Top New England Private Sightseeing Tours - page 12

Our tour will start at the Lowell National Historical Park Visitor Center, pass by the places that shaped Kerouac’s childhood, inspired his writing, and welcomed the wild energy of the Beat Generation. You’ll get a chance to see his park, his typewriter, the mill his parents worked at, the high school he played football, the library he often frequented and the bar he spent much of his time writing stories. Go at your own pace, anytime. The tour is hands free, and plays as you walk.

Experience the beauty, history, and charm of coastal Maine on this full-day adventure from Portland. Plan for 10–12 hours, with about three hours of travel each way. Scenic and photo stops break up the drive, but the main focus is exploring the Acadia area and Bar Harbor. We’ll begin with a journey into one of Maine’s most scenic regions, known for rugged shorelines, crashing waves, sweeping overlooks, panoramic summits, and crystal-clear lakes. Next, enjoy two hours in Bar Harbor—savor fresh seafood or a lobster roll, browse shops and galleries, grab ice cream, or stroll the waterfront and take in the views. We’ll also visit the Fort Knox–Narrows Bridge Overlook for striking views of its soaring towers and the Penobscot River, then make a final stop in Bangor for a photo of Stephen King’s home—famous for its deep red Victorian style and eerie wrought-iron gates. By day’s end, you’ll have experienced a rich mix of coastal beauty, history, and pop-culture highlights.

Boston’s revolutionary spirit didn’t emerge overnight. It was forged through years of defiance, from merchants smuggling wine, to ropewalkers brawling with British soldiers. On this walking tour, you’ll find out how everyday acts of resistance transformed colonial Boston into the birthplace of the American revolution. You’ll also uncover the gritty reality behind the propaganda and myths taught in textbooks. The tour starts at Long Wharf, once the longest in the Western Hemisphere, where 4,000 British troops landed in 1768 to discipline a rebellious city. You’ll walk through the North End, past John Hancock’s counting house where nervous redcoats fumbled musket balls. Along the way, you’ll hear how Hancock beat smuggling charges, and discover why Puritans refused to name their horses.

A private crossing focused on observing gray and harbor seals at a relaxed pace, with only your group aboard. With time to linger where conditions allow, this trip is guided by tide, weather, and respectful distance from wildlife. Ideal for families, photographers, and anyone who wants a quieter, more personal seal-viewing experience. Up to 6 passengers total.

A quick helicopter charter from Boston to Chatham offers a unique way to explore Cape Cod. Enjoy a scenic flight along the Massachusetts coastline, avoiding over three hours of traffic while landing in the charming heart of Chatham. Spend four hours discovering boutiques, dining, and relaxing on the beach before returning. This private flight experience includes personalized customer support and the option to extend your stay. Perfect for couples, friends, or small groups seeking an unforgettable day trip.

Step into the pages of American history on this private 6.5-hour day trip from Boston to Lexington and Concord—the legendary towns where the American Revolution began. With a passionate local guide and comfortable private transport, you’ll explore battlegrounds, colonial taverns, and historic trails that tell the dramatic story of the nation's birth. But that’s just the beginning. In the second half of the tour, you’ll shift from muskets to manuscripts as you explore Concord’s literary legacy, visiting the homes, graves, and favorite haunts of great American authors like Louisa May Alcott, Thoreau, and Emerson. It’s a perfectly balanced journey of history, nature, and culture—crafted just for you.

This is the only karaoke experience in Bar Harbor that takes place outdoors with a live ocean view as the backdrop. Guests sing clean, family safe songs while reading the lyrics on a large fifty inch projection screen mounted on a custom trolley style pedicab. Instead of a dark indoor bar or a crowded stage, you get fresh ocean air, boats drifting in the harbor, islands in the distance, and one of the best sunset spots in town. The location at the end of the pier creates a scenic open air stage that you cannot find anywhere else in Bar Harbor. It blends music, coastal views, and a relaxed community atmosphere in a way that feels memorable and different. Travelers of all ages can enjoy it, and it works equally well for families, couples, and friend groups. No other experience offers this combination of fun karaoke energy and natural Maine beauty in the same setting.

