Top New England Dessert Tours in 2026

Boston is famous for its donuts and has numerous artisanal donut stores, some hidden away from its tourist areas. Instead of hunting them down independently, let a guide lead you there and introduce you to some top donut varieties, enabling you to try flavors and gain insight into the local donut scene you might otherwise miss. Between tastings, browse a market, eat a delicious bakery treat and explore historical neighborhoods such as North End before one final, scrumptious donut sampling.

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.

BUT FIRST, DESSERT! Do dessert before dinner when you join us for Cocktails & Cannoli, an all inclusive walking food tour of Boston’s North End. Skip the infamous lines to taste delicious drinks and classic cannoli, and sample the best sweets the North End has to offer. Not to mention the Paul Revere House and Old North Church along the way! To top it all off, our local tour guides will sprinkle in fascinating historic knowledge, fun cultural facts, and culinary tidbits.

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.

Join us on the Best of Bar Harbor Food Walking Tour, where we'll indulge in the city's most iconic treats. We'll meet at a central location, where you'll be welcomed by our expert guide and fellow food enthusiasts. Our first stop will be at a charming eatery known for its succulent lobster rolls, an homage to the city's coastal culinary heritage. Explore the rich flavors that make Bar Harbor's seafood a true delicacy. Next, we'll venture to a delightful ice cream and fudge shop, where you can indulge your sweet tooth. As we continue our adventure, we'll take a leisurely walk through Agamont Park towards the Bar Harbor Beach. Enjoy the scenic harbor views as we continue to Balance Rock. Our final destination will be a hidden gem loved by locals and visitors alike. Here, you'll experience a celebration of ice cream, and enjoy the serene atmosphere of the Village Green. Join us on the Bar Harbor Food Walking Tour and discover the city's most mouthwatering delights!

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

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.

Savor the flavors of Providence’s Little Italy on the Federal Hill Dinner Stroll, an intimate guided tour that takes you through the heart of one of New England's finest culinary neighborhoods. Enjoy a multi-course Italian dinner featuring antipasto, house-made pasta entrées, and delectable desserts, all while walking between the city’s iconic restaurants. With all food included, your only task is to relax and choose your favorite drinks at each stop. This 2.5 to 3-hour experience is perfect for food lovers and requires a minimum of four guests to run. - Explore renowned dining spots like Cassarino’s and Trattoria Appia. - Indulge in a 3-course meal paired with optional wine or cocktails. - Enjoy a guided stroll led by a knowledgeable host celebrating local traditions. - Convenient valet parking available at the meeting point for ease and comfort. A min of four guests is required for all tours to run. If less than four are booked, we’ll contact you the morning with refund options.

Boston’s story didn’t end with the American Revolution—it only got more delicious. Shaped by waves of immigration, global trade, and constant innovation, Boston and its food have evolved. Every bite tells a piece of the city’s history, even some we're not proud of. Food reflects who we are—your culture, your environment, and your economy—and in Boston, that spans centuries of change. On this walking tour, you’ll explore Boston’s rich history through the lens of what its people have harvested, eaten, and produced—from pre-Colonial Native Americans to the 20th century. Discover how molasses fueled candy and commerce, cod fed empires, science expanded diets, and tea sparked revolution. We’ll taste classic New England dishes and modern Boston favorites, plus some sweet surprises you might not realize have local roots! If you’re hungry to go beyond the Freedom Trail and experience Boston’s history through its flavors, this tour is for you. Bring your appetite and your walking shoes.