Top Boston Luxury Car Tours

Cover a lot of ground and get a better understanding of the city of Boston with this private driving tour. In the company of your guide, walk the Freedom Trail and learn about the history of the city. Travel in an air-conditioned vehicle to easily see part of the city beyond the historic center.

This half day private car tour is a perfect way to visit the Revolutionary War towns of Lexington and Concord and see the site where the "shot heard round the world" was fired. We'll take the same route as Paul Revere, stopping at the most significant sites along the way to give a detailed account of what and how things unfolded in April 1775. The travel time from Boston to these towns is 45 minutes each way and you'll be in one of our comfortable private vehicles with an experienced, knowledgeable and licensed tour guide.

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.

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.

Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed boat in Boston that gets to and from the whales in the least amount of time possible. Look out for humpback and fin whales, plus Atlantic white-sided dolphins, with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.

From seals and sea lions to sea turtles, seadragons, and stingrays, the New England Aquarium is the place to discover hundreds of different marine animals under one roof—or in one big tank. Check out the four-story Giant Ocean Tank, featuring a brand new coral reef, underwater communications system and hundreds of Caribbean reef animals. Grab an admission ticket and have an unforgettable aquarium adventure.

Visit Martha’s Vineyard on a day trip from Boston to experience the island beauty without the hassle of booking ground and ferry transport. From hotel pickup and drop-off to included ferry tickets, snacks, water, and sightseeing maps, this Martha’s Vineyard excursion is designed for maximum time exploring, with the option to upgrade and include a guided tour of the entire island aboard a high-top, small-group van and explore all six towns on the island, indulge in lunch, and spend more time learning about scenic New England.

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.

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.

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore the world-famous Boston Harbor and see the city’s historic sites while listening to live commentary on board, from tales of the Revolutionary War to local legends. While you cruise, enjoy views of the city skyline as well as the Boston Harbor Islands, USS Constitution (“Old Ironsides”), and the Bunker Hill Monument.

Hop into a duck boat—s renovated World War II amphibious vehicle—for a comprehensive city sightseeing tour of Boston. Pass Boston Common, Quincy Market, the Celtics' home turf at TD Garden, and much more. Then splashdown into the Charles River for a view of the city by boat. Learn all about Boston's history and landmarks as you go.

Plymouth Colony comes to life in our recreation of early Plymouth, complete with timber-framed houses furnished with reproductions of the types of objects that the Pilgrims owned, aromatic kitchen gardens, and heritage breeds livestock. At The Patuxet Homesite, learn about the Indigenous heritage of the 17th-century lifeways of a culture that continues to thrive today. At the Craft Center, located in close proximity to the 17th-Century English Village, you will learn from a variety of skilled artisans and museum historians. Mayflower is an iconic symbol of freedom. Of the hundreds of ships that made the transatlantic crossing in the 1600s, she is the ship we remember. At our reproduction of the Plymouth Colonists’ original 1636 grain mill on Town Brook, take a fascinating look at the mill’s history and workings, from the 200-year-old millstones grinding corn to the ecology of the brook that has powered mills throughout the centuries.

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.

We'll see the sights on Boston's Freedom Trail and get a closer look by leaving the car and walking inside some locations (depends on day and hours of operation for some sites). We'll have time to go aboard the USS Constitution (closed Mondays). A close-up experience in the oldest neighborhoods of the North End, Beacon Hill, School Street, and Charlestown. Look at places of events and the people from different periods of the settlement of Boston, and the American Revolution. If weather isn't favorable, we can revise the walking portions according to your wishes. A favorite stop is Faneuil Hall, the Great Hall Meeting Room and the Ancient and Honorable Artillery Company Museum (hours vary).

Discover the best of Boston, without the rush of a large group, and see the sights that interest you most on this private tour. Board your vehicle along with your group and explore key landmarks in the comfort of an air-conditioned vehicle. See Harvard University, Fenway Park, the Boston Public Library, Beacon Hill, and much more while listening to commentary from your driver about Boston’s history.

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.

Why Choose Boston Pro's Private Historic Tour? Luxury Experience: Our luxury SUV ensures a comfortable and stylish exploration of Boston's best attractions, including a scenic drive along the picturesque Waterfront. Customized Itinerary: Enjoy the flexibility to customize your tour. Whether it's spending more time at Harvard, MIT, or lingering in the charming streets of Beacon Hill, the itinerary is tailored to your preferences. Photo Opportunities: Our tour is designed for avid photographers. From the iconic Acorn Street to the scenic views along the Waterfront, every moment is a photo opportunity that captures the essence of your Boston experience.

If you've always wanted to visit this infamous town, then let's do it during your visit to Boston. This half day Boston to Salem tour consists of: - Downtown Boston pick up, ~45 minute drive to Salem - Stories of what happened before, during & after the Salem Witch trials - Walking tour of movie scenes, sites and fun facts of Salem - Go into one of the main Salem attractions (entry fee not included, and availability not guaranteed) - 45 minute drive back to Boston If you'd rather skip going into any of the sites, we use that time to take you to Marblehead for some amazing ocean views. The return journey and tour is 4 hours, we're happy to customize it to accomplish the things you're most interested in.

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 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.

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.

Step into the spotlight of an exclusive cinematic adventure with our Luxury VIP Flight over the mesmerizing backdrop of Boston. This isn't just a tour; it's a finely curated experience that unfolds like scenes from a blockbuster. Arriving at our lounge in style where refreshments will await. Shortly after, imagine boarding your private helicopter, where the city unfolds beneath you, revealing the breathtaking Boston skyline in a sequence of panoramic views. Traverse the Seaport District, gaze upon the iconic Hancock Tower, and relish the Prudential Tower—all accompanied by the expertise of your personal pilot ensuring a seamless and extraordinary flight in first class. Following your exhilarating flight, unwind in our VIP lounge—a sanctuary of refined elegance that offers a perfect conclusion to your airborne escapade. Here, complimentary premium snacks and beverages await. Our Luxury VIP Flight promises an intimate and tailored experience above the Boston skyline.

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.

Travel back in time, to the early years of the United States of America, during this guided walking tour of Boston’s Freedom Trail and beyond. Relive the events of the American Revolution as you pass Faneuil Hall, see the Old and New State Houses, and visit the setting of the infamous Boston Massacre. Then head downtown past Boston Common and the modern John Hancock Tower, finishing in Copley Square.