Discover hidden gems, and chocolate and donut specialties
Harvard Square has a special talent: turning a quick walk into a full-on dessert adventure. If you’re craving something sweet (and want a fun plan that’s more memorable than “let’s just grab coffee”), you’ve got two perfect options for a Harvard Square dessert crawl:
- The Harvard Square Donut Tour (fluffy, glazed, filled, and everything in between)
- The Harvard Square Chocolate Tour (rich, dreamy, and made for serious chocolate people)
Not sure which one to book? Here’s a quick, no-stress way to choose.
1
The vibe check: what kind of sweet tooth are you?
Choose Donuts if you’re…
- Not gluten-free (donuts thrive on tasty flour)
- A variety person (you want to taste a bunch of flavors)
- Into that “treat + stroll” energy (lighthearted, playful, easy)
- The friend who says, “Let’s try a bite of everything” – around the world
- Craving an iced greek coffee frappe or lemonade pairing
- Can’t decide because there’s chocolate on the donut tour!
- Looking for a 90-minute plan that feels like a mini celebration
Choose Chocolate if you’re…
Looking for a 90-minute plan that feels cozy, indulgent, and special
A “one perfect bite” person (quality and craft matter)
Craving a hot or iced chocolate beverage
Into rich flavors, cacao notes, and dessert that feels a little elevated
The friend who always orders the chocolate dessert (even when you swear you won’t)
Can’t decide because there’s donuts on the chocolate tour!
2
What you’ll actually do (either way)
Both tours are designed to be easy, fun, and delicious:
A local guide who knows the neighborhood and keeps the pace comfortable
Lots of unique stories, making you an EXPERT in chocolate or donuts!
In-person walking tour in Harvard Square
Small group experience (so you can actually hear your guide and enjoy the stops)
Multiple tastings (expect a satisfying dessert crawl, not a single snack)
Check our Tour Calendar For Booking Availability This Week!
3
Donuts vs. Chocolate: the “choose your tour” section
Use this quick picker and you’ll have your answer in 10 seconds.
Book the Harvard Square Donut Tour if…
- You’re free Sundays!
- You love trying different flavors and textures
- You want a fun, upbeat outing with friends or family
- You’re celebrating something (or just want an excuse to)
Book the Harvard Square Donut Tour
Book the Harvard Square Chocolate Tour if…
- You’re free Fridays or Saturdays (or Tuesdays or Wednesdays)
- You want rich, chocolate-forward tastings
- You love artisan treats and dessert with a little “wow” factor
- You want a date-friendly plan that feels special
4
Our Must-Try Tours in Boston
Alright, foodies, let’s talk about the goods. Here are some of our most popular tours:
Harvard Square Donut Tour: Donut lovers, unite! You’ll dive into Boston’s best donuts. Try on our award-winning food tours of Boston.
Harvard Square Chocolate Tour: Love chocolate? This sweet escape is for you. Indulge in rich truffles, the new dubai chocolate, and decadent hot or iced cocoa for a bargain!
Central Square Food and Mural Arts Tour: Combine art and eats on this unique tour. For You’ll enjoy deliciousness and vibrant street murals including a James Beard (Verveine) and Michelin (PAGU) recognized spot.
Central Square Evening Tour: Perfect for a midweek treat. You’ll explore Central Square under the stars and come away with a greater appreciation for street art and community.
5
Still can’t decide? Here are 3 easy tie-breakers
Going with kids or a mixed group? Donuts are the crowd-pleaser.
Planning a date or a cozy catch-up? Chocolate is the romantic pick.
Want the most “Harvard Square dessert crawl” energy? Pick the one you’d be happiest eating first.
6
Make it a sweet Harvard Square day with the Sweetest tour of Boston – 5 star tour!
If you want a simple plan, do this:
Book your tour
Enjoy the dessert crawl
Wander Harvard Square after with zero pressure and a very happy sweet tooth
7
Ready to Book?
- Harvard Square Donut Tour
- Harvard Square Chocolate Tour
- Boston Chocolate Tour
Tip: booking ahead is recommended—especially if you’re planning for a specific date.
Conclusion: Don’t Miss Out on Boston’s Best Food Tours
Boston’s food scene is calling, and Off The Beaten Path Food Tours is here to answer. Whether you’re craving chocolate, donuts, or a little bit of everything, we’ve got a tour for you.
So what are you waiting for? Book your tour today and get ready to eat, explore, and enjoy the best of Boston. Trust us—your taste buds will thank you.
Lizzie and Sam
See Tour Calendar