Discover the perfect blend of Boston's revolutionary history and its vibrant modern pulse! Join me for a sophisticated journey through gas-lit streets and hidden contemporary gems. This isn't just a walk through the past—it’s an insider’s look at the prestige and daily life of the city today.

Salem is one of America’s most storied cities. On this relaxing self-guided audio tour through the city’s historical heart, you’ll discover its enchanting past. You’ll weave past colonial architecture to see the city’s maritime heritage, and hear about its literary giants. The tour starts at the Washington Arch in Salem Common, the birthplace of the National Guard. You'll explore the city’s charming streets and waterfront before circling back to where the beloved movie Hocus Pocus was filmed. Along the way, you’ll hear fascinating stories about the characters who shaped Salem’s history – from Englishman Roger Conant, who established the settlement in 1626, to novelist Nathaniel Hawthorne, whose legacy lives on in the city’s streets and buildings. As you walk, I’ll tell you all about Samuel McIntire, our most famous architect who was active in the late 1700s and early 1800s. I’ll also point out several examples of his work along the route.

Discover Maine's picturesque coastline on the South Coast Tour, featuring iconic locations like Nubble Lighthouse and the charming villages of York, Ogunquit, and Kennebunkport. Enjoy breathtaking ocean views along Marginal Way, savor the freshest New England clam chowder, and indulge in delicious Maine lobster. This private driving tour, lasting 6.5 hours, is perfect for couples, families, or groups, with flexible pick-up options along the coast. Whether you're an avid photographer or a history enthusiast, the knowledgeable guides will tailor the experience to your interests, ensuring a memorable adventure along Maine's stunning shores. Explore coastal gems including Nubble Lighthouse and Perkins Cove Enjoy lunch featuring Maine lobster along the water Private tour accommodating up to 5 passengers. We have larger vehicles at an additional cost. Guided experience with insights into local history and culture

There’s nothing like fall in Vermont! The crisp air, the burst of color from maple leaves, and sunlight filtering through the trees make every back road feel like an adventure. Be sure to check out the Vermont Wayfinders website for more information on tours and availability, including add-on options like heading to the top of Killington or going for a horse-drawn carriage ride. Your curated tour takes you through the most scenic routes during foliage season. Whether you’re looking for panoramic views, covered bridges framed by colorful leaves, or charming villages bursting with fall vibes, we put together each itinerary to give you the ultimate Vermont fall experience. Tour Highlights: - Breathtaking foliage views from iconic overlooks and winding back roads - Visits to cozy Vermont towns - Stops at local farms, breweries and hidden vistas - Chances to wander near fields and forests and capture postcard-worthy photos

Marblehead’s Old Burial Hill Cemetery is one of New England’s oldest and most atmospheric burial grounds. It’s also more than a simple graveyard. On this self-guided audio tour, you’ll learn how to decode this cultural archive, where you’ll find headstone motifs with everything from Puritan death symbols to Roman-inspired willows and urns, reflecting changing religious attitudes over the years. Starting at the historical Redd’s Pond, you’ll learn about Wilmot ”Mammy” Redd, the only Marblehead resident executed during the 1692 Salem witch trials. From there, you’ll climb terraced pathways to see panoramic views of Marblehead Harbour and its iconic lighthouse. You’ll also hear about moments in American history that shaped this coastal community, including maritime disasters and the Revolutionary War.

