Top Massachusetts Desserts & Sweets

While Boston is home to lots of different food tours, not many let you eat like a local on a trip around an Italian neighborhood filled with mom-and-pop shops. On this half-day guided culinary tour, enjoy rich coffee, cheesy pizza, loaded Italian subs, and much more as you explore Boston’s North End.

Explore Boston’s North End through its food on a guided walking tour that blends local history with tastings at long-established eateries. This experience offers insight into the neighborhood’s Italian-American roots while helping you navigate its most respected food spots without guesswork. With curated stops and storytelling throughout, it’s an efficient way to understand the area’s culture, avoid tourist traps, and sample classic flavors in a short time.

Not many tours combine an exploration of art and architecture with chocolate tastings. On this small-group tour, head to Back Bay to explore the district’s diverse 19th and 20th-century architecture. Stop at several different chocolate vendors and bakeries, interspersed with visits to two different art galleries across the neighborhood, including one featuring 56 artists with ceramics, paintings, and mobiles.

See a different side of Salem, which is well-known for its spooky stories. Instead, you’ll visit some of the city’s candy shops, including the oldest candy shop in the United States, Ye Olde Pepper Companie. Your guide will lead you through town, stopping at highlights and candy shops along the way. Visit places you wouldn’t know about otherwise, and meet fellow sweet-tooths.

The Museum of Ice Cream is a self-guided interactive ice cream museum in Boston’s Seaport District and a must-see attraction for families, couples, and friends. The experience invites visitors to play, explore, and dive into the world-famous Sprinkle Pool. If you’re searching for an immersive experience that’s equal parts playful and unforgettable, you’ve found the perfect place – a vibrant oasis of creativity and sweetness.

Hop into a duck boat—s renovated World War II amphibious vehicle—for a comprehensive city sightseeing tour of Boston. Pass Boston Common, Quincy Market, the Celtics' home turf at TD Garden, and much more. Then splashdown into the Charles River for a view of the city by boat. Learn all about Boston's history and landmarks as you go.

Discover a whole new side of baseball history with the help of a guide on this tour of Fenway Park, one of baseball’s most beloved stadiums. Revisit the careers of Red Sox greats like Ted Williams, Babe Ruth, and Carl Yastrzemski, celebrate the club’s numerous World Series titles, and tour famous stadium locales like the ‘Green Monster,’ ‘Pesky’s Pole,’ and the Fenway Park Living Museum. It’s ideal for baseball fans, be they locals or tourists.

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.

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.

Relive one of the most important events leading up to the American Revolution and learn about a side of the story most tourists miss on this guided tour of the Boston Tea Party Ships and Museum. Explore authentically restored tea ships with the help of a guide as you get their insights into this pivotal event, and throw some of your own tea into Boston Harbor. It's an ideal experience for American history buffs, tourists, and locals alike.

Ready to taste Ptown? Lace up for a 2-hour trek through history and coastal rebel lore. You’ll track the footsteps of Anthony Bourdain and dive into the bohemian scene that made this fishing village the birthplace of modern American theater. Find out where the Provincetown Players launched, where an undiscovered Eugene O’Neill staged his first plays. Alongside O'Neill, trailblazing writers like Susan Glaspell, Edna St. Vincent Millay, and John Reed fueled the town's creative fire. Over the decades, icons like Tennessee Williams, Norman Mailer, and poet Mary Oliver drew inspiration from the salt air, while acting legends like Marlon Brando and Bette Davis graced local stages early in their careers.End your journey at Vorelli's Restaurant, a beloved local classic. Sit back, relax, and reward your feet with the ultimate Cape Cod feast: a massive, chunky lobster roll, a rich, creamy cup of New England clam chowder, and a refreshing non-alcoholic beverage of your choice and a ice cream cone

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.

See some of the top attractions in Boston from the waterfront on this narrated sightseeing cruise. Explore the world-famous Boston Harbor and see the city’s historic sites while listening to live commentary on board, from tales of the Revolutionary War to local legends. While you cruise, enjoy views of the city skyline as well as the Boston Harbor Islands, USS Constitution (“Old Ironsides”), and the Bunker Hill Monument.

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.

Discover some of Boston’s deepest, darkest secrets that lots of tourists miss out on by joining this “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.

There’s more to Boston’s neighborhood of Little Italy than good cannoli (though you will make two stops for good cannoli). Get to know the city’s North End in a tour that blends local history with a food crawl. From handmade pasta to fresh coffee, sample several local specialties in the time it would take you to have a single meal. Come hungry and ready to walk around.

Experience Boston Harbor on a sunset cruise aboard a historic tall ship. Depart from Fan Pier Marina on the 67-foot Liberty Star enjoy views of the outer harbor, Fort Independence, East Boston, the Charlestown Navy Yard, and beyond. Relax and let the crew handle the sails or jump in the action and a grab a line on this fun and affordable outing.

Welcome to the Boston Seafood Tour! I created a guided culinary experience featuring New England seafood classics, many of which date back hundreds of years. We'll explore the waterfront, one of the city's best indoor markets, and the North End, known for its multi-generational Italian American culture and abundance of seafood, markets, bakeries, and cafes. During this tour, we'll taste the following: -Clam chowder from one of the essential Boston Waterfront restaurants -Clams casino from an over 50-year-old family-run institution -Lobster rolls inside a year-round marketplace featuring over 30 New England artisans and food producers -Fried scallops from a Sicilian-inspired grab-and-go seafood vendor on Hanover St -Mini cannoli from one of the Big 3 bakeries in the North End As a parting gift for joining the tour, you will receive a post-tour email highlighting my favorite places to visit, activities to enjoy, and local food & drink options.

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.

Combine two attractions Boston has to offer—delicious food and rich history—on this walking tour that starts in the popular North End and continues along the Freedom Trail. Taste fresh bread, pizza, and a classic Italian deli sandwich at local stops in this historic Italian neighborhood. Then, walk the Freedom Trail to learn about the American Revolution, all while enjoying scenic views of Boston Harbor and the Rose Kennedy Greenway. Explore the charming architecture of Beacon Hill and experience the city's blend of old and new.

This small-group tour stands out by offering an intimate, authentic experience, allowing guests to connect more deeply with Boston’s local stories. With a focus on personal attention, our passionate local guides share not just historical facts but real, untold stories of the city, making each stop feel unique. The small group size ensures a more personalized experience, giving you the chance to ask questions, interact, and truly immerse yourself in the heart of Boston’s history. It’s more than just a tour—it’s a genuine journey through the city’s past, told by the people who live it.

This 90-minute journey on a catamaran is the fastest and most luxurious way to travel to Cape Cod, where restaurants, beaches, shopping and nightlife await.

Have fun and unleash your inner art critic while exploring Central Square, Cambridge with us. Home to a vibrant public art scene, including iconic Graffiti Alley, a sanctioned graffiti walkway that changes daily, and a variety of impressive large scale murals commissioned by the city from award-winning local talent. Uncover the artists and meaning behind these dynamic murals and enjoy delicious, diverse eats from local independent restaurants including gyoza, specialty granola, buddha bowl, oysters, and unique donuts. Guests are invited to try a mocktail or cocktail on this tour, and it is appropriate for all ages. If you’re lucky, you’ll even get a special tour of a hidden passageway. This fun and informative walk will change the way you think about Cambridge. Our friendly and local guides will take guests along Massachusetts Avenue to uncover the evolution of the area and the ever-increasing importance of self expression. Please bring proof of COVID vaccination.