Top Boston Private Sightseeing Tours - page 2

Discover the thrilling history of Boston on this immersive walking tour of the Freedom Trail. Hear tales of Redcoats, smugglers, riots, and midnight riders while reliving the American Revolution as you explore all 16 official sites of the trail. Learn about Boston’s leadership in abolition, women’s rights, education, and immigration over its 400-year history. Explore downtown Boston, hearing stories of legendary figures such as Paul Revere, John Hancock, and lesser-known pioneers and patriots.

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.

Discover the stories behind historic Boston sites on a self-guided tour of downtown, and enjoy the flexibility to experience the city on your own schedule. Booking this tour means access to audio guides that never expire, so you can explore as much—or as little—as you want at a time. The included GPS-enabled app gives turn-by-turn directions as expert tour guides narrate revolutionary history and more.

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.

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.

Experience the best of New England’s marine wildlife on this guided whale-watching cruise around the Stellwagen Bank National Marine Sanctuary. Hop on a high-speed boat in Boston that gets to and from the whales in the least amount of time possible. Look out for humpback and fin whales, plus Atlantic white-sided dolphins, with the help of a naturalist guide. The on-board galley offers food and beverages for purchase during the trip.

Take a break from your Boston city break with this scenic private tour. There's lots of ocean views, rocky coastline, a bit of shopping and even some witch history. We keep this full day itinerary flexible to let you customize the tour but here's a feel for what we'll see. Pick up in Downtown Boston, taking the 60 minute highway drive to Manchester-by-the-Sea, where we pick up the scenic back roads. We'll take a picturesque country road to Gloucester, where we stop to walk along the waters edge to the Fisherman's memorial statue. We'll continue the scenic drive to Rockport, where there's a great collection of cute stores to browse and views to admire. Then drive to Salem, where we have time for a short walking tour around the main sites and historic spots. To finish out the day we'll squeeze in a few more ocean views on our drive back to Boston. We'll stop along the way for lunch (not included in price of tour).

This private car tour is comprehensive enough for any history buff, but as interesting in other ways for non history nerds. It's a unique combination of the Revolutionary War sites in Boston and Cambridge that you won't have seen. 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, and lesser known sites along the way giving a detailed account of events in April 1775. For those less interested in the details of the battles, there's the option to visit the home of Louisa May Alcott or just take some time to enjoy the pretty main street of Concord. The itinerary gives the list of sites we'll visit, but timings are flexible to let us spend time at the places you're most interested in. We'll also stop for lunch (not included in price of tour) and there's plenty of photo opportunities.

Walk the Freedom Trail with a guide in historic costume on a tour from Boston Common to Faneuil Hall, a 1.2-mile route that covers important sites in the heart of Boston. This tour's shorter distance lets you follow in the footsteps of the founding fathers and American revolutionaries without making the more strenuous trek all the way across the Charles River, finishing in a spot that’s convenient to top Boston attractions.

Enjoy views of beautiful Boston with this 90-minute sunset cruise. Watch the sun sink over the sparkling water as your guides point out the USS Constitution and other historic sights. Once the sun goes down, you’ll have a chance to see the city skyline illuminated. There is a full bar on every boat, with snacks and other beverages available for purchase.

While there are many areas within Boston where you can experience the city’s revolutionary history, to get a more complete picture, history lovers can visit the real locations where the American Revolution began. On this full-day private tour, head to Lexington and Concord to walk the Battle Road Trail, see where the Minutemen bested the Redcoats, and much more.

From seals and sea lions to sea turtles, seadragons, and stingrays, the New England Aquarium is the place to discover hundreds of different marine animals under one roof—or in one big tank. Check out the four-story Giant Ocean Tank, featuring a brand new coral reef, underwater communications system and hundreds of Caribbean reef animals. Grab an admission ticket and have an unforgettable aquarium adventure.

See Boston from a whole new angle aboard a Boston Harbor evening cruise. Watch the sunset from the water, and glide out to the Old North Church and Historic Site, the Charlestown Navy Yard, the USS Cassin Young, and more. As a bonus, listen to the cannon fire of the USS Constitution, which marks the sunset each night, and sip a cocktail (own expense) from the onboard bar as you relax and enjoy the views.

This half day private car tour is a perfect way to visit the Revolutionary War towns of Lexington and Concord and see the site 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 to give a detailed account of what and how things unfolded in April 1775. The travel time from Boston to these towns is 45 minutes each way and you'll be in one of our comfortable private vehicles with an experienced, knowledgeable and licensed tour guide.

