Top New England Day Trips

Discover Boston, Lexington, Concord, and Cambridge on a private 6-hour guided historical tour by comfortable vehicle. Your knowledgeable chauffeur-guide provides commentary throughout the journey, sharing the history and significance of the landmarks along the route. Follow Boston’s Freedom Trail by vehicle, explore Beacon Hill, visit Revolutionary War sites in Lexington and Concord, and see historic Cambridge and Harvard. Most locations are drive-by sights with brief photo stops available at your preference, subject to traffic, parking, and the remaining tour time. Dedicated stops include the USS Constitution area and Concord’s historic North Bridge. Because the tour is private, the experience can be adjusted to your interests. Spend more time at the places that matter most to you, understanding that additional stops may reduce time at later locations. Return to Boston along Memorial Drive with scenic views across the Charles River.

Explore Newport in a single day without planning or driving from Boston. This small-group tour includes pre-booked mansion admissions, guided transport with hotel pickup, and free time in the historic waterfront district to help you use your time efficiently. Visit iconic mansions, enjoy a scenic coastal walk, and discover additional historic landmarks along the way. With logistics handled in advance, you can focus on architecture, scenery, and independent exploring.

Visit Newport, Rhode Island and its historic mansions on a private full-day tour from Boston. Relax in a deluxe vehicle with your own private driver who takes you to the elegant mansions that overlook the Atlantic Ocean. You can tour the mansions (own expense), stroll around the grounds and the Cliff Walk, and have lunch in Newport, where many restaurants serve up fresh seafood and more.

Leave Boston behind and set out on a full-day journey to Martha's Vineyard, one of New England's most beloved islands. This experience blends a scenic ferry crossing, historic seaside villages, and the laid-back charm of island life. Board the Island Queen ferry in Falmouth and cruise across Nantucket Sound to Oak Bluffs, where colorful gingerbread cottages surround the historic Tabernacle at the Martha's Vineyard Camp Meeting Association. Enjoy time to explore the island's most iconic spots, with an optional sightseeing bus tour covering the Flying Horses Carousel, the refined harbor town of Edgartown, Gay Head Light atop the dramatic Aquinnah cliffs, and Nobska Point Lighthouse. Return via the Steamship Authority ferry from Woods Hole, rounding out a full day of coastal views, ocean breezes, and authentic New England island character.

Explore Boston’s history, culture, and culinary heritage on this private tour. Delve into the city’s pivotal role in America’s founding, stroll historic neighborhoods, and hear stories that tie past and present together. The private format ensures your day is paced to your interests while minimizing logistical hassles, giving you a meaningful and personalized overview of Boston.

Travel from Boston to Salem on a day trip focused on the town’s history. Learn about the Salem Witch Trials while exploring historic streets and notable landmarks. With transport and a guided itinerary included, this experience offers a convenient way to visit Salem and understand its notorious historical significance—ideal for those looking to step outside the city.

Our White Mountains Day Tour offers more than just scenic views—it’s a thoughtfully curated journey through New Hampshire’s most charming towns, historic covered bridges, and hidden natural wonders. Unlike larger, rushed tours, we keep our groups small for a more personal experience, allowing time to explore, photograph, and connect with each stop. From the iconic Kancamagus Highway to the massive Madison Boulder, every stop has a story—and our guides bring it to life. Guests also have the option to add a ride on the historic Mount Washington Cog Railway for an unforgettable summit experience.

Enjoy a private, customizable day trip from Boston to Newport in a comfortable vehicle reserved for your group. This is private transportation with flexible sightseeing stops; the chauffeur does not provide guided commentary. Visit one, two, or up to three Newport mansions based on your tickets, entry times, attraction hours, and preferred pace. Most guests visit two mansions, stop for lunch, then choose a third mansion or another Newport attraction. When time allows, options may include downtown Newport, Ocean Drive, or a brief Cliff Walk stop. Your chauffeur handles transportation between stops, so your group can relax without navigating traffic or parking. All customization must fit within the included 8.5-hour service period and is subject to traffic, weather, attraction hours, and ticket times. To stay on schedule, the return to Boston should begin around 4:00 PM. Mansion tickets and lunch are not included.

Escape Boston for a full day in New Hampshire's White Mountains. During the summer route, explore the caves, waterfalls, bridges, and forest paths of Lost River Gorge; during the fall foliage period, travel the scenic Kancamagus Highway instead. Both routes continue to Flume Gorge for a walk through its dramatic granite walls and woodland scenery.

Discover top sights within Acadia National Park on this 6-hour private tour with your own guide. Cover more locations in less time in a comfortable, air-conditioned vehicle. Highlights include the Park Loop Road, panoramic views from Cadillac Mountain, a stroll through Asticou Gardens, and a lobster lunch stop in Southwest Harbor (meal not included).

Spend a full day exploring Manhattan from Boston with ease on this group tour. Depart early from Boston in a comfortable vehicle with a driver-guide and make your way down to New York City. Take time to visit One World Trade Center, the Statue of Liberty, and Times Square before returning to Boston.

Where the granite peaks of Mount Desert Island meet the restless Atlantic surf, your perfect day in Acadia awaits. This is not a rushed drive, but a fully customizable, private pilgrimage through the park, guided by a year-round local who knows every hidden sanctuary and changing seasonal rhythm. Together, we will trace the winding, dramatic curves of the 27-mile Park Loop Road, with the absolute freedom to stop, step out, and explore whenever a breathtaking ocean cliff or quiet path speaks to your soul. We will ascend to the majestic summit of Cadillac Mountain to take in panoramic coastal vistas, walk Sand Beach, experience Thunder Hole, Otter Cliffs, and so much more! Then paddle out for an unforgettable kayaking session on the glassy, pristine waters of Jordan Pond. Let a local show you the true heart of Acadia—at your own pace, on your own terms. Kayaking is for two at a time. We can bring you to other fresh water locations on or off the island!