Delve into Boston's shadowy history on this crime-themed walking tour. Led by an engaging local guide, explore sites like the Boston Massacre Site and South Boston Waterfront while hearing gripping tales of infamous mobsters and serial killers. This tour offers a unique perspective on Boston’s history, perfect for true crime enthusiasts and curious travelers alike. With a duration of approximately 2 hours and 20 minutes, this private tour is an intimate experience. The guide can also provide a "director's cut tour" if the guest would like, adding additional stops and stories not included in the public tour. - Discover Boston's notorious crime history through captivating stories - Visit key sites including the Boston Massacre Site and South Boston Waterfront - Ideal for true crime fans and those looking for a unique city experience - Small group size ensures personalized attention from your knowledgeable guide

Join us on an adventure to explore the “quiet side” of MDI. This tour will take visitors to hidden small gems where connecting with the beautiful coast of Maine and seeing how locals live here. Your local guide will drive you on a 4 hour ride around Mount Desert stopping frequently for sweeping views and bountiful opportunities for pictures. This tour will not enter Acadia National Park, but instead focus on the less explored parts of the island.

Welcome to Martha's Vineyard, the storied island off Cape Cod that has captivated visitors for generations with its windswept beaches and fiercely independent spirit. This self-guided tour takes you across the island's six unique towns, each with its own character. Begin in bustling Vineyard Haven, where ferries have delivered travelers since the whaling era, then explore Oak Bluffs and its fantastical Victorian gingerbread cottages painted in every color. Drive to elegant Edgartown, where sea captains' houses line streets unchanged since the 1800s. Journey west to witness the dramatic clay cliffs of Aquinnah, sacred to the Wampanoag people who have called this island home for over ten thousand years. Discover quiet fishing villages, pristine wildlife sanctuaries, and the rolling farmland that gives the Vineyard its bucolic countryside charm. From presidents and literary legends to fishermen and farmers, this island attracts those who value beauty, solitude, and community.

Discover the beauty of Maine's coastline on a private sailing adventure that includes an exclusive walking tour of the restored Wood Island Lighthouse. This unique experience allows you to sail aboard a beautiful 40′ sailboat while enjoying fascinating stories about the rich history of Saco Bay. After sailing, disembark at Wood Island to explore the lighthouse and Keeper's House, culminating in a climb to the lantern room for breathtaking views. Perfect for families and friends, this tour accommodates up to 6 passengers and includes insights from knowledgeable guides. - Private sailing tour for up to 6 guests - Exclusive access to Wood Island Lighthouse and its Keeper's House - Learn about Maine's maritime history from experienced guides - Ideal for all ages; children must be 10 or older to ascend the lighthouse tower – Alternative pickup available in Biddeford for added cost, saves 40 min of driving, contact us for availability

This private car tour is a special edition Rev War 250 tour. We've combined a few lesser known, yet hugely significant Revolutionary War sites in Boston, with the main events in the towns of Lexington and Concord in to a half day tour. Starting in Boston we'll take you to sites where very few tours go and give context to events leading up to the outbreak of the war. Then onto Lexington and Concord to see the towns 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 giving a detailed account of events of April 1775. The itinerary gives the list of sites we'll visit, timings are flexible and the 4 hour tour time includes travel to and from Concord. This tour is perfect for those groups who have limited time available in Boston or groups who have different degrees of interest in the history of that time.

On our Secret Food Tour: Boston – Harvard & Cambridge, you'll escape the hustle and bustle of downtown to explore a charming New England college town just across the river. Our experienced guides will lead you on a historic adventure past stately brick buildings and ivy-covered walls, the heart of America’s most famous university—Harvard. Along the way, you’ll hear stories of some of the area’s most notable former residents, including Julia Child, Bill Gates, and Mark Zuckerberg, while savoring delicious delicacies at some of their favorite former haunts. Throughout the experience, you'll discover why the Puritans chose this spot to establish one of the country’s first cities—and why its charm still endures today. Harvard Square isn't just a backdrop to a renowned university; it's a cornerstone of American history. As a private tour, everything works around you! It's a much more intimate and cozy experience.

