Day Tours & Trips in Boston

Portland: Lighthouse, Old Port and Park 1-Day Tour from Boston (opens in a new tab)

24 9 h – 11 h

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.

Free cancellation

Cambridge, Lexington, & Concord: Private Revolutionary War Tour (opens in a new tab)

1 6 h

Immerse yourself in this Revolutionary War full-day driving tour which will take you on a journey to explore the significant sites of the American Revolution. You will explore the historic towns of Cambridge, Lexington, and Concord, where the American Revolution began. This tour will bring to life the places you learned about in your history classes, and give you the chance to remember the famed moments, while also challenging the nostalgic, hackneyed stories that don’t quite capture the full reality of the revolutionary period. Whether you’re a history aficionado or someone who is curious about the war but also curious to explore the towns aside from their history, your driver guide will be perfectly able to tailor the itinerary for you, giving you plenty of time to ask questions or to walk through the towns and browse as well.

Private City Tour of Boston and Cambridge (opens in a new tab)

46 7 h

This private full-day tour will take you through every highlight Boston and Cambridge! The tour will include sights such as the Old North Church, Paul Revere's house, Faneuil Hall, Boston Common, Beacon Hill, Bunker Hill Monument, USS Constitution, Harvard, MIT, Copley Square, Boston Public Library and so much more! The tour is a combination of walking and driving, and we are happy to make adjustments to any mobility level of our guests! Listen to stories about Boston's past, learning about the American Revolution and the city's duality of religious morals and corruption. View a packet of historical maps, photos, and dates during the tour to further immerse yourself in the stories you learn about! The tour takes a break in the middle for free time for lunch and souvenirs, with options including the oldest tavern in America, the oldest restaurant in America, an artisanal food & goods market with 20+ vendor options (chowder, lobster rolls, doughnuts, coffee, ice cream, etc), and more.

Free cancellation

Private Day Tour of Salem and Boston (opens in a new tab)

30 7 h 30 min

Whirlwind full-day tour of Boston and Salem! Drive to Salem to learn about the witch hunt hysteria of the late 17th century. Walk through historic Salem, learning about the area's Puritan past and harsh reality of daily life under New England's early theocratical government. See the Witch Trails Memorial and learn about the Salem Witch Trials. Learn about the many ghosts of Salem and see historical sites from the 17th century. See the Witch House, the only house still standing that is directly connected to the Witch Trials. Learn about how Salem became one of the richest cities in America through its trade with the Far East. Break for lunch in a local Boston market. Back in Boston, hear about how the area was first settled and grew into the city it is today. Drive through of Boston's Freedom Trail landmarks, listening to stories about the city! Take a walk through Little Italy, visiting locations of key events in the American Revolution. Our tour guides are fully licensed by Salem!

Free cancellation

Salem & North Shore Full Day Private Tour from Boston (opens in a new tab)

15 6 h

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).

Private tourFree cancellation

Boston, Cambridge, Lexington and Concord Private Car Tour (opens in a new tab)

13 6 h

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.

Private tourFree cancellation

Boston to Coastal Maine Private Day Trip (opens in a new tab)

10 10 h

Take a break from the city and head north to explore beautiful, coastal Maine. With this private, full-day trip you'll enjoy roundtrip transportation with a private driver who will escort you to some of Maine's best and most-charming sights. Enjoy a traditional New England lobster meal, explore Nubble Lighthouse, and even squeeze in a bit of shopping at the Kittery Premium Outlets!

Free cancellation

Boston Private Day Trip with Salem & Cape Ann’s North Shore (opens in a new tab)

4 6 h

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.

Boston Private Food and History Tour With Revolutionary Sites (opens in a new tab)

10 5 h 30 min

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).

Free cancellation

Private Tour of Lexington, Concord, and Boston (opens in a new tab)

8 7 h

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!

Free cancellation

Boston and Cambridge walking and driving private tour (opens in a new tab)

9 6 h

This private day tour is the perfect way to get to know Boston & Cambridge at a leisurely pace. It's a combination of walking and driving (although can be driving only if you prefer). We start with a walking tour of parts of the Freedom Trail, stopping at some of the city's most significant sites. We'll then 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 a walking tour 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. After the walk you'll need some lunch and we know some great spots (not included in price of tour). All guides are fully licensed and approved Boston tour guides, driving luxury and livery insured vehicles.

Private tourFree cancellation

Visit Historic Concord on a Private Day Trip from Boston (opens in a new tab)

10 5 h

From its revolutionary history to its literary history, Concord is a must-see for any history or literary buff and a perfect day trip idea from Boston. Immerse yourself in the birthplace of renowned literary figures inspired by nature, and explore important landmarks of American history, including the American Revolution. On your tour, you will have the chance to visit Orchard House, with tickets included for you to explore the house. Delve into the fascinating literary history of the area by visiting Author’s Ridge and the home of Louisa May Alcott. For the true literary enthusiast, we suggest visiting The Concord Bookshop, where you can even acquire works from all the authors who famously lived in the town!