Explore the best of Boston at your own pace on a hop-on hop-off trolley tour of the city. Choose from a 1- or 2-day pass and see Boston’s top attractions, including the USS Constitution, the original bar from TV show “Cheers,” and the Faneuil Hall Marketplace, to name a few. The pass includes discounted admission to the Boston Tea Party Ships and Museum, to enjoy during or after the tour.

Discover a history of resistance among Beacon Hill’s cobblestone streets with a self-guided smartphone tour of underground railroad sites. Vivid audio narration brings to life the stories behind landmarks from the Charles Street Meeting House to Boston’s first integrated school. You won’t be limited by a guided tour’s fixed schedule, so you can pause for photos, take breaks, and enjoy the experience at your own pace.

Explore the pivotal sites of the American Revolution on this self-guided driving tour of Lexington and Concord. Follow the historic Battle Road where the first shots of freedom rang out on April 19, 1775. With engaging storytelling, you'll learn about Paul Revere's midnight ride, the brave colonists who stood their ground, and the ambushes that changed history. This tour allows you to set your own pace, stop at iconic sites like the Old North Bridge, and soak in the rich history of America's fight for independence. - Drive the actual path of the British march and colonial resistance - Visit significant sites including Lexington Battle Green and Minute Man National Historical Park - Enjoy flexibility with no schedules, allowing for exploration at your leisure - Approximately 2–3 hours in duration, depending on your stops and exploration

Enjoy one of the simplest ways to discover Martha's Vineyard, and leave all the planning and logistics to someone else, on this hassle-free day trip from Boston. Following pickup directly from your centrally located hotel, take a short ferry ride to Martha's Vineyard. Upon arrival, enjoy free time to explore—or upgrade to add on an island tour that visits its highlights. Complimentary snacks, bottled water, and guidebooks are provided during the drive.

Explore Boston in a way that interests you on a private walking tour that can be customized to your preferences. You'll follow a flexible itinerary tailored to include attractions that you want to see, such as Boston Common, Freedom Trail, or Copley Square. If you don't have specific interests, you can leave the itinerary up to your guide. Either way, this is a chance to enjoy Boston's history and charm with a guide all to yourself.

For anyone thinking of attending Harvard, or for those who simply want a glimpse of college life at the famous university, this tour is a must. Get an exclusive account from current Harvard students, who provide key insights into the life and times at Cambridge with a theatrical, humorous flair. Check out the old buildings at Harvard Yard and Harvard Square and learn about the school’s storied past. Illustrated map of Harvard Square included. Choose from several departure times throughout the day.

Experience the epitome of luxury with our private helicopter tour of Boston. Discover a world of wonder as you soar above the ever-evolving skyline and breathtaking surroundings of this vibrant city. From the moment you arrive, our pilot will cater to your every need, ensuring an unforgettable journey that is tailored exclusively to you. Sit back, relax and capture stunning photos, and prepare to be amazed as you ascend into the skies. Witness the majestic Downtown Boston, the shimmering Seaport District, and the harmonious blend of nature and urban life at Boston Common. Marvel at iconic landmarks like the Hancock Tower, Prudential Tower, and Zakim Bridge, while soaking in the beauty of Boston's renowned park. Whether you're marking a special occasion or seeking a truly immersive escape, our helicopter tour promises an engagement with Boston that transcends the ordinary. Book now and let us elevate your adventure to new heights of opulence and wonder.

Enjoy a private photoshoot with your nearest and dearest around Boston, Massachusetts, and walk away with pictures that you can share with your family, friends, and followers. Whether you want to capture your family’s Boston vacation or you’d like pictures of you and your partner looking your best in the city you love, this professional photographer is here to help.

Discover Boston, Salem, and Cape Ann with maximum flexibility using this self-guided audio tour. Location-based narration shares colorful local history as you explore—it’s all at your own pace, which means you can stop and start the guide as you pause to take photos, eat lunch, or take breaks. Since the self-guided tour uses offline maps, it even works without cell service or WiFi.

Try a unique alternative to a typical night out in downtown Boston with an exciting dinner cruise along the city’s waterfront. This expedition on Boston Harbor features a meal with live entertainment and dancing. Watch the sun set, then take a stroll under the stars and enjoy the view of the illuminated Boston skyline at night, or head to the dance floor for music and fun in the ship’s nightclub.