Top Boston Multi-day Tours

Discover Niagara Falls on this 2-day tour from Boston. You'll take a night tour for a fresh perspective on the falls and watch a fireworks spectacular after the day trip crowds have departed. Plus, upgrade to include a Maid of the Mist trip (own expense) in season. Overnight accommodation is included.

Walk in the footsteps of America’s revolutionaries with our immersive Boston Freedom Trail audio tour! Unlike crowded tours, this guide brings history to life at your pace, letting you explore iconic sites like Paul Revere’s House, the Old North Church, and Boston Common while uncovering hidden stories and bold personalities that shaped the nation. Hear expert insights, stop and start anytime, and skip the pricey tour guides—just download, plug in, and let history unfold in your ears. Join thousands of travelers who’ve rediscovered Boston’s past like never before—start your journey today! *Download the Shaka Guide app to access the purchased tours*

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.

Trade the bustle of the big city for some of New England’s most dramatic natural scenery on this hassle-free, 2-day trip to Maine. On the first day, admire highlights such as Cadillac Mountain and Sand Beach, and upgrade to visit Portland Head Light and enjoy an in-depth tour of Acadia National Park. The next day, upgrade to cruise Frenchman Bay before exploring the vibrant college town of Bar Harbor.

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.

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.

For anyone thinking of attending Harvard, or for those who simply want a glimpse of college life at the famous university, this tour is a must. Get an exclusive account from current Harvard students, who provide key insights into the life and times at Cambridge with a theatrical, humorous flair. Check out the old buildings at Harvard Yard and Harvard Square and learn about the school’s storied past. Illustrated map of Harvard Square included. Choose from several departure times throughout the day.

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.

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.

Walk the Freedom Trail with a guide in historic costume on a tour from Boston Common to Faneuil Hall, a 1.2-mile route that covers important sites in the heart of Boston. This tour's shorter distance lets you follow in the footsteps of the founding fathers and American revolutionaries without making the more strenuous trek all the way across the Charles River, finishing in a spot that’s convenient to top Boston attractions.

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.

Travel back in time to colonial New England on a historic walking tour. Your costumed and in-character guide gives you an immersive understanding of life during America’s infancy. Hear exclusive stories about the country’s Founding Fathers and discover iconic historical sites on this tour that covers approximately 1.2 miles (two kilometers).

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.

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*

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.

Explore Boston’s Freedom Trail independently and on your own time with this audio walking tour. The tour never expires, so take your time to learn about Boston’s history and explore its center in the company of the audio guide. An easy-to-navigate app with GPS allows you to wander confidently throughout Boston.

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.

Experience the best of East Coast cities experience that includes three exciting destinations filled with food tours, history walks, and authentic local experiences! With local experts to lead the way, you’ll discover incredible seafood in Boston, visit top historic attractions of Philadelphia and indulge in the world-famous cheesesteak, and enjoy both the culinary scenes of country and city from Amish towns to the Big Apple! During our 7-day tour, you’ll enjoy time with a knowledgeable guide as well as time for yourself to enjoy shopping, exploring, and more good eatin’. History lovers will enjoy the charm of Philadelphia’s Old City and symbols of the American Revolution from the Liberty Bell to Independence Hall. Foodies will fall for Boston’s unbeatable culinary scene, from its lobster to its clam “chowdah”. So leave the driving to us, come hungry, and get ready for an unforgettable East Coast food lover’s adventure!

Discover the highlights of several cities in the Northeast on this 4-day sightseeing tour by bus or minivan from Boston. Enjoy stops in New York City, Philadelphia, Washington DC, Corning, Watkins Glen, and Niagara Falls. See and do what you want, with entrance tickets to different attractions and experiences optional. Includes transfers and accommodations.

Begin your journey in Boston, immersing yourself in the rich history of the Freedom Trail, and exploring landmarks like Faneuil Hall. Delight in the food of Quincy Market before venturing to Salem, where you'll delve into the eerie tales of the Salem Witch Trials. Visit the quaint coastal town of Rockport, known for its picturesque harbor and charming art galleries. Spend the morning strolling along Bearskin Neck, admiring the colorful fishing shacks. Then, head south to Cape Cod, where you can relax on pristine beaches, indulge in fresh seafood, and explore the quaint villages dotted along the coastline. On your final day, we will visit Cambridge and explore the prestigious Harvard University campus, wandering through the historic Harvard Yard and visiting iconic sites like the Widener Library and Memorial Hall. Dive into the intellectual atmosphere of this renowned institution before concluding your trip with fond memories of Massachusetts' diverse and captivating destinations.