Free cancellation

Private Plymouth Day Trip from Boston with Historic Stops (opens in a new tab)

8 h

Enjoy a private day trip from Boston to Plymouth with convenient door-to-door transportation and time to explore at your own pace. Depart at approximately 9:00 AM and visit several of Plymouth’s best-known historic locations, including Plimoth Patuxet Museums, Plimoth Grist Mill, Plymouth Rock, Mayflower II, the waterfront, and the National Monument to the Forefathers. Your professional chauffeur provides transportation between stops and may offer brief information about each location. The chauffeur remains with the vehicle and does not accompany travelers inside attractions or provide a formal guided tour. Admission tickets, meals, and attraction-guided experiences are not included unless specifically stated. Because this is a private experience, the timing at each stop may be adjusted to your group’s interests, attraction hours, traffic, and parking conditions. Return to the original Boston pickup location is planned for approximately 5 PM.

Free cancellation

Full-Day Private Tour of Boston with Pick Up (opens in a new tab)

1 6 h

For this private tour of Boston, let us take you to all the emblematic sites of the city. Also, enjoy a view of the famous Universities that Boston holds. This full-day private tour is perfect for you if you have a short time in Boston and want to take advantage of it as much as possible. Pick-up will be set from your hotel in Boston. Your official tour guide and your driver in a private vehicle will be waiting for you to start this 6-hour tour. There will also be some time destined to visit the Universities from the outside. The exact duration of each stop will depend on each tour. Being private, the tour can be customised and the itinerary is just a suggested itinerary.

Free cancellation

Boston Walk Through History Private & All-Inclusive Tour (opens in a new tab)

11 3 h – 6 h

Our Boston Walk Through History Tour will take you to the most historic spots in Boston in one day. If you are looking for a bit of delicious food, some great photos, and a ton of American History, then this is the tour for you. The morning will start with meeting with your friendly local guide. From there your tour will begin as you start your day walking through Boston and exploring the most historic landmarks in Boston. ==== Full schedule 9:00 AM- Meet your guide Park Street Station 9:15 AM- Arrive at Boston Common 9:30 AM- Arrive at Massachusetts State House 10:00 AM- Granary Burying Ground 10:20 AM- Mesmerizing Kings Chapel 10:45 AM- Learn about the Old South Meeting House 12:00 PM- Boston Massacre Site 12:15 PM- Lunch! 1:00 PM- Faneuil Hall Marketplace 1:30 PM- Go to Paul Revere's House 1:50 PM- The Old North Church 2:30 PM- Walk along Griffin’s Wharf 3:00 PM- Get dropped off by your guide at the Boston South Station

Private tourFree cancellation

Boston Private Sightseeing Tour with Daily Chauffeur (opens in a new tab)

1 10 h

With an experienced driver, you can charter a private car for 10 hours to visit the highlights of Boston. If you are not satisfied with the fixed route of the group tour, want to customize the route according to your interests, pay attention to privacy and comfort, and don't want to worry about traffic and weather, then chartering is your best choice. We will stop and wait at the attractions you are interested in, and the length of stay in a certain scenic spot can be arranged by you. We will start from the historic Freedom Trail to gain an in-depth understanding of Boston's unique history, and then enjoy rich food and shopping in Quincy Market. In the afternoon, go to Harvard University and Massachusetts Institute of Technology to feel the atmosphere of the famous schools, and finally relax along the Charles River and enjoy the city scenery. At night, you can also visit Boston Park to fully experience the beauty of Boston.

Free cancellation

Boston to Lexington and Concord Historical Sites Shore Excursion (opens in a new tab)

4 h – 8 h

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.

Free cancellation

Plymouth & South Shore Private Tour from Boston (opens in a new tab)

6 6 h

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.

Private tourFree cancellation

Cruise - Sightsee - Foliage in Boston, on Private Yacht Trinacria (opens in a new tab)

1 3 h – 5 h

Join Captain Riccardo aboard the Trinacria for a Private tour of Boston Harbor & The Harbor Islands. Choices include Sightseeing, Foliage Tours in Autumn or just Cruising. This unique tour is one of the very few available that you & your guests have the boat to yourselves. Most Boston tours are shared. We also allow you to bring your own Food & Beverages on-board, making your trip ultra personalized. We are flexible on pick up locations & are happy to entertain special requests. Book with us & we will do everything we can to exceed your expectations. Tours can last up to 5 Hours depending on activities chosen. Inner Harbor Tours take 2-3 Hours. Plan on being on-board for up to 4 Hours for Lighthouse tours if you choose to see the offshore Lighthouses. We also can preform an Ash Scattering in a burial at sea ceremony for loved ones remains. We attend to filing all required notifications with the US Government free of charge As a reminder Gratuities are not included the price.

Visit Boston & Cambridge: Private Full-Day Driving Tour (opens in a new tab)

6 h

Enjoy the best of Boston, at a relaxed pace on a full-day tour, where you can soak in the local atmosphere in each of the four historic districts you’ll visit. If you have been to Boston before, but have never taken the time to really dig into its rich history, then your guide will happily tailor the tour on the day with you to slow down the pace, skip sites you’ve already seen, and to further explore places which pique your interest. Whether it’s the summer heat, the winter chill, or simply wanting a day to give your feet a rest, this driving tour is the perfect way to explore Boston. In the morning, explore the best of Boston’s four historic districts, seeing both its highlights and the spots often missed by tourists. In the afternoon, you’ll find yourself amongst charming red-brick walls, bloom-filled terraces, and sprawling green quadrangles in Cambridge.