Top Cape Cod Food & Drink

Taste your way through the heart of Cape Cod on a relaxed, flavor-packed food tour through Chatham’s most iconic streets and hidden gems. Led by a local expert, this 3-hour walking tour features multiple tasting stops with hand-picked seasonal bites from beloved local spots. It’s a delicious way to explore the area, whether it’s your first visit or your summer tradition. Along the way, hear the stories behind the food—tales of tradition, local legends, and the people who make Chatham so special.

Experience true local wines with a tasting at Plymouth Bay Winery, where talented vintners and chefs create wines, wine jellies and wine sauces from fruits that are native to the northeastern United States. Sample the entire collection of wines, and learn about using the jellies and sauces in your home cooking. Finish the tasting with an etched, commemorative glass from this unique winery in ‘America’s Hometown,’ just a stone’s throw away from historic Plymouth Rock.

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.

The Cape Cod Food Tour offers a delightful culinary adventure through historic Hyannis, where food lovers can savor a range of local delicacies. Stroll along the charming main street and to the picturesque harbor while stopping at only locally owned and operated restaurants and shops and sampling fresh, house-made, local authentic dishes from various restaurants. A fun and knowledgeable guide will take care of everything! They will share stories about the food, restaurants and shops and the owners. You will learn some great facts and history about cape cod and uncover Hyannis' rich history. This tour is ideal for all. explore the local culture through its cuisine and history. - 3-hour guided walking tour showcasing the best of Hyannis food - Sample dishes from renowned local restaurants while learning about the owners and restaurants and food - Ideal for families, groups, friends and couples of any age - Comfortable walking shoes, dress in layers, bring rain gear if applicable.

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

Discover the culinary scene of Hyannis on this walking food tour that takes you through the charming waterfront and historic streets. Sample a variety of freshly prepared dishes from local favorites stopping only at locally owned and operated restaurants and shops . Sweet and savory tastings! All while enjoying fascinating stories from expert guides. Ideal for food lovers, families, and couples looking for a unique dining experience. Comfortable walking shoes are recommended for this appx 3-hour tour covering about a mile. - Enjoy a diverse selection of local foods from Hyannis' best eateries - Guided tour featuring insights into the area's history and culinary culture - Perfect for families and couples, small groups seeking a memorable outing - 2.5-3 hour walking tour with a route that includes both indoor and outdoor stops

Experience Cape Cod on a different level with this fun-filled scavenger hunt. Part tour, part detective hunt, this immersive experience centers on a smartphone digital quest and remote host who guides you around the cape by self-drive car. Check in at scenic destinations like Truro Vineyards, interpret art, history, and culture clues; complete challenges, meet locals, and score points to compete on an international leaderboard.

See Provincetown from a viewpoint that most visitors never experience: through the eyes of the infamous 17th-century Anne Hutchinson on this walking tour. With a costumed guide who plays Hutchinson with a gender twist, see the town's landmarks as you hear both traditional and irreverent “heretical” accounts of its history—the latter inspired by Hutchinson’s challenging of the Puritanical mores of her time. With commentary reflecting the “licentiousness” Hutchinson was accused of, the tour content is suitable for adults only.