Top New England Private and Luxury - page 24

Traverse your own 'Mini Boston Marathon' - warm up from the Common to Kenmore and then run the last mile of the marathon route across the finish line, all while learning the race’s rich history with a local Boston Marathoner. Learn how the Boston Marathon's revered path and elite status developed and the rich history of those who have graced these hallowed streets since the late 1800s. Discover the Boston Marathon's many historical 'firsts,' why Marathon Monday is the best day of the year (every year!), and how the strength of Boston held the community together in the wake of the 2013 marathon bombing. Run through the Boston Common & Garden, down tree-lined Commonwealth Avenue, to the iconic CITGO Sign - then turn around to follow the last mile of the Boston Marathon route home to the finish line! End in historic Copley Square at the Boston Marathon monument, all while uncovering famous, hidden, and iconic marathon stories along the way.

Download GuideAlong’s self-guided audio tour bundle to make the most of your Eastern USA road trips. As you drive, hear stories play automatically as you explore scenic drives, national parks, lakeshores, and historic parks. This is the ultimate collection of 14 iconic destinations, including Acadia, Blue Ridge Parkway, Catskills, Florida Keys, Great Smoky Mountains, Lake Superior, Outer Banks, Shenandoah, and Vermont’s Route 100. A memorable adventure awaits on America's iconic roads. Enjoy the freedom to explore offline at your own pace, spending more time at places that interest you and bypassing any that don’t. Stories, tips, and directions play automatically based on your location Travel at your own pace Tour offline using GPS. No cell service or WiFi is needed Suggested itineraries for half, full, or multi-day use Buy once, use forever! No expiry, includes free updates Like having a tour guide along for the drive Purchase one bundle per vehicle.

Follow the cinematic trail of CODA and Manchester by the Sea on this scenic 4.5-hour coastal tour through Gloucester and Manchester-by-the-Sea. Step aboard Ruby’s world with a visit to the real "Angela Rose" fishing boat at Rockport Wharf, and stroll through the seaside town where her dreams took flight. Continue along the beautiful Massachusetts coastline to Manchester-by-the-Sea, where quiet streets and sweeping ocean views formed the emotional backdrop of the Oscar-winning drama. Along the way, soak in local stories, film trivia, and photo-worthy moments that bring screen magic to life in these two charming New England towns.

A walking tour and photography workshop in one! Experience a fascinating, in-depth exploration of Salem’s most notorious murder with a local guide. Along the way, a local photographer will help you get some great images of the beautiful historic sites you visit. Join our professional photographer and experienced tour guide Rebecca for a fascinating exploration of Salem’s most notorious murder. The death of aged sea Captain Joseph White was not just a personal tragedy to the families involved. It was a sign of the times that Salem’s identity as a wealthy and successful seaport was sinking into the horizon. The story of the murder became an international sensation and influenced authors Edgar Allen Poe and Nathaniel Hawthorne. **Bring your DSLR camera or Cell phone with extra batteries for this tour! Dive deep into the details of a true crime murder mystery. Take a walk with us!

Experience the stunning beauty of Casco Bay on a personalized intimate (up to 6 guests per trip), public 2-hour powerboat cruise. Whether you're looking for a scenic sightseeing tour, an up-close encounter with Maine’s wildlife or a journey through the region’s rich maritime history, this exclusive charter is designed to provide an unforgettable adventure. Departing from the working waterfront, you’ll glide past busy wharves lined with lobster boats, ferries, and historic brick buildings that reflect Portland’s seafaring heritage. From the start, the mix of city energy and natural beauty sets the tone for an unforgettable journey on Casco Bay. Seals often bask on rocky ledges, ospreys and bald eagles soar overhead, and in the summer months, porpoises sometimes surface alongside the boat. Whether it’s spotting seabirds, breathing in the salty ocean air, or simply enjoying the thrill of the ride, a powerboat cruise from Portland offers both adventure and relaxation in equal measure.

Experience the best of East Coast cities experience that includes three exciting destinations filled with food tours, history walks, and authentic local experiences! With local experts to lead the way, you’ll discover incredible seafood in Boston, visit top historic attractions of Philadelphia and indulge in the world-famous cheesesteak, and enjoy both the culinary scenes of country and city from Amish towns to the Big Apple! During our 7-day tour, you’ll enjoy time with a knowledgeable guide as well as time for yourself to enjoy shopping, exploring, and more good eatin’. History lovers will enjoy the charm of Philadelphia’s Old City and symbols of the American Revolution from the Liberty Bell to Independence Hall. Foodies will fall for Boston’s unbeatable culinary scene, from its lobster to its clam “chowdah”. So leave the driving to us, come hungry, and get ready for an unforgettable East Coast food lover’s adventure!

In Spring and Summer, we offer 5-day guided tours around the state of Vermont. With a maximum of six customers per tour, our Vermont tours are an intimate experience that feels like traveling with a group of friends Note: If flying to Vermont (Burlington International Airport), we ask that you arrive the night before the tour begins. We will pick you up at your hotel in Burlington at 9:00 AM on the first day of the tour.

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.

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.

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 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 immersive self-guided bundle brings together three unforgettable experiences: the iconic Freedom Trail, the hidden history of Beacon Hill’s Underground Railroad, and the chilling ghosts that still linger in Boston’s oldest streets. On this unique Boston experience, you’ll explore the city where revolution began, where courage challenged slavery, and where the past refuses to stay quiet. From historic landmarks and hidden alleys to haunted burial grounds and untold stories, each tour reveals a different side of Boston. No schedules. No groups. Just you, your phone, and the stories that shaped a nation. Perfect for travelers who want flexibility, depth, and a truly memorable way to experience Boston.

