Frequently Asked Questions: General tour information

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Expect a mix of savory and sweet, with fresh ingredients and seasonal selections. While we don’t reveal exact dishes ahead of time (we like surprises!), past tours have included local seafood bites, small-batch sides, and homemade treats from beloved neighborhood spots. 

Tastings add up to a satisfying lunch for most guests. While each portion is tasting-sized, you’ll enjoy a variety of dishes that reflect the local flavor of Chatham—from savory to sweet. Our goal is to leave you pleasantly full, never stuffed, and always curious about what’s coming next. 

 Yes!  Each guest will receive one included drink—either alcoholic or non-alcoholic—during the tour. Guests are more than welcome to purchase additional drinks along the way at their own expense, or upgrade with an optional drink pairing package. 

The tour covers just over a mile at a relaxed pace, with plenty of stops and seating along the way. Chatham’s charming streets are walkable, and we keep things easygoing so everyone can enjoy the food, the stories, and the views—without feeling rushed. 

We recommend booking early in your visit to Chatham—this way, you’ll have time to revisit your favorite stops, or return for a full meal at one of the places you discover on the tour. Several of our partner spots also offer takeout, perfect for beach days or sunset picnics later in your stay. 

Our tours blend local flavor with historical charm—you’ll taste your way through Chatham’s vibrant food scene while learning stories from one of the oldest towns on Cape Cod. We work exclusively with community-focused businesses, so every stop reflects the authenticity and heritage of this special place. Every dollar you spend helps support the local economy—and preserves the traditions that make Chatham unforgettable. 

We can accommodate shellfish, nut, gluten, and dairy allergies, as well as vegetarian and pescatarian preferences. Be sure to note your dietary needs when booking. 

 Substitutions may not always match the iconic dishes served to other guests, but we’ll do our best to make sure you’re taken care of. 

Absolutely! Our tours are designed to be social and welcoming, whether you're exploring solo, as a couple, or with a group. Many of our guests come on their own and end up sharing great food, laughs, and stories with new friends along the way. 

Yes! Snap away and share your photos with us on Instagram or Facebook—we love seeing your foodie adventures. 

 Yes, tours often sell out. Booking early ensures your preferred date and time. .

Cancellations are fully refundable up to 24 hours before your tour. Within 24 hours, a 50% refund applies. No-shows are non-refundable—come on, we plan ahead! All of your food has already been accounted for by the restaurants, so we still have to pay them for your plate. If you’re a no-show, the local restaurants still thank you for your donation, and the extras will help feed hungry local wait staff. 

 Tours go on rain or shine! The good news? You’ll be dining inside for most stops. Seating is reserved and set aside at each restaurant, so the rain will only affect short walks between stops—not your enjoyment of the meals. 

 To keep things moving at a relaxed but steady pace, we encourage guests to save their shopping for after the tour. The good news? We end near some of Chatham’s best boutiques and local artisan shops—so you’ll have plenty of time to explore once the tastings are done. 

Bring your e-ticket (printed or digital), comfortable walking shoes, sunscreen, sunglasses, and a healthy appetite. A bottle of water is a great idea for warmer days—though we’ll have plenty of refreshing stops along the way. Bonus points if you bring a camera and tag us in your favorite moments!