h

This unique walking tour of Boston, led by Jessica Dello Russo, a PhD in archaeology and Context Travel expert, explores the city’s crucial role in the American Revolution. Starting at Long Wharf, Boston’s oldest port, Jessica reveals how the city’s thriving trade and skilled population helped spark independence. The tour highlights acts of civil disobedience and key figures like John Hancock, Samuel Adams, Paul Revere, and Benjamin Franklin. As you walk, you’ll encounter pre-revolutionary architecture from the 16th and 17th centuries, including the historic Chart House and the controversial Faneuil Hall, built in 1742. On this 90-minute tour, you’ll explore key sites from Boston’s revolutionary history. Visit Granary Burying Ground, where American Revolution figures are laid to rest, and learn about the city’s role in the Trans-Atlantic Slave Trade. By the end, you’ll have a deeper understanding of the figures and events that shaped America’s fight for independence.

Free cancellation

Discover US East Coast Self Guided Audio Tour (opens in a new tab)

7 days

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.

Free cancellation

Self-Guided Audio Tour of Boston North End (opens in a new tab)

5 50 min – 1 h

Discover the North End, Little Italy's history, Paul Revere, Italian Food, immigration history of the Italians, Irish, Jewish and Africans on this Smart Phone navigated, location aware tour. Go at your own pace. You'll learn about Italian feasts, explore the Copp Burial Ground, and see many spots to eat.

Free cancellation

Boston: Howl O Ween Doggy Costume Party Cruise (opens in a new tab)

1 2 h

Furry friends and humans come dance or parade around, show off your costumes and enjoy the beautiful city from the water. DJ Skoolyahd from the Liberty Hotel Yappy Hour will be in the house! It will be PAW-some to have you aboard.

The Boston Massacre: An Audio Guide to the City’s Bloodiest Event (opens in a new tab)

1 h 30 min – 2 h

On this self-guided walking tour, you’ll explore the months of tension between the British and American colonists that culminated in the bloody shooting, now known as the Boston Massacre. “The riot on King Street” is what newspapers originally called the moment when British soldiers opened fire on an angry crowd in Boston on March 5, 1770. Embark on a historical journey, exploring events leading to March 5th and the impact of British impositions like the Vagrancy, Quartering, and Tax acts. Stand on State Street, the site of the Boston Massacre, and hear history's whispered tale. Learn of Ebenezer Richardson's role in igniting tensions, and pay homage at the Granary Burying Ground, where Saml Adams rests. Marvel at Long Wharf, witness to Boston's occupation, and savor culinary delights at Quincy Market. Each step unveils a narrative of resilience, bringing Boston's history vividly to life.

Free cancellation

Discover Boston: Self-Guided Audio Tour (opens in a new tab)

2 h

The exciting city of Boston in the beautiful state of Masschusetts is home to an incredible and rich American history that is also fascinating for tourists. Educational and informative, this tour delves behind the scenes of old Boston. Perfectly suited for discovery on foot, our self-guided audio tour allows you to set the pace and explore at your leisure as you uncover the stories of this exciting city. To discover this fascinating city in your own time and at your own pace just download this self-guided audio tour, pop in your headphones, open the map that comes with your download and start walking. On this tour you will hear all about the city’s colonial beginnings and some of the people who helped shaped the future of Boston and America as we know it today. The tour will take approximately two hours, but you can pause the audio guide when needed. Grab a bite to eat or do some shopping along the way. Please note that this tour is only available in English.

Boston Self Guided Audio Experience (opens in a new tab)

1 3 h – 9 h

Discover Boston's revolutionary spirit and rich heritage through an immersive audio experience that puts you in complete control of your journey. Unlike crowded group tours that rush you through attractions, this self-guided adventure allows you to pause at monuments that captivate you, delve deeper into stories that intrigue you, and explore hidden corners that traditional tours overlook. Our expertly crafted narration reveals exclusive insider stories, untold historical secrets, and fascinating details that even many locals don't know, all delivered through crystal-clear audio by professional storytellers whose engaging voices bring Boston's past to life. You'll gain authentic insights into the city's revolutionary roots, architectural marvels, and cultural treasures while enjoying the freedom to customize your route, spend extra time at your favorite sites, and discover Boston at a pace that suits your schedule and interests perfectly.

Boston 4 Hour Private Walking Tour Freedom Trail and Beacon Hill (opens in a new tab)

1 4 h

Boston’s history and present-day culture come together on a private half-day walking tour from Faneuil Hall through Copley Square. Follow the Freedom Trail past the Old State House and Boston Common, stroll Beacon Hill’s Acorn Street, and visit the Public Garden, Newbury Street, Trinity Church, and Boston Public Library with a guide in your preferred language.

Private tourFree cancellation

Local Bostonian and Historical Driving Tours (opens in a new tab)

2 1 h – 3 h

We provide exciting private tours of all the historical sites in Boston that includes background for various neighborhoods and historical perspectives.

Free cancellation

Boston Jewish History Landmarks Private Guided Walking Tour (opens in a new tab)

2 h

Uncover the hidden stories of Boston’s Jewish community, from immigrant roots at Vilna Shul to powerful reflection at the New England Holocaust Memorial. Walk through history, faith, and resilience in the heart of one of America’s oldest cities. Highlights: • Visit Boston’s Jewish landmarks with a 5-Star Private Guide fluent in your language • Discover stories of resilience and heritage that shaped Boston’s Jewish community • Explore historic synagogues, moving memorials, and striking architecture • Learn local insights and get personalized tips to enrich your Boston journey • Enjoy a private walking tour tailored to your pace and interests in the city This powerful walking tour through Boston’s historic Jewish Quarter offers a unique lens on the city’s past. With a Licensed Private Guide, uncover forgotten stories of resilience and faith from Boston’s Jewish community. Discover hidden gems and iconic landmarks. Book with Rosotravel today!

Free cancellation

Customizable Pedicab Tours in Boston (opens in a new tab)

1 1 h 30 min

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.

Free cancellation