Winter Haven, Florida, might not be as widely known as Orlando or Tampa, but it’s a surprisingly lively spot for unique tours that suit a variety of interests. Whether you’re a family eager for LEGO adventures or a foodie craving authentic bites, Winter Haven offers experiences worth exploring. We particularly enjoy the LEGOLAND® Florida Resort, which combines creative rides with water fun, and the Winter Haven: Flavors of the City Guided Food Tour, a tasty way to discover local favorites. Each tour provides a different flavor of what Winter Haven has to offer, making it a versatile destination for all types of travelers.
Quick Overview
Our list of the best tours in Winter Haven includes a mix of theme park adventures, culinary explorations, and scenic cruises. You’ll find options like LEGOLAND® Florida, perfect for families or LEGO enthusiasts, as well as food tours that dive into local and international flavors. If you prefer a more upscale experience, the Chef’s Table and Wine Tasting Tour offers a sophisticated culinary journey. For those seeking a relaxing day, the Tipsy Sunset Cruise combines scenic views with good food and drinks. Read on to find the tour that best fits your travel style.
1. LEGOLAND® Florida Resort 1-Day Water and Theme Park Ticket

At number 1, the LEGOLAND® Florida Resort 1-Day Water and Theme Park Ticket offers an excellent introduction to one of the area’s top attractions. This ticket provides access to both the main theme park and the Water Park. For $79 per person, you’ll get a full day of creative rides, LEGO®-inspired attractions, and water-based fun designed for all ages. Kids will love walking through Miniland USA, where more than 32 million LEGO® bricks create miniature versions of iconic American landmarks, and testing their skills at the Ford Driving School.
What makes this tour stand out is its versatility—it caters to families, LEGO fans, and water lovers alike. The Water Park features wave pools, lazy rivers, splash zones, and slides, making it a perfect way to beat the Florida heat. The main park boasts attractions like the Ferrari Build and Race Experience, which appeals to those with a need for speed, and the Conquer the Dragon coaster for thrill-seekers. The only downside might be the price—at $79, it’s a solid deal for a full day—but it’s best suited for visitors with a full day to enjoy everything.
Bottom Line: This is a fantastic, all-in-one experience for families and LEGO fans looking for a day packed with rides, water fun, and creative play.
2. LEGOLAND® Florida Resort 2-Day Park Admission

If you want to experience everything LEGO® has to offer, the LEGOLAND® Florida Resort 2-Day Park Admission is well worth the extra investment. For $85 per person, you get two full days to explore over 50 rides, attractions, and shows, making it perfect for those who prefer a more relaxed pace. This ticket allows you to take your time walking through Miniland USA, mastering the roads at the Ford Driving School, and enjoying the castle adventures on the Conquer the Dragon coaster.
The highlight here is the extended duration, which means less rushing and more opportunity to revisit favorites or discover new ones. Plus, the park hosts seasonal events like Brick-or-Treat in September and October, adding extra fun to your visit. Reviews are glowing, with one guest emphasizing that spending two days allowed their family to “really soak in everything without feeling rushed.”
Bottom Line: For LEGO lovers and families who want the full experience, the 2-day pass offers excellent value and a chance to enjoy all attractions at leisure.
3. Winter Haven: Chef’s Table and Wine Tasting Tour

At number 3, the Winter Haven: Chef’s Table and Wine Tasting Tour offers a more refined experience for those who appreciate good food and wine. For $268 per person, this 3-hour journey takes you behind the scenes with a Michelin-trained chef to enjoy a three-course farm-to-table dinner paired with selected wines.
What makes this tour special is its focus on local culinary craftsmanship. The experience begins with a mini wine tasting at Obscure Wine Company, followed by a sit-down dinner at a cozy local restaurant. The menu features locally sourced ingredients, and the guide shares insights into Winter Haven’s culinary scene. The tour also includes a guided walk through historic Winter Haven, adding cultural context to your culinary journey.
While it’s pricier than other options, the focus on quality and the intimate setting make it ideal for foodies or couples celebrating a special occasion. The tour’s reviews highlight the great wine pairings and knowledgeable hosts, making it a memorable, upscale experience.
Bottom Line: A perfect choice for those seeking a gourmet experience combined with a taste of Winter Haven’s charm.
4. Winter Haven: Coffee, Tea & Dessert Food Tour

