Top Massachusetts Unique Experiences

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.

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.

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 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.

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 time with your local guide.

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.

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 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.

Learn about Boston’s thriving craft beer scene and sample a variety of libations on this morning or evening brewery tour. Get an inside look at how beer is made and learn about their operations as you visit breweries, cider houses, and distilleries. Visit brewpubs that may include the well-known Samuel Adams or gastropub Meadhall. Round-trip transportation in downtown Boston by air-conditioned van is included.

NEW PRICE! Join the Liberty Clipper on Saturday evenings. Enjoy the sparkling lights of the Boston skyline while listening to the shanties of old (and more modern music) on board our flagship schooner. If you are feeling energetic, help the crew haul up the sails and experience the sounds of times gone by as you sail on our grand tall ship. Once you are onboard our crew will take your order for the bar. Have you tried our signature drink and the sailors’ favorite — a Dark ‘n’ Stormy, featuring Gosling’s dark rum, ginger beer, and a twist of lime? We bring the Caribbean to you and the rum is never gone on our ship. Not a fan of rum? There is also plenty of beer, wine, and mixed drinks onboard. What a unique way to see Boston and relax in the cool breezes of the harbor.

See the landmarks and highlights of Boston from the water on this sightseeing cruise in Boston Harbor. Sail 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.

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.

Use an app to survive a zombie apocalypse in Boston. In Zombie Scavengers, explore the city however you'd like to search for items needed to survive a zombie apocalypse. You'll get points for finding these items. You can also do some zombie themed challenges for points on the app as well. Strategize in order to get the most points and survive the apocalypse. Your remote host will be there for you via chat if you need anything. Can you survive the apocalypse in Boston?

Combine a historical Cambridge tour with an indulgent chocolate tasting on this engaging walking tour. Pick between afternoon and evening departure times, and meet your guide in the center of Cambridge; with a maximum of 15 attendees, this tour guarantees a personal way to explore. See historical Harvard Square and learn about Harvard University’s history. You’ll also enjoy locally made ice cream, will sip chocolate tea, will browse a traditional candy shop, and much more.

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 Private Vacation Photo Shoot Connect with a local hand-picked professional photographer in Boston and capture your most memorable moments during this private photo shoot. Get insider tips on the best things to do in Boston, including where to eat & what to see from your vacation photographer. Return from your trip with beautiful, high-quality vacation photos — the best souvenir ever. We specialize in: - honeymoons - family trips - engagements - anniversaries - romantic getaways - multi-generational trips - babymoons - solo travellers - and just because! With over 10,000 5-star reviews, Flytographer is the global leader in vacation photography and has captured over 3 million memories for travellers across six continents. We’ve been featured across A-list media, including Conde Nast Traveler, Oprah, Forbes, Travel + Leisure, New York Times, BRIDES, Martha Stewart Weddings, InStyle Magazine, Elle, Buzzfeed, Refinery29, Huffington Post, & many more.

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.