Top New England Port Pickup in 2026

Join us on a fall adventure to explore Downeast Maine at its peak beauty. This tour will take visitors to hidden small gems to connect with the beautiful coast of Maine and see how locals live here. Your local guide will drive you on a 4 hour ride leaving from Mount Desert Island stopping frequently for sweeping views and bountiful opportunities for pictures. After getting out on coastal Route 1, we will stop at some lookout points to catch glimpses of Bar Harbor from afar. Stopping in MIlbridge for unique ocean views, Cherryfield for the river, and finally head into the hills of Blackswoods for lake and mountain views. Cell service is limited in the Blackswoods Rd. Pickup can be arranged at any local hotel or rental within MDI. Alternatively free parking and pickup is available at the Gateway Visitors Center in Trenton. Your local guide will make sure get the best views of while sharing information about wildlife, landmarks, and what it's like to live in Maine.

Make your way from anywhere in Boston to Portland, Maine hassle-free with this private transfer. Choose to meet your driver at Boston Logan Airport or at your accommodation in the city, and ride in a private air-conditioned vehicle. Stay hydrated with provided bottled water and relax as your driver takes you to Maine.

Spend a day tracing America's Revolutionary story in Boston, Lexington and Concord without the inconveniences of self-driving, buses and crowds on this private minivan tour. Sit back and view the sights as your driver-guide recounts facts and snippets you may not hear otherwise. Highlights include Boston's Paul Revere's House and Tea Party ships, plus Lexington's landmarks and Concord's gems, including the home of 19th-century 'Little Women' author, Louisa May Alcott.

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.

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.

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.

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.

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.

All of our tours are done in a comfortable vehicle with a local driver guide and can be done at your pace. Tours can always be customized to your interests. This particular tour will show you all the main sites of Portland proper and then all of the South Portland lighthouses, including admission to the Portland Headlight at Fort Williams Park. After Portland, you will head on down the highway to Kennebunkport to visit this popular coastal village that former President George W. Bush and family called their summer home. We have a standard routing but being a private tour, we can tailor your experience to you interests.

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.

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.

Get a comprehensive overview of Boston’s key landmarks during this half-day tour of the city. Combine a walking tour with a driving tour to cover more ground than you would if you just did one. See important sights like the USS Constitution, Old North Church, and the Paul Revere House and learn about the city’s history from your tour guide.

Spend a great day in Boston learning about history and exploring all the top attractions! The tour is designed to be fun for the whole family - we have quizzes, we have kid's guides, we have prizes, and we have interactive stops so kids can work off some energy!

Enjoy a private pickup and ride to historic Salem with your guide. Walk the streets where hysteria once ruled, and learn about the Puritan past that shaped daily life in early New England. Uncover the tragic history of the witch trials during a visit to the moving Witch Trials Memorial. Discover Salem's prosperity during the "Old China Trade," when ships sailed to Asia and returned with exotic goods like silk and porcelain, making it one of the wealthiest towns in the early United States and home to the country's first millionaire. See how this era shaped the city beyond the witch trials with a visit to the Salem Maritime National Historic Site. You'll have 1.5 hours of free time to grab lunch and browse for souvenirs, from classic mementos to mystical finds like tarot decks and potion ingredients. Afterward, we'll continue exploring Salem's landmarks before your private ride returns you to Boston.

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.

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).

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!

See all of Boston and Cambridge from the comfort of a heated and air-conditioned modern minivan. This is a half-day driving tour that takes you through every highlight of Boston and Cambridge. The drive 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 mainly driving, however we will (optionally) stop a few times to briefly (5-10 minutes) get out of the car for photo opportunities and a closer look at some sights! Listen to stories about Boston's past, learning about the American Revolution and the city's duality of religious morals and corruption.

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.

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.

This tour includes everything that the "Sea to Summit" and the "Wonders of Acadia" tours have to offer. Then we’ll continue on our journey to the picturesque village of Somesville, and scenic Southwest Harbor. We’ll see Echo Lake, the natural Seawall, and perhaps take the time to explore the oceanside Wonderland Trail. Then we will move on to the iconic Bass Harbor Lighthouse. Start your tour predawn to witness the first sunrise in the USA from Cadillac Mountain Summit!

Experience the beauty of coastal Maine on this private guided tour featuring iconic landmarks, scenic harbors, and charming coastal villages. From Portland travel along Maine’s scenic coastline to the picturesque harbor village of Boothbay Harbor. Walk across the historic Footbridge, built in 1901, and enjoy views of working lobster boats, quiet marinas, and classic New England waterfront scenery. Guests also have the option to enjoy lunch along the harbor at a unique restaurant built from a historic tugboat. With a knowledgeable local guide sharing stories and insights throughout the journey, this private coastal Maine tour offers the perfect blend of history, scenery, and authentic coastal charm.

Explore Martha’s Vineyard with this private tour for up to 6 people that allows you to customize your itinerary to maximize your time. Get picked up at the location of your choice and set out on a tour that includes Oak Bluffs, Edgartown, and the Aquinnah Cliffs. See popular landmarks, including the Flying Horses Carousel, and check out local architecture from Victorian cottages to Greek Revival houses.

Discover the wonders of Acadia with all the sights included in the Sea to Summit tour plus the chance to see so much more of Mount Desert Island! After descending Cadillac Mountain we will head to the one-of-a-kind Somes Sound. We will see more stone bridges, lakes, ponds, streams, cliffs, beaches and coves along the way. You’ll be inspired by the beauty of the Tarn, Hadlock Pond, Eagle Lake, Seal Harbor Beach, Little Long Pond, and the majestic vistas off the cliffs of Cooksey Drive where the rich and famous dwell. You’ll have the opportunity to enjoy the beauty and serenity of Thuya Gardens, and/or Asticou Gardens, before driving the full length of Somes Sound by way of Northeast Harbor. No watching the clock here, we give you extra time to enjoy your day! Expect your tour guide to be dependable, friendly, and adaptable. We care about your experience on Mount Desert Island! Sit back and expect your guide to know exactly where you want to go and what you want to see.