
Voted No. 8 Best Food Tour in the U.S.
South End Food & Cocktail Tour
South End Happy Hour Stroll
“We absolutely loved our food tour in Boston!
Our guide, Jillian, was so knowledgeable, kind and engaging. She not only taught us about the food and drinks we were enjoying but also about the history of the area. We can’t wait to do another tour with Bites of Boston and Jillian soon!”
The Experience
An evening of tasting and toasting
Raise a glass and taste your way through Boston’s vibrant South End.
- A drink with every tasting, non-alcoholic option available
- Dietary needs handled when you book
- All food costs included
Discover the area’s buzzing culinary scene as you visit four beloved local spots, each featuring a tasting paired with a small beverage. From creative Asian fusion and French-Cambodian flavors to elevated Italian cuisine and a gourmet comfort-food pairing at a beloved neighborhood cheese and wine shop, this tour shows off the diversity that makes the South End one of Boston’s top dining destinations.
Whether you’re visiting Boston or planning the perfect night out with friends, this experience delivers local flavors, handcrafted drinks and plenty of fun along the way.
Tour details
- Meeting point
- On Washington Street in the South End. Exact spot sent with your tickets. See on map
- Duration
- 2.5 hours
- Group size
- 12 guests per tour
- Food & drink
- Tastings from 4 local eateries, each paired with a drink
- Walking
- About 1 mile. Wear comfortable clothes and shoes
- Good to know
- Arrive 10 minutes early: tours start right on time. Bring a photo ID if you’ll be enjoying the drink pairings. Refundable tickets can be canceled for a refund up to 48 hours before the tour. Non-refundable tickets are final.
Getting There
Where each tour begins
Before You Book
Frequently asked questions
What about beverages?
Each tasting comes with an alcoholic beverage pairing, and we always offer a non-alcoholic option. There is water with nearly all tastings.
Will we just be visiting restaurants to sample food?
Definitely not! In addition to delicious local food tastings, we also serve up a hearty helping of neighborhood commentary. We’ll share interesting information about the backgrounds and inspiration of the chefs and owners behind the eateries we visit, as well as plenty of historical, cultural and architectural information about the neighborhood.
What if it rains?
We have fun in all types of weather, so tours run rain or shine! As locals, we are well-versed with New England weather, and prepared to avoid less than desirable conditions as much as possible when necessary. So, please wear comfortable clothes and shoes for walking, dress for the forecast, and bring an umbrella if rain is predicted. We will take care of the rest!
Can children participate in the tour?
Children ages 12 and older are welcome to participate.
Our tours were created as an adult experience, last 2.5 – 3 hours and include a significant amount historical, cultural and/or architectural information. We spend a lot of time outdoors and on our feet, and past experience has shown this to be quite challenging for the attention spans of young children.
Are things wheelchair accessible?
Yes, our tours are accessible for wheelchairs. Please let us know ahead of time if you have any guests using wheelchairs so we may prepare and make any necessary accommodations accordingly.
Do tour guides accept gratuities? Are they included in the ticket price?
Tour guide gratuities are not included in the ticket price. While not mandatory, if you had a great time, gratuities will be graciously accepted by your tour guide at the end of the tour. The standard gratuity in the industry is 10-20%.

A Private Table
This tour, just for your group
We’ll handle the planning, reservations, and dietary restrictions. You just need to show up and enjoy the food.
Private tours have a $1,000 minimum, before tax and gratuity.
Request Private
From Our Founder
I’m proud to support our local eateries
Since 2011, I’ve had the pleasure of working with some incredible chefs, owners and restaurateurs. Boston is unlike anywhere else in the world because of them.
Join us to experience Boston in a unique and delicious way, through its incredible food!

Alyssa Schoenfeld, Founder






