Top Boston Day Trips - page 2

This full day private tour combines some of the best coastal views in the region with Pilgrim history. First stop focuses on the Presidential history of John Adams and then for something completely different we swing by the first Dunkin' Donuts (how's that for random). Then it's sit back and enjoy the views, through south of Boston towns Hingham, Cohasset, Scituate and Duxbury. There's some great photo opps along the shoreline that you won't be able to resist. Next onto Plymouth and it's Pilgrim history as well as it's own lovely ocean views. This is a break from your city break. We pick up and drop back to downtown Boston, will stop for lunch along the way (not included in price of tour) and will make sure you have a calm and relaxed day.

New York City is a huge city, so it can be hard to know where to start exploring alone. Instead, get the help of a guide who knows the Big Apple’s secrets on this group guided day tour from Boston or New York City. Spend the whole day getting a well-rounded picture of New York, with the option to include a cruise to the Statue of Liberty or entry to the One World Trade Center Observatory.

Discover Boston’s revolutionary heritage and intellectual vitality with this self-guided audio tour, allowing you to explore America’s most historic city at your own pace. Walk the Freedom Trail’s red brick line past sixteen sites where the American Revolution took shape, from the Old North Church to the Boston Massacre site. Wander through Beacon Hill’s gas-lit streets and Federal townhouses, then cross the Public Garden’s swan boat lagoon to reach Back Bay’s elegant brownstones. Explore Harvard Yard in Cambridge, discover the Italian North End’s trattorias and pastry shops, and experience the passion of Red Sox Nation at Fenway Park. Visit the Museum of Fine Arts and its world-class collections, stroll the Charles River Esplanade, and explore the Seaport District’s waterfront dining scene. Savor clam chowder, lobster rolls, and the craft beer culture that has made Boston a culinary destination, all while uncovering the stories that shaped a nation in America’s most walkable city.

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.

Take a break from your Boston city break with this scenic private tour. There's lots of ocean views, rocky coastline, a bit of shopping and even some witch history. We keep this full day itinerary flexible to let you customize the tour but here's a feel for what we'll see. Pick up in Downtown Boston, taking the 60 minute highway drive to Manchester-by-the-Sea, where we pick up the scenic back roads. We'll take a picturesque country road to Gloucester, where we stop to walk along the waters edge to the Fisherman's memorial statue. We'll continue the scenic drive to Rockport, where there's a great collection of cute stores to browse and views to admire. Then drive to Salem, where we have time for a short walking tour around the main sites and historic spots. To finish out the day we'll squeeze in a few more ocean views on our drive back to Boston. We'll stop along the way for lunch (not included in price of tour).

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.

Discover the Concord of writers including Thoreau, Emerson, Hawthorne, and Alcott on a private tour focused on literary history. From Louisa May Alcott’s Orchard House to Walden Pond, you’ll find the real-world places behind stories you love. Offering the option to meet your guide in Concord or at a central location in Boston, this tour can adapt to your schedule and preferences, without the fixed itinerary of a group excursion.

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.

Maximize time in Boston with this private sightseeing tour focused on city history. Meet your guide in the morning and set out on a city stroll that includes top historic landmarks including Boston Common, Paul Revere’s House, and Faneuil Hall Marketplace. Learn about American history along the Freedom Trail and taste some of Boston’s best food during this full-day private tour.

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.

Discover New Hampshire’s most striking natural wonders on a full-day escape from Boston. This curated tour brings you deep into the White Mountains for a choice between two unforgettable experiences: the adventurous Lost River Gorge or the scenic, nationally acclaimed Kancamagus Highway. Continue to the iconic Flume Gorge, where towering granite walls, waterfalls, and lush forest create a one-of-a-kind landscape. With plenty of time to explore, walk, and capture incredible photos, this tour delivers the perfect blend of nature, fresh air, and adventure—all in a single day.

It can be tough to take in all of Boston’s historic sights on your one in just one day, so this private combination car and walking tour of Boston and Cambridge is here to help. Follow in the footsteps of famous academics exploring Harvard and MIT, learn about Boston’s storied history and the American Revolution at Beacon Hill and the Bunker Hill Monument, and explore the artisanal food options available at the US’s oldest tavern and restaurant.

Step into the world of film and television on this immersive, full-day tour through Boston and the North Shore. Begin at the Boston Public Garden, where Good Will Hunting fans can sit at the famous bench from Robin Williams and Matt Damon's emotional lakeside scene. Nearby, retrace Ted’s playful antics on the garden’s lawns and capture photos by the iconic swan boats. Next, visit Cheers Beacon Hill, the real-life bar behind the beloved sitcom. Snap a photo at its recognizable staircase and enjoy a themed drink where "everybody knows your name." In the afternoon, head to Cape Ann to explore CODA’s heartfelt story. At Rockport Wharf, see the real fishing boat “Angela Rose,” symbolizing Ruby’s family and her dream to sing beyond the horizon. Then, follow the Gloucester coastline to Manchester by the Sea’s filming spots. The sweeping ocean views and quiet streets echo the film’s grief, healing, and resilience. From laughter to legacy, every stop brings the screen to life.