The Winter Haven: Coffee, Tea & Dessert Food Tour is a sweet treat for anyone who loves sampling local flavors. Priced at $134 for 3 hours, this guided walking tour introduces you to Winter Haven’s best coffee shops, bakeries, and dessert spots.
Highlights include gourmet muffins and coffee at Richard’s Fine Coffees and classic Floridian key lime pie at Tempo 1930. You’ll also get to taste international desserts like coconut sticky rice and flan, as well as more unique offerings such as banana-stuffed fried wontons. The relaxed pace and variety make it ideal for food lovers who want a sweet snapshot of the city’s culinary scene.
Many reviewers mention how the tour is perfect for dessert enthusiasts or those wanting a leisurely way to explore. It’s a fun social experience that pairs well with a day of sightseeing or relaxing in Winter Haven.
Bottom Line: A delightful way to indulge your sweet tooth and discover local coffee and dessert favorites.
5. Winter Haven: Flavors of the City Guided Food Tour

The Winter Haven: Flavors of the City Guided Food Tour offers an extensive look at Winter Haven’s diverse food scene for $136 over 3 hours. It’s a guided journey through local eateries, from Thai spring rolls at Thai Haven to infused olive oils at The Treasured Olive, and gelato at a specialty shop.
What sets this tour apart is its focus on international cuisine and cultural insights. The guide shares stories about local landmarks, like the original site of Publix, while you sample beyond-your-average bites. The tour ends with sweet treats like cakes and cookies, making it suitable for curious eaters interested in both food and local history.
Reviewers note that it’s a great blend of tasting and storytelling, making it accessible for first-timers or those wanting an immersive experience.
Bottom Line: Ideal for food explorers wanting a taste of global flavors and local history in one walk.
6. Winter Haven: Food Tour & Tipsy Sunset

Our sixth pick, the Winter Haven: Food Tour & Tipsy Sunset, combines culinary delights with breathtaking views. For $165, it’s a 3-hour experience that includes food tastings and a scenic sunset cruise on Tanners Tipsy Sunset Cruise.
The food portion mirrors the previous tour’s focus on local and international favorites, including coffee, baked goods, and Asian cuisine. Afterward, the cruise offers a relaxing way to unwind while enjoying panoramic views of Winter Haven’s lakes at sunset. It’s perfect for couples or small groups seeking a combination of flavors and scenery.
Guests appreciate the combination of food and relaxing boat ride, describing the sunset as “spectacular” and the food as “delicious.” The added cruise makes this tour stand out for those wanting both a culinary and scenic experience.
Bottom Line: Best suited for couples or small groups looking for a laid-back, scenic day with great food.
7. Winter Haven: Guided Brunch Tour with Local Delicacies

Closing our list is the Winter Haven: Guided Brunch Tour with Local Delicacies, for $143 over 3 hours. It’s a foodie’s dream, sampling freshly brewed coffee, cupcakes, chocolate, pancakes, and pizza at local hotspots. The tour also explores Winter Haven’s architecture and history, adding context to your tasting experience.
Highlights include French toast, poached eggs, and ricotta pancakes, along with infused olive oils and Banh Mì sandwiches. The tour is a delicious way to start the day, especially if you love breakfast foods and local stories.
Reviewers mention that this tour offers a fantastic variety of brunch favorites and provides a relaxed, friendly atmosphere. It’s perfect for breakfast lovers or those wanting to explore Winter Haven’s culinary scene without a formal sit-down meal.
Bottom Line: A tasty, comprehensive brunch experience ideal for early risers and food explorers.
How to Choose Your Best Tour in Winter Haven
When deciding which tour to book, consider your interests, budget, and available time. For a family adventure packed with rides and water fun, the LEGOLAND® Florida options are unbeatable. If you prefer a culinary journey, the Chef’s Table or Food Tours provide immersive tastes of local and international flavors. For a relaxing scenic experience, the Tipsy Sunset Cruise combines good food with lakeside views.
Think about your time constraints—a single-day park ticket suits a full day of activity, while food tours and cruises fit better into a shorter schedule. Also, consider your interest in water-based fun, fine dining, or cultural exploration. Booking early is wise, especially for popular LEGO tickets or seasonal food tours.
Final thoughts
Winter Haven offers a surprising range of tours that cater to families, foodies, and scenic lovers alike. If you’re traveling with kids, the LEGO experience is a must—its combination of rides and water fun can easily fill a day. For those craving a more refined experience, the gourmet Chef’s Table will satisfy, while the food and scenic boat tour offers a relaxing way to appreciate the lakes and local flavors.
Whatever your interests, booking early ensures you’ll secure your spot in these popular excursions. Winter Haven might not be on everyone’s radar yet, but these tours prove it’s a destination full of surprises for every kind of traveler.