While there are many areas within Boston where you can experience the city’s revolutionary history, to get a more complete picture, history lovers can visit the real locations where the American Revolution began. On this full-day private tour, head to Lexington and Concord to walk the Battle Road Trail, see where the Minutemen bested the Redcoats, and much more.

Experience the Black Heritage Trail and get to know more about Civil War-era Boston on this small-group walking tour. In the company of a guide, head out into Beacon Hill and hear stories about the Underground Railroad, Boston Brahmins, and other historical facts. Enjoy a focus particularly on the Civil War years.

While a guided tour is a great way to get to know a city, many try to fit in as many participants as possible. On this small-group tour of Boston, one-on-one time with your guide is guaranteed. Explore the interior of Old Ironsides, the battlegrounds and museum at Bunker Hill, Harvard, and much more on this full-day driving tour dedicated to sharing the hidden history even Bostonians don’t know.

A historic coastal Maine town, a classic national park: this self-guided experience gives you an opportunity to experience both the city of Bar Harbor and Acadia National Park. You’ll download a tour guide app that provides both a walking tour of Bar Harbor and a driving tour through nearby Acadia National Park. Follow the loop around the park then explore Bar Harbor’s history as you pass by centuries-old buildings.

Discover the lighthouses and coastal landmarks of Portland on a small-group biking tour. Hop on a provided bicycle and follow your guide to the Bug Light, Spring Point Ledge, and Portland Head lighthouses. Along the way, learn about their storied histories. Other highlights include the Liberty Ship Memorial, Cape Elizabeth, and Willard Beach. Set at a leisurely pace, the adventure also includes a complimentary lobster roll lunch at an award-winning food truck.

Download the GuideAlong self-guided audio tour and you'll discover more on your Acadia National Park road trip. Hear fascinating behind-the-scenes stories, local tips and directions play automatically, all based on your location. You'll be guided to all of the area's famous highlights as well as lessor known gems including the highest point on the eastern seaboard, historic carriage roads that are considered the best example in the country of broken stone roads, and one of the most photographed lighthouses along the Maine Coast Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you. ✅ Stories, tips and directions play automatically based on your location ✅ Travel at your own pace ✅ Tour offline using GPS, no cell service or WiFi 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 tour per vehicle.

Experience the stunning beauty of Acadia National Park with our immersive audio tour! Explore rocky coastlines, lush forests, and serene lakes while our guides share captivating stories and interesting facts about the park's history, wildlife, and unique geology. Discover the charm of iconic spots like Cadillac Mountain, Jordan Pond, and Sand Beach. Perfect for families, nature lovers, and adventurers, our audio tour lets you explore at your own pace, making your visit both educational and enjoyable. Simply download, plug in your headphones, and set off on an unforgettable journey through the breathtaking landscapes of Acadia National Park! *Download the Shaka Guide app to access the purchased tours*

I know the secrets that no one else knows. You will go on a small private tour where you will learn the amazing origins of everyday things. Enjoy the stories of the great places where liberty was born, told by an amazing guide and driver who really knows his stuff. I will lead you through the interior of Old Ironsides, the battleground and museum at The Battle of Bunker Hill and the incredible history of Harvard while amazing you with information about Boston that most Bostonians don't even know. We provide better service because unlike big chains, we are local and depend on our guests' satisfaction.

Escape Boston for a full day along the southern Maine coast, blending scenic seaside walks, historic harbor towns, and iconic lighthouse views. Begin at Marginal Way in Ogunquit, a cliffside coastal path that winds along the Atlantic with uninterrupted ocean views and classic New England scenery. Continue to Kennebunkport, a postcard-perfect harbor town known for its historic homes, local boutiques, and working waterfront. Arrive in Portland in time for lunch in the Old Port district, where cobblestone streets, 19th-century brick buildings, and fishing piers set the scene for some of Maine's best seafood — this is the spot to try fresh, locally caught lobster on your own. Finish at Portland Head Light, Maine's oldest and most iconic lighthouse, perched dramatically above the rocky shoreline within Fort Williams Park, with sweeping Atlantic views to close out the day.

Download the GuideAlong self-guided audio tour and you'll discover more on your Vermont Scenic Route 100 Byway drive. Hear fascinating stories, local tips, and directions play automatically based on your location. Explore the charming stops along the way, starting with a taste of Apple Cider and a visit to Ben & Jerry's. Enjoy the artisanal flavors at the Cabot Annex and marvel at the historic Covered Bridges. Discover the President Calvin Coolidge Homestead, the beauty of Smugglers Notch, and the charm of Stowe. 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 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 tour per vehicle.

Download the GuideAlong self-guided audio tour and you'll discover more on your Kancamagus Highway road trip. Hear fascinating behind-the-scenes stories, local tips and directions play automatically, all based on your location. You'll be guided to all of the area's famous highlights as well as lessor known gems including one of New Hampshire's most photographed bridges, a stunning overlook with scenic views for miles, a beautiful riverside picnic spot and a powerful, narrow gorge with a rushing waterfall. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you, and bypass 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 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 tour per vehicle.