Follow the cinematic trail of CODA and Manchester by the Sea on this scenic 4.5-hour coastal tour through Gloucester and Manchester-by-the-Sea. Step aboard Ruby’s world with a visit to the real "Angela Rose" fishing boat at Rockport Wharf, and stroll through the seaside town where her dreams took flight. Continue along the beautiful Massachusetts coastline to Manchester-by-the-Sea, where quiet streets and sweeping ocean views formed the emotional backdrop of the Oscar-winning drama. Along the way, soak in local stories, film trivia, and photo-worthy moments that bring screen magic to life in these two charming New England towns.

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.

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.

Visit historic sites in Lexington and Concord. Focus on sites related to the start of the War of Independence, early years of the towns, and authors of 19th Century Concord. Experience scenic countryside, town centers and Walden Pond Reservation. We can customize this tour to specific interests and to other locations in Lexington and Concord. Your guide is licensed by the town of Concord.

Experience the best of Boston and Cambridge with ease on this private full-day tour. Depart from your hotel in a private vehicle and learn about the two cities from your guide. Explore at your own pace and stop by the sights along the Freedom Trail, Bunker Hill, Harvard University, MIT, and more.

No Football Match Today? Here's the perfect way to spend your off-days around Boston. Discover Boston’s most iconic sights in one perfectly planned day. Walk through the world-famous campuses of Harvard and MIT, where history, innovation, and genius collide. Enjoy free time at the lively Quincy Market for lunch and local flavors before boarding a scenic Boston Harbor cruise included with your tour during the summer or a classic New England Lobster Lunch at Quincy Market during the winter. This experience blends academic legends, historic charm, and waterfront views into a complete, effortless Boston adventure built to impress.

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.

This private historical tour explores landscapes where American independence began. You travel from Boston into regions shaped by early revolutionary action. In Boston, streets reveal the tensions that led to political transformation. Cambridge introduces academic traditions that influenced national thought. At Harvard Yard, historic buildings reflect centuries of intellectual legacy. Lexington Green presents the quiet field where the first conflict emerged. What moment transformed protest into revolution? At Old North Bridge, you stand where resistance took form. Walden Pond offers a reflective setting linked to classical American literature. Orchard House connects you to literary heritage shaped by cultural identity. Private transport allows a smooth journey through these historic regions. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

This is an action packed private day tour of the sites, history and events of the Revolutionary War era in Boston, Cambridge Lexington & Concord. We drive the Freedom Trail with stories of the city's 400 year history, the events, people and sites which led up to the war. In the oldest neighborhoods of the city, we'll give context to historic events like the Boston Tea Party, Boston Massacre and Battle of Bunker Hill. We'll take a quick walking tour of Harvard, explain the role it played in the start of the war and where George Washington himself spent time. A 10 mile drive gets us to Lexington Green where we take in the significance of the site and the story of what happened that night in April 1775. Next the picturesque town of Concord, to the Old North Bridge and how the second battle of the war took the British by surprise. Pick up and drop off in Downtown Boston, a stop for lunch along the way (not included in price of tour) and as light or heavy on history as you'd like.

Start the day in Little Italy, with traditional cannoli and espresso at the oldest Italian café in Boston. Proceed through the historic "Little Italy" neighborhood to learn about Boston's history! Listen to stories about the neighborhood's ties to the American Revolution such as the ride of Paul Revere. Try traditional sandwiches from an Italian Salumeria. Drive through Boston's historical downtown while learning about the city's colorful past. Walk through Beacon Hill, Boston's most prestigious neighborhood. Visit Boston Common, the oldest public park in America. Stop at a local seafood chain for lobster rolls and New England clam chowder. Take a drive through Back Bay, Boston's man-made neighborhood lined with 19th century Victorian houses. Take a quick drive through Cambridge for stunning views of Boston and MIT. End the tour with seeing the stunning Copley Library! Be sure to come hungry! The tour includes pick-up and drop-off anywhere in the Boston area (up to 6 people).

This private car tour is comprehensive enough for any history buff, but as interesting in other ways for non history nerds. It's a unique combination of the Revolutionary War sites in Boston and Cambridge that you won't have seen. 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, and lesser known sites along the way giving a detailed account of events in April 1775. For those less interested in the details of the battles, there's the option to visit the home of Louisa May Alcott or just take some time to enjoy the pretty main street of Concord. The itinerary gives the list of sites we'll visit, but timings are flexible to let us spend time at the places you're most interested in. We'll also stop for lunch (not included in price of tour) and there's plenty of photo opportunities.