Top Boston Unique Experiences

Learn about Boston’s revolutionary history on a walking tour that emphasizes good storytelling. Enjoy personalized attention from your guide in your small group as you walk a curated route that includes the Freedom Trail. Visit well-known sites as well as more local places and develop an understanding of modern Boston along with its history.

Discover some of Boston’s deepest, darkest secrets on a “frightseeing” tour aboard the Trolley of the Doomed, which roams around the haunted streets and burial grounds of Boston. Your costumed host provides illuminating insights into the history of the city's spookiest sights such as Copp's Hill Burying Ground.

See the landmarks and highlights of Boston from the water on this sightseeing cruise in Boston Harbor aboard a 1920s-style yacht. Snap photos and enjoy a unique perspective of the harbor, very different than a typical walking or driving tour through Boston. Highlights include the USS Constitution, Bunker Hill Monument, Old North Church, and the USS Cassin Young.

Enjoy some of the best pizza in Boston on this walking food tour. Stroll through the city’s oldest neighborhoods, including, appropriately, Little Italy on the North End. Walk along the Freedom Trail that leads to 16 historically significant sites, like Paul Revere House, Old North Church, and the USS ‘Constitution,’ to name a few. Visit some of Boston's best pizzerias and enjoy a slice at each. It’s a fun and flavorful way to get to know Boston.

Walking the cobblestone streets of the most popular neighborhood North End is a must, but don’t waste time looking for the ideal place to eat. Join other passionate foodies to snack your way through the neighborhood. Your guide directs you to a hidden, a generations-old bakery, an authentic Italian salumeria, and a family run pastry shop. Visit the Old North Church (or equivalent alternative) and maybe even get a chance to talk with the neighborhood’s best bakers. Pizza, pastries, and other delights round out your experience.

Explore Boston on foot with this small group (or private) walking tour. See highlights like Boston Harbor, Custom House Tower, Faneuil Hall, and Quincy Market. Learn the true story behind the Boston Massacre, and if you’re lucky, get a glimpse of government in action at the Massachusetts State House. See Beacon Hill, the Freedom Trail, and the lovely Boston Public Garden. Rest your legs and enjoy time with your local guide.

Get a taste for Boston’s best Tavern Snacks and beer on a guided pub crawl around the city. Boston taverns are legendary. In fact, our founding fathers planned the American Revolution in one of them, and it’s still open today. Step inside this historic pub and grab a cold one (or two) along with some of Boston’s best Tavern Snacks. During the tour, you’ll explore some of the city’s oldest neighborhoods, like Beacon Hill, the Blackstone Block, the North End and Charlestown and two taverns.

With its centuries of history, it’s no surprise Boston is packed with haunted sights, though they aren’t always easy for visitors to find. On this nighttime ghost tour, follow a guide to some of the city’s most storied landmarks, such as the Granary Burying Ground, Bostom Common, and the Massachusetts State House, and discover the hidden history and spooky sightings associated with each.

Discover Boston in a fun new way on this 3-hour scavenger hunt. Jump into the middle of an exciting adventure from Boston Common to the Freedom Trail, the North End neighborhood and other real-life locations around town. Discover both well-known and overlooked sites, solving clues and completing challenges via smartphone while learning the local history of this capital city of Massachusetts. Teams of 2- to 5-people are welcome.

Explore Boston independently through a zombie-themed scavenger hunt game with this app. With your team, solve puzzles and find items that will help you survive the zombie apocalypse of the game. In the course of playing, see Boston on a self-guided walking tour and reach out to a remote host if you have any questions.

Get to know the haunted history of Boston on this evening walking tour of the downtown area. Follow your guide to some off-the-beaten-path spots that you wouldn't otherwise find and learn about their spooky past. Commentary covers the Boston Strangler, Boston Massacre, and many famous deaths and ghost stories in the city's past. With your leader's guidance, you may even see or photograph paranormal activity in person.

Capture unique and personalized shots of your Boston vacation with this customizable private photography session. Choose a route with the help of a local photographer and do a photoshoot throughout the city to mark the occasion. Receive your gallery of hi-res images within a few days of your photo session.