This private 45 minute helicopter experience offers an intimate and elevated way to explore Boston’s Skyline and Harbor Islands. Enjoy sweeping aerial views of historic landmarks, sandy beaches, and the city’s iconic waterfront, all from the comfort of a private helicopter. Your pilot provides relaxed, personalized commentary throughout the flight, creating a calm, unhurried experience tailored to your interests. With unobstructed views and plenty of time for photos, every moment is designed to feel special. After landing, unwind in our private lounge with complimentary refreshments before continuing your day. This experience is ideal for couples, families, and guests celebrating something special! Experience highlights - 40-45 minute private helicopter tour over Boston’s skyline and Harbor Islands - Personalized and private experience with an experienced pilot - Stunning aerial views and great photo opportunities - Access to a private lounge with complimentary snacks and drinks

Discover the stories behind Marblehead’s harbor, historic homes, and hidden corners. This small-group walking tour winds through Old Town streets, scenic overlooks, and centuries-old burial grounds, sharing the legends, local feuds, close calls, and surprising moments most visitors never hear about. It’s engaging, personal, and grounded in real history — a lively walk that turns a beautiful town into a place you truly understand.

Explore the fascinating world of oyster farming where a local oyster farmer guides you through an authentic, hands-on experience. Departing from Plymouth’s historic Town Wharf, climb aboard a custom-built oyster boat and venture to the intertidal flats. At the working farm, stroll through the rows of oysters and discover sustainable aquaculture practices. The adventure culminates in a shucking lesson, where you can enjoy fresh oysters straight from the bay. Ideal for food enthusiasts and those curious about shellfish culture, this small-group tour provides a unique connection to New England’s maritime heritage. - Hands-on tour led by a local oyster farmer - Depart from Plymouth’s historic Town Wharf - Learn about sustainable aquaculture and oyster farming - Enjoy a shucking lesson and taste fresh oysters directly from the bay

Unlike typical kayak tours, North of Boston Island Lighthouse Tour is a refined, personalized coastal experience. Your expertly trained guides combine deep knowledge of local history, wildlife, and island landscapes with the freedom to tailor each outing to the day’s conditions and your group’s interests. Expect a relaxed pace, intimate storytelling, and exclusive moments among iconic lighthouses and pristine island scenery—no scripts, no crowds, just a truly elevated adventure.

This private culinary walking tour introduces Boston’s historic districts through authentic regional flavors. You begin in the Blackstone Block where narrow streets reflect early commercial life. Historic taverns and storefronts reveal the origins of local food traditions. At Boston Public Market, you enjoy included tastings that highlight New England specialties. Clam chowder and lobster roll reflect a long maritime heritage. Along the Greenway, modern design meets the path of former trade routes. In the North End, Italian influence shapes a rich culinary identity preserved across generations. At Paul Revere Mall, history connects with daily life in a meaningful setting. The experience concludes along the waterfront where Boston’s maritime past remains visible. Please note: The program and attractions may vary based on booking date/time and crowd conditions ensuring each visit is a unique experience.

Celebrate America's 250th anniversary with a vibrant 75-minute guided history tour in Boston. Follow the footsteps of the founding fathers as you walk the forgotten front lines from the 1776 Siege of Boston. Engaging visual artifacts and a lively soundtrack amplify every step of this walk from downtown to the waterfront. The tour culminates in a festive ceremony where participants blow out 250 birthday candles on a giant Flag Cake, making it a memorable occasion for all. This is an ideal experience for history buffs and those interested in America's revolutionary past. With a maximum of 24 guests, enjoy personalized storytelling that brings history to life. - 75-minute guided tour exploring Boston's revolutionary history - Interactive storytelling with the unique Scroll of Sights™ - Celebrate with a ceremonial cake lighting for America's birthday - Perfect for ages 12 and up, with a maximum group size of 24 guests

Start your experience with a guided tasting at a top local brewery, where you’ll sample a selection of expertly crafted beers. Then, gear up for an adrenaline rush as you test your skills with an hour of axe-throwing excitement—no experience needed, just a sense of adventure! After proving your aim, unwind and celebrate with another round of local brews at a second brewery, soaking in the vibrant flavors and atmosphere. Whether you’re a beer connoisseur, a thrill-seeker, or just looking for a unique outing, this experience promises fun, excitement, and great company!

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.

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.

What sets this experience apart is the combination of intimacy, access, and authenticity. With a maximum of six guests, this is not a crowded tour but a personal, small-group experience where the pace is unhurried and the focus is on enjoying the moment. You’ll cruise on a classic wooden lobster boat, giving you a true sense of Maine’s working waterfront—not a generic sightseeing vessel. The experience is flexible, shaped around your group, the conditions, and what feels right on the day. The highlight is a VIP dockside stop at Young’s Lobster Pound. Arriving by boat, you’ll step ashore away from the crowds, enjoy a live lobster demonstration, and pick up one of their iconic lobster rolls before heading back out onto the water to enjoy it. It’s simple, personal, and exactly how Maine is meant to be experienced

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.

Have some PRE-GAME Fun before the big game at TD Garden. This fun & unique walking tour is part Pizza & Axe Throwing, part History & Photography, and part Beer & Boston Sports! Discover Boston's oldest neighborhood during this exciting (we have the VERY BEST Tour Guides in Boston - check our reviews!) 2+ hour walk. See FOUR Freedom Trail sites, plus enjoy a slice from Boston’s oldest Pizzeria with a brick oven dating back to 1883. Learn about top Boston sports legebds like World Welterweight Champion, Tony DeMarco, and Bobby Orr. Your Tour Guide will also show you historical sites including the Paul Revere House, Old North Church, Bunker Hill Monument, USS Constitution, and Copp's Hill burying ground. Also look for our popular North End Pizza Tour, Historic Pub Lovers Tour and Boston Seafood Lovers Tour.