Imagine strolling through charming streets, your taste buds tingling with every stop, and learning quirky stories about local businesses and the area’s history. For $134 per person, you get an engaging 3-hour guided walking tour through Winter Haven’s sweetest spots—where gourmet muffins, classic Floridian key lime pie, and international desserts like coconut sticky rice and flan await. Led by friendly guides who know their sweets, this tour promises a flavorful journey through a Florida town that’s more than just theme parks.
What we particularly love is how this tour balances authentic local flavor with history and stories behind the businesses—it’s not just about eating but also about connecting with the community. Plus, the variety of desserts and coffee styles, from rich gelato to delicate cannoli, keeps the experience fresh and interesting.
A potential consideration: because it is a walking tour of about three hours, it’s best suited for those comfortable on their feet and with a sweet tooth. If you love discovering hidden culinary gems and enjoy a leisurely pace, this tour will delight. It’s ideal for foodies of all ages looking for a relaxed, tasty adventure that offers more than just snacks.
Key Points

- Authentic Local Flavor: Enjoy a variety of desserts and coffees at popular, locally loved spots.
- Educational & Entertaining: Guides share stories about Winter Haven’s history and businesses.
- Diverse Tasting Experience: From Floridian pies to international treats like coconut sticky rice and flan.
- Quality Food & Drinks: Gourmet muffins, cookies, gelato, and more are included.
- Small Group Intimacy: The tour maintains a friendly, manageable size for a more personal experience.
- Flexible Cancellation & Payment: Cancel up to 24 hours ahead, and book now with pay later options.
A Closer Look at the Food & Stops

The tour kicks off at Richard’s Fine Coffees, a spot renowned for its gourmet muffins and freshly brewed coffee. Here, you’ll enjoy your first sip of rich, carefully selected coffee paired with a pistachio muffin—small details that elevate the experience beyond a typical breakfast. The guide, whose name we didn’t catch but who clearly loves sharing stories, explains what makes Richard’s stand out in Winter Haven’s coffee scene.
From there, the route takes you through a handful of carefully chosen dessert establishments, each with its own specialty. Tempo 1930 offers a slice of Floridian key lime pie, a tangy, sweet treat that encapsulates the Sunshine State’s citrus obsession. It’s a must-try for visitors wanting an authentic taste of local flavor.
Next, the tour might lead you to Thai Haven or El Olivo Mexican Restaurant for international desserts like coconut sticky rice and flan. These stops are especially appreciated by those interested in exploring beyond American sweets. The guide provides insights into the cultural origins of these desserts, making each bite an educational experience.
For cookie and cupcake lovers, Gourmet Goodies Bake Shop is a highlight, offering gourmet cookies and cake pops—the latter being a perfect sweet bite to take away or savor on the spot. Meanwhile, Arabellas serves up Italian favorites like tiramisu and cannoli, giving you a taste of Italy right in Florida.
The tour also features The Treasured Olive, where you can sample gelato infused with olive oil—a unique twist that surprises even seasoned dessert fans. And for something more inventive, Tsunami Sushi presents banana-stuffed fried wontons, a fun fusion treat that shows how blending cuisines can lead to delicious results.
As you walk, your guide shares snippets about Winter Haven’s local economy and famous musician Gram Parsons—adding depth to the leisurely stroll. The stops at Confection wrap up your sweet tour with a selection of international chocolates and candies, all with a sci-fi flair that gives it an unusual twist.
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The Itinerary Breakdown

