All Massachusetts Tours & Excursions in 2026

Enjoy a professional photo shoot while in Boston. Your photographer can travel to you or suggest other locations for your photos, including unique locations you won’t discover on your own. Choose from 1 to 4 hours for your photo session and receive 20 to 50 final images, depending on the package chosen, with a private online viewing gallery.

Celebrate America's 250th anniversary with a vibrant 75-minute guided history tour in Boston. Follow the footsteps of the founding fathers as you walk the forgotten front lines from the 1776 Siege of Boston. Engaging visual artifacts and a lively soundtrack amplify every step of this walk from downtown to the waterfront. This is an ideal experience for history buffs and those interested in America's revolutionary past. With a maximum of 24 guests, enjoy personalized storytelling that brings history to life. - 75-minute guided tour exploring Boston's revolutionary history - Interactive storytelling with the unique Scroll of Sights™ - Celebrate with a ceremonial cake lighting for America's birthday - Perfect for ages 12 and up, with a maximum group size of 24 guests

Explore Boston independently and at your own pace on this self-guided audio tour. Download an mp3 file and map and take all the time you want at each stop on the tour. Learn about the history of the city and stroll the scenic streets of Boston. Take breaks when you wish or spend longer at any spot that interests you.

Journey along Frederick Law Olmsted’s famous seven-mile green corridor in Boston. Discover how nineteenth-century sewage engineering, glacial kettle ponds, and World War 2 victory gardens carved out an enduring democratic common ground for the city. - A 6.5 km self-guided tour with 8 stops over 179 min - Ideal for travelers interested in Urbanism, Infrastructure & Innovation and Spirituality, Myth & Nature - Immersively told in a podcast style by experts and locals - Matching audio content, AI guide and navigation through the app

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.

Discover the stark, hidden contrasts of Boston's most famous neighborhood. On this immersive journey, you will cross an invisible but profound historical border. We begin on the South Slope, amidst the pristine, gas-lit exclusivity of the Boston Brahmins—a world of immense wealth, quiet architecture, and abstract ideals. Then, we descend into the North Slope, where a vibrant, free Black community built their own institutions, armed themselves against slave catchers, and engineered the Underground Railroad. This is not just a tour about architecture; it is a story of hypocrisy, radical resistance, and the true cost of freedom. A 1.7 km self-guided tour with 6 stops over 79 min Ideal for travelers interested in History & Memory and Power, Protest & Civic Spaces Immersively told in a podcast style by experts and locals Matching audio content, AI guide and navigation through the app

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.

Channel your inner Sherlock Holmes in this mystery scavenger hunt around Boston! In "Murder by Boston Common," you are transported back to the year 1895. As a rookie detective, you must investigate a dismembered body found in a pond in Boston Public Gardens. It’s now up to you to solve the crime and find the culprit! After purchasing, go to the designated pickup point to collect your mystery package, which contains everything you’ll need to solve the case. Once you have it, you are free to begin at your convenience. Enjoy the flexibility of starting and stopping whenever you like. This exciting and challenging activity is perfect for you and your family, friends, or colleagues to tackle together. You must have a minimum of 2 people to purchase. Tip: We recommend groups of 2-4 participants. If your group is larger than 4, you can buy multiple mystery packages and compete against each other. The winner is the group that solves the mystery the fastest. (Note: Available in English only.)

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.

Experience Boston after dark on a private evening sightseeing ride through the city’s illuminated landmarks, historic neighborhoods, and scenic waterfront. Travel comfortably with your English-speaking Welcome Driver, who will share local stories and recommendations along the way. Begin at Boston Common and the Massachusetts State House, then continue through the charming streets of Beacon Hill and Back Bay. Visit Copley Square and the modern Seaport District, where historic architecture meets contemporary waterfront development. End your evening at Fan Pier Viewpoint and the Charlestown Navy Yard Viewpoint, offering stunning skyline and harbor views perfect for photos. With private transportation, a flexible itinerary, and a relaxed pace, this experience is an unforgettable way to discover Boston’s beauty after sunset.

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.

America turns 250 only once. This is the tour built for that moment. From the streets of Boston to the bridge at Concord where the first shots rang out, this private 6-hour car journey traces the exact geography of revolution. You will walk Harvard Yard, cross the bridge that inspired a poem read around the world, stand at Lexington Green where farmers faced down the British Empire, and step inside Orchard House where Louisa May Alcott wrote the story of a new American family. Your private guide, fluent in your language, connects every stop to the nation that was born here 250 years ago. Private transport keeps the day seamless. No crowds, no waiting, no compromise. This is not a sightseeing tour. This is a reckoning with the places that made America possible. Boston. Cambridge. Lexington. Concord. In America's 250th year, there is no more powerful journey you can take.

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.

Discover Boston: Revolutionary War with Welcome Walks - digital walking tours for the modern traveler. Our custom-designed tours give you the freedom to explore a destination on your own time schedule at your own pace. Listen on your smartphone, Welcome Walks tours are distinguished by historical discoveries, art and architecture, popular culture and local food information. Each walking tour showcases local history and provides fresh air and a fun way to exercise.

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!

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*

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.

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.

Explore the leafy streets and historic brownstones of Boston’s Back Bay at your own pace and on your own schedule with an app-based scavenger hunt, perfect for friend groups and families. Solve puzzles and follow clues through Copley Square and the South End and learn about the city's history and culture along the way.

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.

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What makes our black car service unique is the combination of luxury, reliability, and personalized service while traveling to top destinations such as airports, hotels, business districts, events, and popular city attractions. Guests enjoy a smooth, stress free ride in a premium black vehicle with a professional chauffeur who offers local insight, punctual service, and attention to detail. This service is ideal for business travelers, couples, families, and special-occasion guests who value comfort, privacy, and a refined travel experience.

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.

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.