Original Annapolis Dessert Crawl

Private Vehicle

Who doesn’t like dessert? And, why do you need to eat a meal first? Our answer: you don’t! Let’s just get to the best part first and splurge. After all, you’re on vacation, right? Get ready to dig right in and make a meal out of dessert! We’ll take you to some of the best spots in town for Annapolis' sweet, local flavors! Then, if you’d like, end things on a high note with an after-dessert drink.


  • See the city and its many charms from the comfort of a unique, all-electric EZCruiser
  • Discover Annapolis — and its best desserts — through the eyes of a local
  • Taste desserts that locals love, but that many visitors may never come across
  • When possible, meet the owners of restaurants we visit and hear their stories about the desserts we’re enjoying

Inclusions: Local English-speaking guide, desserts, plus transportation during the tour.

Exclusions: Additional food and drinks, souvenirs, tips/gratuities for your guide.

Schedule details

  • Duration: 2 hours
  • Meeting point: Annapolis Visitor’s Center, 26 West Street, Annapolis, MD 21401. View on Google Maps.
  • Starting time: 1.30 PM
  • Ending point: Visitor’s Center or Annapolis City Dock & Harbor
  • Chevron down Full Itinerary
  • Have a sweet tooth? We hope so! Annapolis might be known for its abundance of amazing seafood, but don’t discount the decadent desserts you can find here — with the help of a local, of course.

    Get ready to feel like a kid again as you dig into dessert, indulge your sweet tooth, and enjoy some of the best sweet treats Annapolis has to offer. And if you’re itching to see Annapolis from a local perspective, that’s exactly what you’ll be doing thanks to the expertise of a local city guide who can share insider tips you might not hear anywhere else.

    We’ll start the tour by hopping aboard our 5-passenger, all-electric EZCruiser from which we’ll take you on a dessert extravaganza, where you’ll be eating your way through the city’s sweetest offerings. But you won’t just be eating (don’t worry, we’ll get to that). You’ll also get a lesson in all things local when it comes to dessert. When possible, you might also get the chance to meet the owners of the restaurants we visit and hear their stories about why they love the dessert we’re eating and the history behind it.

    You’ll discover a local sweet dating back to colonial times, and learn why it’s still popular today. Not only that, but since America is known as a “melting pot,” we’ll enjoy an international pudding-style dessert along the way, that we’re pretty sure you’ll love as much as we do.

    We’ll also enjoy a dessert people enjoy each and every day – but this one will be better because it’s homemade.

    If you’re not too stuffed by the time the tour is over, why not cap off your local Annapolis experience with a speciality after-dinner (make that after-dessert) house drink?

    Before you go, don’t forget to ask your expert local guide for tips on what else to see, do and most importantly, eat during your stay in Annapolis.

    Additional information

    Inclusions: Local English-speaking guide, desserts, plus transportation during the tour.

    Exclusions: Additional food and drinks, souvenirs, tips/gratuities for your guide.

    Your Trip: For your Urban Adventure you will be in a small group of 5 people per vehicle. Additional vehicles available upon request.

    Confirmation of booking: If you have your voucher, your booking is confirmed. We’ll see you at the start point. Get in touch if you have any concerns or require more information via the email address or phone number (business hours only) on your voucher.

    Child Policy: Children between the ages of 6 and 11 inclusively are permitted on this tour at the rate listed above. Please select ‘child’ above when booking. Children below the age of 6 are not permitted on this tour.

    Dietary Notes

    We can accommodate vegetarians and some other dietary restrictions. Please notify us in advance if you have any dietary restrictions or special dietary considerations we should be aware of. You can do so in the ‘Additional information’ box at checkout, or by emailing us at [email protected].

    Please note: this tour is not recommended for vegan, lactose intolerant and gluten-free diets.

    Local contact

    Office phone number: +1 443 510 1348
    Email address: [email protected]