Top Massachusetts Sightseeing Tours - page 12

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 cruise is a perfect end to your day. Sit back, relax and breathe in the sea air while taking in the sights and sounds of Boston harbor under the Full Moon.

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.

Go on a discovery tour of Boston. Discover the most important and famous locations of the city. Search for the city's treasures with your family or friends. Can you complete the assignments? Will you get the top score in the city? This E-scavenger hunt will give you a fantastic day in Boston. Decide for yourself when you start, pause and end. It's your party only and you'll get to know the city in a unique way. Instructions for starting the tour will be given after booking. You can do this tour whenever you choose.

Witness the breathtaking Boston Harbor skyline and many landmarks from the unique perspective of the harbor. We are one of the only Private Sunset Cruises in Boston. The Boat will only have you, your guests and our crew. We will provide complimentary Water and Soft Drinks. You are welcome bring you favorite food and Beverages on-board to enjoy during your cruise. As a reminder Gratuities are not included in your fare. This Tour runs over a 10 to 12 mile loop of the harbor which takes 2 Hours and 30 Minutes. You will have plenty of time to take photos and make lasting memories. we travel at a slow rate of speed and the cruise is very enjoyable. AS THE DAYS GET SHORTER Start and end times will be modified in order to coincide with sunset times. TRIP MAY BECOME LESS THAN 2.5 HOURS Trip ends 30 minutes after sunset in Aug/Sept.

Step back in time and explore the heart of Boston on this guided small-group walking tour, where history comes alive through iconic landmarks and stories of America’s fight for independence. Begin at the Bunker Hill Museum, where you’ll uncover the story of the Battle of Bunker Hill and its crucial role in shaping the Revolutionary War. Continue to the legendary USS Constitution, the world’s oldest commissioned warship still afloat, and hear heroic tales of early naval victories that earned her the nickname “Old Ironsides.” Round out your experience with a scenic Boston Harbor Cruise, offering panoramic views of the city skyline and historic waterfront as you relax on the water. With expert local narration and a small-group setting, this tour offers the perfect balance of history, culture, and stunning scenery for an unforgettable Boston adventure.

Explore the beauty of Martha's Vineyard on an electric bike tour designed just for you. It offers unique experiences tailored to your interests: secluded beaches, historic farms, the iconic Gingerbread Houses, and more. Let us take you there. Choose 4-6 hour private tour, where every detail is curated to ensure you see a few of the island's gems: lighthouses, Downtown Edgartown, Oak Bluffs, Chappaquiddick. Or call us and inquire about our 3-day Tour De L'ile for an in-depth adventure across the island's six towns. All tours include e-bike use, helmet, water, snacks, and admission to select attractions. - Explore top attractions like the Campground Cottages in Oak Bluffs and Chappaquiddick Island. - Private tours available for groups up to six riders, ensuring a personalized experience. If you have more riders, give us call a week in advance and we will try to accommodate you.

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

Cruise Boston’s South Shore in a classic 1979 VW Beetle on a relaxed coastal driving tour. Enjoy ocean views, seaside towns, local stories, and hidden spots—with lunch included at Scituate Light.

Comfortable Roundtrip Tour from your hotel in Boston to Merrimack Premium Outlets - plays host to luxury boutiques and stores selling everything from clothes and accessories to cosmetics and home essentials. Its world-class boutiques showcasing collections from prestigious local and international designers make for a truly memorable shopping experience. Add to all these a unbeatable prices, and a handful of trendy cafés and restaurants, and what you’ll get is one of the best shopping destinations in and around the Boston. After you finish your shopping you will be picked up and will be delivered directly to your hotel in Boston. All our vehicles are fully licensed and insured. We are happy to provide child seats in our cars for all ages upon request. Vehicles are clean inside and outside; our drivers are well-dressed and unfailingly attentive to our guests. They speak English. They will greet you with a name sign and will help with luggage.

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.

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.

