Top New England Private Sightseeing Tours - page 3

See some of Maine's most picturesque scenery with this private full-day tour from Portland. Your driver will pick you up at your hotel or vacation rental and take you out for a day of exploration, stopping by coastal towns, iconic lighthouses, viewpoints, and other areas of interest along the way.

Taste your way through the vibrant streets of Provincetown on a relaxed walking food tour blending local tastings with rich cultural history. Led by a local guide, this 3-hour experience features multiple stops at locally loved restaurants and hidden gems. Guests will enjoy three savory tastings, an alcoholic drink (or non-alcoholic option), and dessert while exploring Provincetown’s thriving arts scene, Portuguese fishing heritage, waterfront history, and legendary free-spirited culture. Along the way, you’ll visit MacMillan Pier, Commercial Street, the Pilgrim Monument bas relief, Provincetown’s famous art alley, and Bubala’s by the Bay during its final season after decades as a waterfront favorite. From harbor views to lively streets full of personality, this experience offers the perfect mix of food, history, storytelling, and local insight.

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.

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.

Skip walking and sightsee while seated with a guide to provide commentary and recommendations on this private pedicab Provincetown tour. Board your open-air pedicab with your bicycle-pedaling guide and glide around the Pilgrims’ First Landing Park and Commercial Street where you’ll feel the town’s vibe in a way that’s difficult from inside a vehicle. Then, visit dune-backed Herring Cove beach before a drop-off near the Long Point shuttle—handy for continuing your sightseeing. A souvenir Polaroid photo is included.

Explore scenic Newport, Rhode Island at your own pace with this private self-guided driving tour. Listen to enriching background on iconic historic mansions like Bellevue House, the Elms, and the Vanderbilt estate The Breakers. Visit public beaches and parks while following an offline GPS map with customer support. Enjoy lifetime access to the tour for use anytime on any trip.

Explore Martha’s Vineyard efficiently on a private tour designed for travelers with limited time. This narrated drive offers a personalized overview of the island’s towns and scenic coast without navigating on your own. Learn local history and context from a dedicated guide while traveling comfortably between key areas, making the most of a short visit ashore.

Witness the stunning transformation of Boston as the sun sets during this popular helicopter tour. Soar above the Boston Harbor Islands and the iconic skyline, capturing breathtaking views of the vibrant city and serene ocean from the sky. Trusted by thousands of guests and backed by over 1,000 five-star reviews, this experience is carefully designed to capture THE BEST sunset over Boston. Your skilled pilot will ensure a personalized experience, while you enjoy opportunities to take incredible sunset photos. After your flight, relax in our lounge with complimentary snacks and beverages while you digest the INCREDIBLE views. - 45-minute sunset helicopter tour over Boston’s Skyline and Harbor Islands - Private helicopter experience - The only way to experience a west-coast-style sunset as the sun sets directly behind Boston’s skyline. - Enjoy complimentary refreshments in our lounge - Incredible golden-hour and sunset photo opportunities

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.

See all Boston's most important sights in a six hours, private, guided city tour, in a comfortable vehicle. If you value, time, privacy, comfort and would like to have a good overview of the city of Boston, Lexington and Concord at your own convenience and pace, we are the right choice for you. We will drive by or stop and wait at the sights you are most interested in. Our tour is totally customizable and our priority is to please you, not keep a schedule.

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.

Learn all about Salem's dark history and the witch trials at your own pace with this private, self-guided audio tour. Start and complete the tour whenever it suits you, enjoying offline capability and stories that play automatically via your phone’s GPS. Includes a full itinerary, tips, photos, and videos. Lifetime access lets you use the tour anytime, on any trip.

Ready to taste Ptown? Lace up for a 2-hour trek through history and coastal rebel lore. You’ll track the footsteps of Anthony Bourdain and dive into the bohemian scene that made this fishing village the birthplace of modern American theater. Find out where the Provincetown Players launched, where an undiscovered Eugene O’Neill staged his first plays. Alongside O'Neill, trailblazing writers like Susan Glaspell, Edna St. Vincent Millay, and John Reed fueled the town's creative fire. Over the decades, icons like Tennessee Williams, Norman Mailer, and poet Mary Oliver drew inspiration from the salt air, while acting legends like Marlon Brando and Bette Davis graced local stages early in their careers.End your journey at Vorelli's Restaurant, a beloved local classic. Sit back, relax, and reward your feet with the ultimate Cape Cod feast: a massive, chunky lobster roll, a rich, creamy cup of New England clam chowder, and a refreshing non-alcoholic beverage of your choice and a ice cream cone

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.

