Top Boston Unique Experiences

Combine two attractions Boston has to offer—delicious food and rich history—on this tour that starts in the popular North End and continues along the Freedom Trail. Snack your way through this historic Italian neighborhood, trying fresh bread at a hidden bakery and enjoying an Italian salumeria. Once fortified, walk the Freedom Trail to discover the rich history of the American Revolution and experience the modern city Boston is now.

Make history engaging, and save yourselves the trouble of navigating through Boston. Learn the amazing history of the Revolutionary War in an experiential way on a small-group walking tour of Boston. See the major sights and hidden gems of the city in chronological order and experience the passion and drama of this era in history. Leave with a deep understanding of the twisting road to revolution and the mindset that built America.

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.

Explore Boston on foot with this small group 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 a beer with your local guide.

Walking the cobblestone streets of the 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 bakery and an authentic Italian salumeria. Visit the Old North Church and maybe even get a chance to talk with the neighborhood’s best bakers. Pizza, pastries, and other delights round out your experience.

See the landmarks and highlights of Boston from the water on this sightseeing cruise in Boston Harbor. Sit back and enjoy a cup of New England Clam chowder while sailing between the harbor's 34 islands, listening to their history through your guide's commentary. Snap photos and enjoy a unique perspective of the harbor, very different than a typical walking or driving tour through Boston. Highlights include Nixes Mate, Lovell's Island, Spectacle Island, and Fort Independence.

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, the Boston Opera House, and the Massachusetts State House, and discover the hidden history and spooky sightings associated with each.

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.

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.

Enjoy an exquisite culinary journey hosted by the renowned Chef Anthony Caldwell.  Treat yourself to culinary excellence while enjoying the company of a loved one or just sitting in the presence of good friends.

Meet up with a guide from Lokafy for a custom walking tour of Boston that’s like having a local friend to show you around the city. Before meeting up, connect with the guide by phone or chat to customize the experience to your interests, whether you’re curious about the coolest Boston neighborhoods or searching for the best local restaurants.

Flytographer 60 Minute Vacation Photoshoot Connect with a local professional photographer in Boston  and capture your most memorable moments during this private photoshoot. Get insider tips on the best things to do in Boston, including where to eat and what to see from your vacation photographer.  Return from your trip with beautiful, high-quality, vacation photos. The best souvenir ever.

Fretish is New England's premier music instrument sharing service.  Where musicians can play what they want, when they want, where they want. We'll start by selecting the music instrument you want to play.  All instruments have been professionally set up, so you can be confident that the gear is in tune, with low action and a fresh set of strings.  After your instrument is selected, confirm the date and time you wish to play.  Fretish will hand deliver the instrument to you, within a 25 mile radius of Boston.  Then, have fun.  Play, record or simply admire your instrument.  At the end of your rental period, we will pick up the instrument.

Flytographer 30 Minute Vacation Photoshoot Connect with a local professional photographer in Boston  and capture your most memorable moments during this private photoshoot. Get insider tips on the best things to do in Boston, including where to eat and what to see from your vacation photographer.  Return from your trip with beautiful, high-quality, vacation photos. The best souvenir ever.

Flytographer 90 Minute Vacation Photoshoot Connect with a local professional photographer in Boston  and capture your most memorable moments during this private photoshoot. Get insider tips on the best things to do in Boston, including where to eat and what to see from your vacation photographer.  Return from your trip with beautiful, high-quality, vacation photos. The best souvenir ever.

Flytographer 120 Minute Vacation Photoshoot Connect with a local professional photographer in Boston  and capture your most memorable moments during this private photoshoot. Get insider tips on the best things to do in Boston, including where to eat and what to see from your vacation photographer.  Return from your trip with beautiful, high-quality, vacation photos. The best souvenir ever.

Join contemporary artist Ellen Rolli for a tour of her Melrose studio that includes a painting demonstration and artist talk. Discuss and see contemporary painting techniques, then take advantage of a question-and-answer session with Rolli to get a rare glimpse into the often-closed world of a working artist's painting studio.

Enjoy a Saturday night out on the Liberty Clipper. This after hours Rum and Revelry Cruise includes sparkling views of the Boston skyline from the water, traditional sea shanties performed by professional actors, and a signature cocktail - the Dark and Stormy. Join the crew in song, or just kick back and enjoy the city lights while tasting the bar’s selection of top rum bottles. This activity is for those 21 and over.