Starting outside the parking garage at 3rd Street NW & Ave A NW, the tour begins with a warm welcome and your first tasting. The morning atmosphere makes the experience feel relaxed, perfect for chatting and soaking in the local vibe.
Richard’s Fine Coffees sets a cozy tone, with rich aromas and a friendly barista explaining what makes their brews special. Expect to sample coffee from Haven Coffee alongside a freshly baked pistachio muffin—a combination that energizes you for the morning’s adventure.
From there, the route takes you through several carefully selected stops—each offering a distinct flavor profile and cultural background.
- Tempo 1930 provides a classic Florida key lime pie, which balances tartness and sweetness, a true regional specialty.
- At Thai Haven and El Olivo, you’ll indulge in coconut sticky rice and flan, showcasing the diversity of Winter Haven’s international cuisine options.
- The Gourmet Goodies Bake Shop is the place for cookies and cupcakes that look as good as they taste. The cake pops are particularly popular, with many reviewers mentioning how delicious and visually appealing they were.
- Arabellas introduces you to Italian desserts—their tiramisu and cannoli standing out as authentic and flavorful.
- A visit to The Treasured Olive surprises many with olive oil-infused gelato, a rich, creamy delight that’s both unusual and satisfying.
- The stop at Tsunami Sushi explores banana-stuffed fried wontons, blending a sweet and savory flavor profile that’s hard to forget.
Throughout the tour, your guide shares fascinating stories about Winter Haven’s history, local businesses, and cultural heritage. For example, the visit to the Greater Winter Haven Chamber of Commerce offers insights into the local economy, while a stop at Gram Parsons Derry Down ties in local music history.
The final tasting at Confection completes the experience, with international chocolates and candies that appeal to all sweet cravings, plus the quirky sci-fi theme that makes it memorable.
What Makes This Tour Special?

The balanced mix of food, stories, and local flavor makes this tour engaging on multiple levels. Travelers consistently praise their guides for being knowledgeable and personable, often mentioning how they appreciated the stories behind each stop. As one reviewer noted, “The guide’s enthusiasm made the whole experience more fun and informative,” which is a common sentiment.
The quality of food also receives high marks. Many mention that the desserts were delicious and that they appreciated the variety, especially the international options like coconut sticky rice and olive oil gelato. It’s clear that these stops are selected with care, offering authentic and well-prepared treats.
For value, the tour at $134 includes a broad sampling of coffees, desserts, and specialty treats, often worth more than the ticket price if purchased individually. Plus, the small-group format ensures a more intimate experience, allowing for better interaction with the guide and more personalized attention.
A few travelers note that because it’s a walking tour, it’s best suited for those who are comfortable on their feet and enjoy a relaxed pace. It’s not overly strenuous, but it does require some stamina, especially in warmer weather.
The Sum Up: Why Choose This Tour?

This Winter Haven Food & Dessert Tour is a wonderful choice for those who love sweet treats, are curious about local and international flavors, and enjoy learning stories about the places they visit. It’s perfect for foodies of all ages seeking a leisurely, tasty morning or early afternoon adventure.
If you’re traveling with friends or family who appreciate good food and engaging guides, this tour is a delightful way to spend a few hours. Its authentic local stops and diverse treats make it more than just a food tour—it’s an immersion into Winter Haven’s community spirit and culinary culture.
For visitors wanting a fun, low-key activity that combines culture, history, and a lot of delicious bites, this tour hits the mark. It offers good value for the price with memorable stops and a friendly atmosphere. Whether you’re a local showing visitors around or a tourist exploring Florida, this tour provides a genuine flavor of Winter Haven.
More Great Tours NearbyFAQ

Is the tour suitable for children?
Yes, the tour is suitable for all ages, especially if your family enjoys sweets and walking. Just keep in mind it’s about three hours of strolling.
What if I have food allergies or dietary restrictions?
The tour features a variety of treats, but specific accommodations aren’t mentioned. It’s best to contact the tour provider to clarify dietary needs beforehand.
How physically demanding is the tour?
It’s a walking tour lasting around three hours, so it’s best for those comfortable on their feet. The pace is relaxed, but it involves some walking.
Do I need to make reservations in advance?
Yes, reservations are recommended. You can book now and pay later, with free cancellation up to 24 hours before the tour.
What is included in the price?
Your ticket includes guided narration, multiple tastings like muffins, cookies, gelato, coffee, and desserts from various local spots.
Where do we meet?
Meet outside the parking garage at 3rd Street NW & Ave A NW in Winter Haven.
Is the tour wheelchair accessible?
Yes, the experience provider states the tour is wheelchair accessible.
Can I join the tour if I only want to try a few stops?
The tour is designed as a guided experience, so participating in the full route offers the best value and variety.
Are there any additional costs during the tour?
Not typically; all tastings are included in the ticket price.
What is the best time of day to do this tour?
It’s usually available in the morning, which helps keep the experience relaxed and comfortable, especially in warmer months.
In all, this Winter Haven Coffee, Tea & Dessert Food Tour offers a tasty, spirited look at the town’s best sweet spots, making it a perfect choice for anyone wanting to combine food, culture, and a bit of Florida charm in a friendly, manageable package.
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