Forget the crowded hop-on, hop-off buses and rushed group tours where you're just another face in the crowd. Picture Boston is a completely different kind of city experience — intimate, immersive, and carefully curated for people who want to feel this extraordinary city truly. Fully narrated by one of Boston's own expert local guides, you'll glide through neighborhoods rich with history, step out at the city's most photogenic corners, and leave with both a deeper understanding of Boston — and a camera roll that will leave your friends speechless. Whether you're visiting for the first time or rediscovering the city you call home, Picture Boston will show you something you've never seen before.

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.

On this smartphone-guided adventure, you'll see Portland’s historic streets and discover its stories. Go at your own pace, anytime. The tour never expires. The tour is professionally produced with pro narration and music. It's location-aware walking step by step through the city. You’ll see the cobblestones streets, wharf street, Henry Wadsworth Longfellow’s home, stops on the underground railroad, city hall, exchange street, the lobster square, historic buildings, and the best spots to eat, including the best donut shop ever. Really, it’s that good. You'll hear the stories of Portland, Anna Kendrick’s favorite hangs, Longfellow’s history, stories of lighthouses, adventure, prohibition, bootleggers, the underground railroad, Japanese mailboxes, the revolution, colonial times, and much more.

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.

On this walking tour, we’ll explore the city’s significant role in the Underground Railroad and the individuals who helped shape its fight for freedom. The tour is self guided on our walking tour app. It's hands free, plays as you walk and you can go at your own pace, anytime, it never expires. You’ll walk through historic streets where ordinary citizens took extraordinary risks to assist those escaping slavery. We’ll visit former homes, churches, and workplaces that served as safe havens and meeting places for abolitionists, reformers, and community leaders. Each stop demonstrates how Portland’s waterfront and neighborhoods became centers of courage, compassion, and quiet resistance. Let’s start our journey at the Mariner’s Church Banquet Center, a landmark that saw both Portland’s growth and its dedication to justice.

An exclusive cruise aboard the beautifully appointed vessel Camelot along the enchanting Newport coastline. Watch sailboats race by, seagulls soar overhead and the sun glisten across the water while you sit back and enjoy the ride. Experience why the New York City elite made Newport, Rhode Island their summer get away during the Gilded Age in a classic picnic boat that reminds you of something from the 1920's. You are welcome to bring food or beverages on your cruise.

Explore the beauty of the scenic Kancamagus Highway in the White Mountains with this private self-guided audio driving tour from Woodstock or Conway. Enjoy the flexibility to travel at your own pace, hands-free functionality, and offline access, so you can use the app even in remote areas. Includes full itineraries, travel tips, audio guide, videos, and text.

A historic coastal Maine town, a classic national park: this self-guided experience gives you an opportunity to experience both the city of Bar Harbor and Acadia National Park. You’ll download a tour guide app that provides both a walking tour of Bar Harbor and a driving tour through nearby Acadia National Park. Follow the loop around the park then explore Bar Harbor’s history as you pass by centuries-old buildings.

If you want to explore Salem's haunted history without getting lost in the crowd, go at your own pace with an affordable, self-guided smartphone tour. Simply download the touring app to your phone, and start and stop the tour on your own schedule as the pre-recorded narrator shares the history of haunted locales like the Ropes Mansion, Salem Witch House, and Old Burying Point Cemetery, where many witch trial victims were laid to rest.

Explore the stunning coastline of Maine on a private scenic cruise. This intimate adventure allows up to 6 guests and offers personalized experiences, from observing marine wildlife like seals & porpoises to capturing views of picturesque lighthouses. You can navigate the Saco River while enjoying charming coastal towns & scenic beaches. Led by licensed Maine Guides, this tour provides insights into local ecology & conservation efforts, ensuring an enriching outing for all ages. Book your private charter for an unforgettable day. - Private cruise for up to 6 guests, ensuring a personalized experience - Choose your vessel: options available for 27' or 31' boats - Customizable itinerary with options for wildlife sightings & lighthouse views - Options available for 2 & 4 hours - both day and sunset excursions - Knowledgeable guides share insights on Maine's marine ecosystems – Alternative pickup available in Biddeford for added cost, saves 40 min of driving, contact us for availability