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

Acadia was the main resort for 19th-century American billionaires, including the Rockefeller, Carnegie, and JPMorgan families. Enjoy the beautiful landscapes and vistas throughout the park. Visit the Portland Lighthouse and experience the beauty of the Portland coast. In-depth visit the Acadia National Park In-depth and hiking on the Cadillac Mountain. Visit Maine's top-rated tourist attractions - Bar Harbor. Take the Acadia Nature Cruise to explore the local ecology and watch the habitat of wild seals. Taste the local specialties of Bar Harbor - Lobster meal, Lobster ice cream, Blueberry Soda, Blueberry pie.

This private ghost walking tour reveals Boston’s darker historical legacy. Evening shadows fall across streets shaped by centuries of change. At the Omni Parker House, stories reflect a refined past with mystery. In Granary Burying Ground, encounter resting places of early American figures. What secrets remain among these ancient stones? The Cathedral Church adds a solemn and spiritual presence. Boston Common recalls moments of public justice and transformation. Architectural landmarks stand silent as history unfolds in the night. Each step reveals a deeper layer of cultural memory. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

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

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.

Step into the storybook of American history on this 7-hour private tour through the iconic streets of Boston and Cambridge. From the cobblestones of Beacon Hill to the hallowed halls of Harvard, this experience blends revolutionary history, architectural beauty, and vibrant culture into one unforgettable day. Led by a knowledgeable guide and traveling in a comfortable, air-conditioned minivan, you’ll explore historic landmarks, charming neighborhoods, and world-renowned universities. With coffee and a cannoli to start your morning, and plenty of stops for photos, exploration, and a relaxed lunch, this tour is the perfect way to get to know the soul of New England.

This private culinary and historical walking tour reveals Boston’s revolutionary heritage through its enduring food culture. You begin at Quincy Market where colonial trade once shaped daily life. The atmosphere reflects a marketplace tradition that dates back centuries. At Boston Public Market, regional flavors present a refined introduction to New England cuisine. Along the Freedom Trail, each step connects you to defining moments of early American history. What stories shaped the path toward independence? In the North End, culinary traditions reflect generations of Italian heritage. Historic streets preserve both cultural identity and architectural character. The journey concludes near Old North Church where a signal once altered the course of history. Please note: The program and attractions may vary based on booking date/time and crowd conditions, ensuring each visit is a unique experience.

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).

Join Captain Riccardo aboard the Trinacria for a Private tour of Boston Harbor & The Harbor Islands. Choices include Sightseeing, Foliage Tours in Autumn or just Cruising. This unique tour is one of the very few available that you & your guests have the boat to yourselves. Most Boston tours are shared. We also allow you to bring your own Food & Beverages on-board, making your trip ultra personalized. We are flexible on pick up locations & are happy to entertain special requests. Book with us & we will do everything we can to exceed your expectations. Tours can last up to 5 Hours depending on activities chosen. Inner Harbor Tours take 2-3 Hours. Plan on being on-board for up to 4 Hours for Lighthouse tours if you choose to see the offshore Lighthouses. We also can preform an Ash Scattering in a burial at sea ceremony for loved ones remains. We attend to filing all required notifications with the US Government free of charge As a reminder Gratuities are not included the price.

This private car tour is the perfect way to see Boston & Cambridge in a half day. You'll get to see all the sites on the Freedom Trail, pausing at some of the city's most significant sites. We'll 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 the history and significant buildings on the campus 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. All guides are fully licensed and approved Boston tour guides, driving luxury and livery insured vehicles. Downtown Boston pick up and drop off included.

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.

90min BYOB Boston Harbor Cruise. Pedal as much as you want or just relax and enjoy the amazing harbor views. Bring Your Own Beverages, Food and Music. We provide coolers with ice in our high center bar and Bluetooth connectable speakers. Great for unique fun Birthday and Bachelor/Bachelorette Parties, Outings with Colleagues, School Field Trips or just an amazing time with friends and family. We cruise close to shore at slow speed to get close up views of the harbor attractions and provide a QR code connectable Interactive tour route app with a wealth of information on 36 points of interest that you will pass. Charter groups can chose from 7 boarding locations upon request. Charters can be booked from 10AM to 8:30PM, 7 days per week, mid-April through October.