Top Massachusetts Dining Experiences

Toast to Ptown’s past on a Commercial Street stroll blending craft cocktails and bohemian history. Perfect for drink lovers and history buffs, this tour celebrates our maritime, artistic, and LGBTQ+ legacy. Kick off at local establisment with a Cape Cod Blueberry Martini. Enter the Old Colony Tap Room, one of America's oldest, most weathered dives made completely from old shipwrecks. Pass the iconic Lobster Pot and Governor Bradford to stop at Lopes Square to see its 1801 anchor, and learn about the old colony railroad. Look up at the UU Meeting House’s 1847 Greek Revival steeple, then head into the Ptown Library to glimpse the grand schooner inside. Pay homage to literary history at the Atlantic House (A-House), a 1798 tavern loved by Tennessee Williams. Next, keep the energy high with a shaken Espresso Martini at a local favorite. Finally, wrap up at the famous Boatslip Resort for the legendary Tea Dance—a disco-fueled, open-air tradition pulsing since the 1970s.

Enjoy an alternative night out in Boston on a dinner cruise on Boston Harbor, with an all-you-can-eat buffet meal with live entertainment and dancing. Watch the sunset, then admire the view of the illuminated Boston skyline at night or head to the dance floor for music and fun inside the ship’s nightclub. Bring that special someone or a whole group of friends for a night to remember.

Try a unique alternative to a typical night out in downtown Boston with an exciting dinner cruise along the city’s waterfront. This expedition on Boston Harbor features a meal with live entertainment and dancing. Watch the sun set, then take a stroll under the stars and enjoy the view of the illuminated Boston skyline at night, or head to the dance floor for music and fun in the ship’s nightclub.

Step into the heart of Boston's North End and embark on a delectable journey through its vibrant street food culture. With a knowledgeable local guide leading the way, you’ll wander through bustling streets rich in authentic Italian cuisine. From iconic dishes like fresh seafood and savory pastas to hidden gems known only to locals, each stop promises to tantalize your taste buds. Your guide will share captivating historical anecdotes, offering insider knowledge on the traditions and flavors that define this historic neighborhood. Perfect for food enthusiasts and curious explorers alike, this tour promises an immersive and unforgettable culinary experience.

Enjoy a gourmet brunch on this scenic cruise of the Boston Harbor. Set sail aboard the Northern Lights at Rowes Wharf and settle in for a buffet filled with eggs, bacon, fresh fruit, and more. View popular Boston highlights such as Bunker Hill Monument, the USS Constitution, Old North Church, and Sea Castle Island. This brunch cruise offers a great overview of Boston and a lovely morning on the water.

Cruise Boston Harbor aboard a luxury yacht, complete with superb city views and a buffet brunch featuring both breakfast and lunch offerings. For 2-hours you'll explore the waters from Rowes Wharf to the Charlestown Naval Yard and back, sailing past sights such as Castle Island and Boston Light. Spend some time enjoying the yacht's three climate-controlled decks or dancing to the sounds of a live DJ mix.

Enjoy Boston from the water while dining on a delicious buffet lunch on this cruise. See an array of top landmarks including Bunker Hill, the World Trade Center, and the site of the 1773 Boston Tea Party. After lunch, head up to the top deck—the largest outdoor patio deck in town.

More than a cooking class, this is an opportunity to experience Vietnamese culture through food, storytelling, and personal connection. Join Liem in his Boston home as he shares family traditions, culinary techniques, and the fascinating history behind beloved Vietnamese dishes such as phở, crispy eggrolls, and banana blossom salad. As you cook together, you'll learn not only how to recreate authentic recipes but also the cultural significance of the ingredients and flavors that define Vietnamese cuisine. Enjoy the meal you've prepared in a welcoming home setting, creating memories and connections that extend far beyond the kitchen. Choose the optional market trip and discover Vietnamese ingredients and pantry staples at a local supermarket while learning about Vietnamese food culture.

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.

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.

This immersive cooking class offers a rare opportunity to explore history through food. Hosted by Andrew, a food writer and educator whose work has appeared in Gastro Obscura and Eaten, the experience blends hands-on cooking with storytelling, archaeology, and cultural insight. Drawing from historical sources, Andrew recreates authentic Ancient Roman recipes and explains the origins of the spices, ingredients, and techniques used thousands of years ago. Set in Quincy, just outside Boston, you’ll begin with a traditional Roman drink or snack before cooking 2–3 dishes inspired by ancient texts. As you prepare and share the meal together, you’ll discover how food connects us across centuries, making this class both a culinary experience and a living history lesson.

