If you’re thinking about exploring Orlando’s charming Winter Park beyond the usual tourist spots, the Flavors of Winter Park Foodie Walking Tour might just be what you’re after. This guided experience promises to combine delicious bites with a little history and local insight, all in about two and a half hours.
What caught our eye—and many of the tour’s participants—is how it offers a relaxed way to taste a variety of local eats while wandering through Park Avenue, a neighborhood known for its vibe and diverse food scene. Plus, the chance to learn quirky tidbits about Winter Park, from celebrity visits to the significance of peacocks, makes this more than just a tasting event.
One thing to keep in mind: While the tour touts gluten-free options at most stops, it’s a good idea to give notice about allergies, as some venues may have limited alternatives. And, as with many food tours, portions tend to be on the smaller side, so if you’re really hungry, consider padding with extra snacks or plan to grab a bigger meal afterward.
This experience seems ideal for curious food lovers, friends wanting a fun day out, or travelers keen to get a local’s perspective on Winter Park’s culinary landscape.
Key Points

- Local Focus: Avoids tourist traps, highlighting hidden gems and local favorites.
- Educational & Entertaining: Guides share stories about Winter Park’s history, celebrities, and fun facts along the way.
- Tasty & Inclusive: Includes food and drinks at each stop—most are gluten-free—and offers discounts on future visits.
- Balanced Duration: Lasts around 2 hours 30 minutes, perfect for a leisurely afternoon.
- Group Size & Convenience: Designed for small groups (up to 16), with a central meeting point for easy access.
- Value for Money: At about $67, the tour provides a mix of tastings, discounts, and entertainment, making it a good deal for foodies and curious travelers alike.
The Itinerary in Detail

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Starting Point: Winter Park’s Heart
The tour kicks off at 151 W Lyman Ave, a spot close to the bustling heart of Winter Park. Your guide, acting as a local expert, will take you through six different tasting stops, each offering a small but satisfying sample of what the neighborhood has to offer. Most venues are prepared to cater to gluten-free guests, but it’s wise to mention allergies upfront to ensure accommodations.
The Food & Drink Highlights
Throughout the journey, you’ll sample a variety of goodies—from savory bites to refreshing drinks. One featured review highlights Bloody Marys and Sake at different stops, indicating a good balance of alcohol and non-alcoholic options. The food at each site is described as plentiful, and some reviewers have noted that they enjoyed the “great variety” of foods and drinks.
The Stories & Local Flavor
The real charm of this tour is how it combines eating with storytelling. You’ll learn about Winter Park’s history, including some celebrity visits and fun facts like the significance of peacocks in the area. This background adds a layer of context that makes each tasting more meaningful. One reviewer even mentioned how fascinating they found the story about peacocks, which shows how the tour offers more than just eating.
The Tour Stops & Experience
Participants mention that the stops are well-selected, offering a glimpse into Winter Park’s best-kept food secrets. The guides are described as friendly, knowledgeable, and engaging, which helps create a lively, relaxed atmosphere. One commenter appreciated the wine tasting at the end, a thoughtful touch that caps off the experience nicely.
Discounts & Perks
Along With tastings, guests receive a 10% discount on future meals and purchases at each stop, which can add up if you decide to return to your favorites later. Plus, the tour offers a 10% discount on your next Orlando adventure, so it’s a good way to extend the fun.
Group Dynamics & Size
The tour limits groups to 16 participants, ensuring a more personalized experience. Reviewers have noted that larger groups can sometimes feel a bit crowded or unruly, but overall, most found the pace comfortable and the guides attentive.
The Value & Costs

Priced at approximately $66.84 per person, the tour isn’t the cheapest food experience you’ll find, but it offers a good blend of tastings, entertainment, and local insights. Many guests felt it was worth the price, especially since it includes multiple stops and little extras like discounts.
What really makes it a solid value is the combination of food, drinks, stories, and the chance to explore a charming neighborhood without doing the research yourself. It’s an efficient way to get a taste of Winter Park’s culinary scene and history, without the hassle of planning.
Who Will Love This Tour?
This tour is perfect for food lovers, history buffs, or people visiting Winter Park for the first time. It’s also great for groups of friends or couples looking for a relaxed, engaging way to spend part of a day. It’s less suited for those with very strict dietary restrictions (beyond gluten-free needs), or anyone expecting a huge meal—think of it as a flavorful snack tour rather than a full-blown dining experience.
The Sum Up
If you’re after a friendly, informative way to discover Winter Park’s best food spots, the Flavors of Winter Park Foodie Walking Tour delivers just that. The blend of tasty samples, engaging stories, and local secrets makes for a memorable outing. It’s particularly suited for visitors who aren’t in a rush and want to soak up the neighborhood’s charm at a leisurely pace.
The guides’ enthusiasm and knowledge shine through, making each stop both fun and educational. Plus, the added discounts and small group size help you feel like you’re exploring with friends rather than in a crowd. While the portions are modest and it’s not a full meal, most guests leave satisfied—both in belly and in spirit.
This tour benefits those eager to explore Winter Park’s culinary and cultural scene without the fuss of planning it all themselves. It’s a tasty, social, and often surprising way to spend a few hours and discover some hidden gems.
Flavors of Winter Park Foodie Walking Tour
“The food and drinks. We had Bloody Marys at one place and Sake at another. We had food at seven restaurants and it was plentiful. And who knew …”
FAQ

Is this tour suitable for vegetarians?
While the specific details about vegetarian options aren’t provided, most stops seem to accommodate a variety of tastes; it’s best to notify the tour operator in advance about dietary preferences.
Are children allowed on this tour?
The tour is designed for most travelers, but it doesn’t explicitly mention children or family-friendly features. If you’re considering bringing kids, it’s a good idea to check with the provider first.
How long does the tour last?
It runs for approximately 2 hours 30 minutes, giving plenty of time to enjoy the tastings without feeling rushed.
What’s included in the price?
Your ticket covers samples of food and beverages, a knowledgeable guide, local stories, and discounts at participating venues. Tips or additional purchases are extra.
Can I cancel if my plans change?
Yes, the tour offers free cancellation up to 24 hours prior, giving you flexibility if your schedule shifts.
Is transportation needed between stops?
No, it’s a walking tour, so you’ll be exploring on foot through Winter Park’s charming streets.
How far in advance should I book?
Most travelers book about 18 days ahead, which is a good idea to secure your spot, especially during busy seasons.
If you’re in Orlando and want a laid-back way to explore Winter Park’s food scene with a side of local stories, this tour might be just the thing. It combines good eats, friendly guides, and interesting history—all in a manageable, fun package.
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