Stroll Boston’s South End with 4 food stops and paired drinks on a Friday night
2.5 hours
Explore Boston’s South End on a Friday evening walking tour with food tastings and paired alcoholic beverages at each stop. You’ll visit local eateries and enjoy a relaxed neighborhood stroll along the way.
Gratuity for your tour guide is not included. This is a walking tour with most time spent outdoors and on your feet.
Refundable tickets: Cancel at least 48 hours before start for a refund. Less than 48 hours, late arrivals, and no-shows are not refunded or rescheduled. Non-refundable tickets: no refunds or exchanges.
Happy Hour Tours are 21+. The tour is not appropriate for infants or toddlers, and strollers are not permitted.
Request vegetarian options in advance; they are available at most tasting locations with notice. Vegan diets can’t be accommodated. If you don’t drink alcohol, request a non-alcoholic beverage option in advance and select it during checkout.
Bring a driver’s license or passport if you plan to drink alcohol.
The Elephant Walk South End • 1415 Washington Street Boston, MA 02118 US
With an exceptional track record across hundreds of tours, these food adventures consistently deliver on both flavor and fun. Multiple guides get enthusiastic shoutouts in the reviews, including Katie, Natalie, Lauren, Megan, Swetha, and Jillian. What makes these tours special is how the guides weave Boston history into the experience while leading groups through neighborhoods like the South End and Chinatown. Expect to leave genuinely full (seriously, skip dinner plans) after hitting four food stops that are thoughtfully sequenced from appetizers to dessert. Even locals rave about discovering new favorite spots and learning neighborhood history they didn't know. The logistics are smooth too: tables waiting at each stop, comfortable seating, water, and restroom access, which seasoned food tour veterans specifically praise as uncommon. Guides create a welcoming atmosphere where groups naturally start chatting and laughing together. The variety of food appeals to adventurous eaters who might not order certain dishes on their own but end up loving them. It's an efficient way to experience Boston's food scene while getting oriented to different neighborhoods.
I have beautiful time with Natalie ♥️♥️♥️♥️ thank you !! Natalie is so kind and nice person!!! Thank u very much!! We love you !!!
Katarzyna Lipiec
November 29, 2025
I have beautiful time with Natalie ♥️♥️♥️♥️ thank you !! Natalie is so kind and nice person!!! Thank u very much!! We love you !!!
Katarzyna Lipiec
November 29, 2025