Discover the essence of Newport on the Signature Private Newport Tour, a curated journey through the city's iconic landmarks and stunning coastal scenery. This refined tour offers a seamless experience, showcasing historic districts, architectural marvels, and scenic avenues, all while ensuring premium comfort and visibility. With elevated storytelling and insights, guests gain a comprehensive understanding of Newport's rich heritage in a luxurious atmosphere. Ideal for travelers seeking a sophisticated overview of the city, this tour promises an immersive experience without the need for customization or routing changes. - Enjoy a private, curated tour of Newport's highlights - Experience iconic landmarks and coastal views in comfort - Benefit from expert storytelling and insights during the tour - Depart from a central pickup point for easy access

In this immersive 4-hour experience, we will discover the best of Both Worlds: Historic Boston and Harvard University. While we explore the legendary Freedom Trail, we will also dive into the hidden gems and prestigious academic life that make this region so captivating. Your journey begins at Faneuil Hall and Quincy Market, where we step back in time to the dawn of the American Revolution. We will visit iconic landmarks including the Old State House, Old South Meeting House, and King’s Chapel. However, we are not staying only in the past. We will also wander through the gas-lit streets of Beacon Hill, home to some of the most beautiful architecture and prestigious history in the United States. This tour is great for history lovers, first time visitors, Travelers who are looking for the most "Instagrammable" spots in the city , Cultural Explorers, multi generational families. Join me to make this day a very special highlight of your travels.

Skip the crowds and set sail to Plymouth’s hidden coastal gems with our Beach Ferry to Browns Bank and Long Beach. This isn't your typical beach day—our quick, scenic ride whisks you across the harbor to remote stretches of sand only accessible by boat. Whether you're looking to explore the tidal sandbar at Browns Bank or relax on the quiet shores of Long Beach, our ferry offers a fun, fast, and unforgettable way to experience Plymouth’s natural beauty. With multiple departures throughout the day and round-trip service, it’s the perfect adventure for families, couples, or solo travelers craving a more adventurous beach day.

Set sail on a memorable half-day private cruise aboard the beautifully appointed vessel CAMELOT, designed for up to 6 passengers. This exclusive experience lets you explore the stunning Newport coastline, reminiscent of the Gilded Age, as you enjoy the sights of sailboats and seagulls. Pack your favorite picnic items and beverages to enjoy during the cruise, making it a perfect outing with friends or family. - 3.5-hour private charter for personalized exploration - Licensed captain included for a safe and enjoyable experience - Complimentary bottled water provided - Dress comfortably and prepare for the weather

8 hours to explore Downeast Maine. This tour will pick up at your accommodation and spend the day venturing down Rt 1, stopping in Milbridge, our destination Jonesport and Beals Island where you can see what makes this rural part of Maine unique and take in the beauty so few get to see. The tour will include a picnic lunch with local seasonal foods highlighted. Plenty of stops along the way to see the many landscapes of Downeast Maine and visit places so few tourists get to experience in this beautiful part of Maine. Will pickup at any hotel, campground, or Airbnb within Bar Harbor, MDI, or Trenton. Blue van will stop at main entrance for pickup. Additional stops will be added depending on each groups interests. There are many hidden gems to be found along route 1 for many kinds of travelers. Antiques, ice cream, and scenic outlooks may be some of the highlights that catch out eyes.

This private historical tour explores landscapes where American independence began. You travel from Boston into regions shaped by early revolutionary action. In Boston, streets reveal the tensions that led to political transformation. Cambridge introduces academic traditions that influenced national thought. At Harvard Yard, historic buildings reflect centuries of intellectual legacy. Lexington Green presents the quiet field where the first conflict emerged. What moment transformed protest into revolution? At Old North Bridge, you stand where resistance took form. Walden Pond offers a reflective setting linked to classical American literature. Orchard House connects you to literary heritage shaped by cultural identity. Private transport allows a smooth journey through these historic regions. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.