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Boston Historic
Downtown Tour

2 hours

2 miles

the best donut

shops in town!

Rating on TripAdvisor

BOSTON Historic DOWNTOWN TOUR

Your tour begins at Kane’s Donuts, a staple in Boston’s Financial District known for its hand-crafted, delicious donuts. With a history dating back to the 1950s, Kane’s has become an iconic part of the city’s donut scene. As you savor their classic flavors, we’ll explore the evolution of Boston’s Financial District, a bustling area that has transformed over the years from a hub of maritime trade to the heart of Boston’s business and commercial activity.​ Next, we’ll make our way to the Boston Public Market, a year-round indoor marketplace filled with local vendors offering a taste of New England’s finest ingredients. Here, you’ll enjoy fresh cider donuts, made with apples from the region’s orchards. As you indulge in these warm, flavorful treats, we’ll delve into Boston’s agricultural history, discussing how the city’s close proximity to the fertile lands of Massachusetts has influenced its culinary traditions and local food culture.​ After that, we’ll stop at a nearby stop where you’ll sample some incredible donuts that showcase the city’s innovative spirit, combining unique flavors and seasonal ingredients. While you enjoy these creative bites, we’ll reflect on the Public Market’s role in bringing together local farmers, artisans, and food creators to celebrate Boston’s dynamic food scene, from historic influences to modern-day trends.​ Our final stop is in the North End, Boston’s iconic Italian neighborhood, where you’ll find Bova’s Bakery, famous for its Boston Cream Donut. A true Boston classic, this indulgent treat pays homage to the city’s love for cream-filled pastries. As you savor every bite, we’ll take a moment to reflect on the North End’s history, a vibrant community that has played a central role in shaping Boston’s cultural and culinary identity, from its roots in Italian immigration to its status as one of the city’s most beloved neighborhoods. This tour is a perfect blend of history, culture, and, of course, delicious donuts, offering a unique way to experience the flavors and stories that make Boston a truly special city.

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Frequently Asked Questions

  • How long is the tour?
    Our tours are typically around 1.5 to 2 hours long. Please let your guide know if you have something immediately after the tour and they will make sure to complete the tour in that time.
  • How much walking is there?
    For most of our cities, it's around 1 to 1.5 miles. In a few of our cities, we may walk up to 2 miles. We recommend that you bring comfortable shoes and weather appropriate clothing (i.e. jackets, hats, umbrellas, water bottle, etc.). If you have any concerns regarding the length or your own mobility, please contact us and we can answer any questions.
  • How many stops are on the tour?
    For most of our cities, we have 4 stops. These may include donut shops, bakeries, and/or coffee or tea shops. In a few of our cities, we may have 3 stops on the tour just to keep the amount of walking to under 2 miles. If you want to know the exact number of stops for each tour, you can email us at info@undergrounddonuttour.com.
  • What's the best location to park?
    In most of our cities, we recommend using public transit or a rideshare service like Uber or Lyft to get to the tour. If you are driving to the tour, we recommend using an app like SpotHero (in the US & Canada), Your Parking Space (in the UK) or Parkopedia (in Ireland) if you are looking for guaranteed parking.
  • Are donuts included in the cost of the tour?
    Yes. By purchasing a ticket for the tour, we include all the donuts as part of the ticket price. Depending on the city and time of year, we typically will also include a choice of a bottle of water, coffee, tea, or juice. Ask your guide what is offered on the tour that day.
  • What if it rains, snows, etc.?
    Our tours run rain or shine. The only time our tours will not run is when it becomes dangerous for our guides and guests. This could include excessive heat, excessive cold, dangerous storms, flooding, etc. In the event of inclement weather, we will do our best to alert you of a tour cancellation 2 hours before the start of the tour. In the event we cancel a tour due to weather, we will always give you the option of a full refund or to reschedule your tour to another date or another city. If you have any questions, please contact us and we're happy to answer them.
  • Do you sell gift cards?
    Yes. You can always purchase gift cards for any of our tours here.
  • Can you accommodate dietary restrictions such as gluten free, vegan, dairy free, etc.?
    In some cities, yes. Please make sure to include your dietary restrictions in your reservation and we can do our best to accommodate it. We would like to say that we can always ensure every dietary restriction, but unfortunately, our partner menus change quite often and it can vary by time of day, day of week, and seasonality. If you have any concerns, you can always contact us to confirm.
  • What if we're celebrating a special occasion (birthday, anniversary, etc.)?
    We love it! Just let us know when you book your reservation and we can make sure to do something special for you and your group on your tour!

Want some free travel tips?

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A handy collection of hand-picked recommendations for our favorite things to do in the city!

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