Top Boston How to Get Around in 2026

Take a private day trip from Boston to the North Shore, combining coastal scenery with two of Massachusetts’ most distinctive historic sights. Enjoy door-to-door hotel pickup and flexible pacing that lets you explore without group constraints. Travel comfortably while your guide provides context on regional history, architecture, and folklore, with meaningful time for exploration and photos.

Salem and Boston have been home to such a diverse range of historical events that it can be tough to take it all in on your own. On this full-day private tour, join your guide and discover the region’s Puritan history, learn about the 17th-century witch hunt hysteria, hunt for ghosts at several historical local landmarks, and much more.

This private historical walking tour reveals Boston’s cultural and architectural legacy. You begin along the Greenway where modern design meets the path of early trade routes. Nearby, Faneuil Hall reflects centuries of civic debate and public gatherings. Quincy Market continues this tradition within a classical marketplace setting. Downtown Crossing reveals layers of commercial evolution shaped over generations. Old City Hall presents refined 19th century architecture tied to governance and reform. The State House stands as a symbol of enduring political tradition. In Beacon Hill, narrow streets preserve a distinct Federal style heritage. The journey concludes in Boston Public Garden where landscaped paths reflect early urban design. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

Visit the real locations where the American Revolution began. Stand on Lexington Battle Green and listen to stories about the very first days of the war and the "shot heard around the world". Walk the Battle Road Trail, stage of multiple skirmishes between the Minutemen and the Redcoats and other "treasonous" events. Visit Concord's Old North Bridge, where the Minutemen routed the Redcoats on their march back to Boston! Return to Boston to visit important sights along the Freedom Trail, including the Paul Revere House, Old North Church, USS Constitution (aka Old Ironside), the Bunker Hill Monument - home to the phrase "don't fire until you see the white's of their eyes", and more!

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.

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.

Boston's best food and history are scattered across its neighborhoods, so we bring them together in one relaxed, private tour. Start in the North End with cannoli and espresso at the city's oldest Italian café, then wander through Little Italy, hearing stories of Paul Revere's midnight ride and the neighborhood's Revolutionary roots, with a view of Old North Church, where the famous lanterns hung. Sample an Italian sandwich from a traditional salumeria, then stroll Beacon Hill, Boston's most prestigious neighborhood, and Boston Common, America's oldest public park. Stop for lobster rolls and New England clam chowder, then take in Back Bay's Victorian streets and the views of Boston and MIT from Cambridge. Finish at Copley Square by the stunning central branch of the Boston Public Library and a view of the famous Trinity Church. Come hungry! Pickup and drop-off anywhere in the Boston area are included (up to 6 guests).

Independently explore central Boston with a scavenger hunt. Learn about Boston’s history, architecture, and cinematic heritage with challenges that take you past the Old City Hall, the New England Aquarium, the Boston Common, the Massachusetts State House, and Faneuil Hall, among other places. Solve each challenge to move onto the next location, including 5 film locations around Boston's civic center.

This self-guided tour of Boston’s historic Back Bay neighborhood turns exploring into a scavenger hunt with more than 20 challenges, games, and puzzles to solve. Instead of the fixed schedule of a traditional tour, you’ll have the flexibility to walk at your own pace. Along the way, experience some of Boston’s top landmarks and unearth their offbeat backstories.

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.

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.

Dash. Download the app and start the challenge with your group. Gain points as you find different objects around the city and complete fun challenges. Compete against other teams from around the country. You can also get help via chat from a virtual guide if you need 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.

Solve a vintage, real-life murder mystery as you explore historic places in Boston on an independent, smartphone scavenger hunt for your group of up to four people. You’ll gather clues and visit 10 landmarks including Boston Common, Granary Burying Ground, and the Boston Old State House, searching for passcodes that unlock the next puzzle. Booking this Boston-themed murder mystery lets you play on your own schedule, for maximum flexibility.

Get to know Boston through an interactive scavenger hunt game. Without the need of an internet connection, follow along with the game and try to solve each clue. As you play, learn about the history of the city and visit some of Boston’s most notable sites. Play at your own pace and in your own time.

Take in 16 historic landmarks along Boston’s Freedom Trail on a self-guided tour that offers the flexibility to explore at your own pace. You can access turn-by-turn directions whenever you want, so you can start, pause, and restart the tour on your own schedule. As you follow the Freedom Trail, you’ll hear stories about local history, legendary Americans, and founding fathers and from a Boston insider.

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).

Capture your Boston experience and explore the city with a private photoshoot. Choose the location in the city you prefer and see the area on foot with the photographer. Get your trip documented by the photographer and receive high-quality images for you to use as you wish after the tour.

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.

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.

Explore Boston’s cultural landmarks on this independent scavenger hunt. Download the app and play the game at your own pace and at your own time. Learn about Boston’s history and cultural heritage as you and your teammates take on different interactive roles within the game. Answer trivia questions and solve puzzles while you visit Copley Square, the Boston Opera House, and more.

Experience Boston through a scavenger hunt game that you can play independently or with a team. Download an app and independently track down clues and solve puzzles to learn about Boston’s history and its famous landmarks. Upon the conclusion of the game, enjoy digital copies of your scavenger hunt photos.

Get an in-depth experience of Boston’s Freedom Trail with ease on this private walking tour. In the company of your private guide, stroll the city and learn about its history. Walk the Freedom Trail and visit the sites along the way, including the Boston Public Market and the Paul Revere House.

Most ghost tours in a city start at night and go with a big crowd that can hold you back or move too fast. This private self-guided Boston ghost tour lets you explore at your own pace. Gain access to 60+ historic stories and narrations while you stop at popular Boston landmarks.