Celebrate a special occasion or just enjoy the company of your family and friends on this leaf-peeping Boston Harbor brunch cruise. On board a 1920s-style yacht, the Northern Lights, you’ll sail through Boston Harbor, cruise past the Harbor Islands, and spot landmarks and beautiful fall scenery along the way. Indulge in a fresh, gourmet brunch prepared by the onboard chef as you take in the waterfront views.

Discover the South End in a fun and memorable way with this Sweet and Savory Food Tour. Make your way through this iconic Boston neighborhood, stopping for treats like French-Cambodian appetizers to a charming cheese market and locally famous sweets. As you walk, admire the architecture and learn about the area’s rich cultural history. Your guide will share insider knowledge and point out hidden gems along the way.

Many cooking classes teach you how to make authentic dishes, but few take place in a working distillery and allow you to sip on their craft spirits (own expense) as you cook. On this sushi-making experience, head to a Boston distillery and learn the secrets behind making restaurant-quality sushi rolls, while customizing your creations with your own unique flair.

Sample some of the tastiest bites that Boston’s North End has to offer—and enjoy a first-hand introduction to the area’s Italian heritage. Choose between our 3-hour or dynamic 2-hour express tour, and bring your appetite: Follow your guide to top-rated local businesses, and try everything from clam chowder and lobster rolls to cannoli. At the end, enjoy a secret dish revealed only on the day of the tour.

Don’t waste time looking for the ideal place to eat as you walk the cobblestone streets of Boston’s North End. Join other passionate foodies to snack your way through the neighborhood’s hidden gems. Your guide directs you to a hidden Italian bakery, an authentic Italian salumeria, and a family-run pastry shop. Visit the Old North Church (or equivalent alternative) and enjoy a rich cappuccino or bold espresso with a pastry.

Plymouth Colony comes to life in your recreation of early Plymouth, complete with timber-framed houses furnished with reproductions of the types of objects that the Pilgrims owned, aromatic kitchen gardens, and heritage breeds livestock. At The Patuxet Homesite, learn about the Indigenous heritage of the 17th-century lifeways of a culture that continues to thrive today. At the Craft Center, located in close proximity to the 17th-Century English Village, you will learn from a variety of skilled artisans and museum historians. Mayflower is an iconic symbol of freedom. Of the hundreds of ships that made the transatlantic crossing in the 1600s, she is the ship we remember. At your reproduction of the Plymouth Colonists’ original 1636 grain mill on Town Brook, take a fascinating look at the mill’s history and workings, from the 200-year-old millstones grinding corn to the ecology of the brook that has powered mills throughout the centuries.

Explore Boston’s Freedom Trail independently and on your own time with this audio walking tour. The tour never expires, so take your time to learn about Boston’s history and explore its center in the company of the audio guide. An easy-to-navigate app with GPS allows you to wander confidently throughout Boston.

Learn how to prepare a range of classic Italian dishes, from ravioli and tortellini to tiramisu and beyond—and receive hands-on guidance from your chef instructor—during this immersive cooking class. Upon arrival at 21 Kingston St, grab your apron, roll up your sleeves, and get ready to cook: with your instructor’s guidance, you’ll make a number of different delicacies. At the end of the class, sit down to enjoy the meal you created, plus light snacks.

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.

Enjoy lunch on the waters of Boston Harbor during this cruise aboard the "Odyssey Boston." You'll have the chance to admire views of the city skyline and seaport from the boat decks, plus listen to live music. The 3-course lunch includes a starter, main course, and dessert. This is a relaxing way to see the city from another perspective.

Turn simple ingredients into something truly unforgettable in this Boston noodle-making experience. In this interactive class, Chef Rita breaks down the art of hand-pulled noodles into approachable steps. Start by preparing noodle dough from flour, oil and salt, learning how proper kneading creates strength and flexibility. Next, stretch and pull the dough into Biang Biang noodles, practicing the technique that gives them their signature shape and chew. Chef Rita will share tips to help you control thickness and achieve consistent results. Alongside your noodles, create two flavorful sauces: a fragrant garlic sauce with peppercorn and ginger, and a creamy peanut sauce with soy and vinegar. Enjoy your dish at the end of class and leave with skills rooted in both technique and tradition.

This cooking class is not just a meal; but a culinary adventure that enchants your mornings. Join us to transform your brunch into a celebration of flavors that will impress your friends and family for years to come.