Top Boston Car Tours

Cover a lot of ground and get a better understanding of the city of Boston with this private driving tour. In the company of your guide, walk the Freedom Trail and learn about the history of the city. Travel in an air-conditioned vehicle to easily see part of the city beyond the historic center.

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.

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.

Explore the pivotal sites of the American Revolution on this self-guided driving tour of Lexington and Concord. Follow the historic Battle Road where the first shots of freedom rang out on April 19, 1775. With engaging storytelling, you'll learn about Paul Revere's midnight ride, the brave colonists who stood their ground, and the ambushes that changed history. This tour allows you to set your own pace, stop at iconic sites like the Old North Bridge, and soak in the rich history of America's fight for independence. - Drive the actual path of the British march and colonial resistance - Visit significant sites including Lexington Battle Green and Minute Man National Historical Park - Enjoy flexibility with no schedules, allowing for exploration at your leisure - Approximately 2–3 hours in duration, depending on your stops and exploration

Hop into a duck boat—s renovated World War II amphibious vehicle—for a comprehensive city sightseeing tour of Boston. Pass Boston Common, Quincy Market, the Celtics' home turf at TD Garden, and much more. Then splashdown into the Charles River for a view of the city by boat. Learn all about Boston's history and landmarks as you go.

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.

History enthusiasts will love this private tour of American Revolution sights around Boston, Cambridge, Lexington, and Concord. See where the revolution began on a tour that will bring to life the places and characters you learned about in school. Save yourself the hassle of catching public transport or walking by touring with a private driver and car.

Learn about Boston’s revolutionary history on a walking tour that emphasizes good storytelling. Enjoy personalized attention from your guide in your small group as you walk a curated route that includes the Freedom Trail. Visit well-known sites as well as more local places and develop an understanding of modern Boston along with its history.

Step back in time on a private day trip from Boston to historic Salem, where colonial history, maritime heritage, and the legacy of the 1692 witch trials come together. Travel comfortably with your English-speaking Welcome Driver, who will share local stories and historical insights along the way. Visit the Salem Witch Trials Memorial, explore the Salem Historic District and Salem Witch Museum Area, then enjoy free time to browse shops and soak up the town's unique atmosphere. Continue to The House of the Seven Gables, followed by the Salem Maritime National Historic Site and Derby Wharf, where Salem's seafaring past comes to life. End your visit at Pickering Wharf, a charming waterfront area with harbor views, before relaxing on your return drive to Boston. Enjoy a flexible itinerary and the comfort of private transportation throughout the day.

Discover some of Boston’s deepest, darkest secrets that lots of tourists miss out on by joining this “frightseeing” tour aboard the Trolley of the Doomed, which roams around the haunted streets and burial grounds of Boston. Your costumed host provides illuminating insights into the history of the city's spookiest sights, such as Copp’s Hill Burying Ground.

Discover Boston’s rich history, iconic landmarks, and vibrant neighborhoods on a private sightseeing ride with your English-speaking Welcome Driver. Begin at Boston Common, then explore the charming streets of Beacon Hill and admire the Massachusetts State House. Continue to Quincy Market & Faneuil Hall and the historic North End, where colonial heritage, lively public spaces, and local culture come together. Enjoy a flexible itinerary with time for photos, short walks, or coffee breaks along the way. Later, visit the Charlestown Navy Yard & USS Constitution Viewpoint before strolling along the Boston Harborwalk, where waterfront scenery and Boston’s maritime history provide a memorable finish. With private transportation, local insights, and a relaxed pace, this experience is the perfect introduction to one of America’s most historic cities.

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.

Maine's lighthouses, lobsters, and coastal scenery are just a day trip away from Boston, and this private, full-day excursion explores highlights of the state's southern coast. You can enjoy the view as a driver takes care of the details: try a traditional Maine lobster bake, sample blueberry pie, see picture-perfect Nubble Lighthouse, or shop the Kittery Premium Outlets. Trips are priced per-vehicle for up to four or six people, with your choice of a comfortable sedan or SUV.

See Boston from a whole new angle aboard a Boston Harbor evening cruise. Watch the sunset from the water, and glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, the USS Cassin Young, and more. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night, and sip a cocktail (own expense) from the onboard bar as you relax and enjoy the views.

If you've always wanted to see Plymouth Rock, this 4 hour tour lets you check it off the bucket list. It can fit snuggly into a Boston city break without using up too much of your time in the city. We pick up in downtown Boston and travel 50 minutes directly to Plymouth. There we'll do a walking tour around the town, explaining why the Pilgrims landed here and how they settled in to the area. Go aboard the Mayflower II (seasonal) to see for yourself how awful their journey must have been and stop by the memorial for the legend of the rock. Quick stop at an impressive monument, built to honor the Pilgrims and then it's back to Boston. Boston is 50 minutes drive from Plymouth, so you will be in the car a chunk of time on this tour. You will have approximately 2 hours in Plymouth.

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.

Discover the academic heart of New England on a private sightseeing ride through Cambridge’s world-famous universities and innovation hubs. Travel with your English-speaking Welcome Driver, who will share local insights and stories about the institutions that have shaped global education, research, and technology. Begin at Harvard Yard, then explore Harvard Square and enjoy views of Harvard University. Continue to the MIT Campus and Kendall Square, a global center for science, entrepreneurship, and innovation. Finish at the Charles River Esplanade Viewpoint, where scenic river views and the Boston skyline provide the perfect conclusion. With private transportation, a flexible itinerary, and time for photos and short walks, this experience offers a relaxed and engaging introduction to the renowned academic and cultural heritage of Boston and Cambridge.

Discover Boston’s top attractions on this comprehensive guided bike tour around the city. See the unique character and charm of each community up close, like the beautiful brownstones in Back Bay and the South End. Visit Boston’s historic North End and pedal past Copley Square and Fenway Park. Cross the Freedom Trail, passing significant locations to United States history.

Discover Boston’s rich past and vibrant present on this small-group (or private) walking tour—a relaxed and informative way to get your bearings if visiting the city for the first time. Gain valuable insight from local guide as you explore spots such as Boston Harbor, Faneuil Hall, Beacon Hill, and the Public Garden. As you wander, learn about the city’s Revolutionary roots, architectural gems, and cultural evolution—and get an understanding of what life is like for modern-day residents.

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.

Enjoy complete flexibility and explore the parts of Massachusetts that most interest you with this collection of self-guided walking and driving tours. Receive 10 different itineraries and choose the day and time to use any of them. Use offline with GPS and learn about each place as you travel through.

Enjoy the beauty of New England’s coastal towns on a private day trip from Boston, driving along the North Shore to Cape Ann, including Manchester-by-the-Sea, Gloucester, Salem and Rockport. Spend a day immersing yourself along Massachusetts’s coastline marked with idyllic towns and dotted with lighthouses.

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.