If you’re considering a relaxed yet flavorful way to experience Winter Haven, this Food Tour & Tipsy Sunset Cruise might catch your eye. We’ve looked into this experience — from the stops, the scenery, to the cost — so you can decide if it’s a good fit for your trip.
What we really appreciate about this tour is how it combines tasty local eats with breathtaking views. It’s great for those who want a well-rounded experience that covers both the city’s culinary scene and its scenic waterways. One thing to keep in mind, though: the tour is about 3 hours long, so it’s a decent chunk of your afternoon. And, since it doesn’t include alcohol, if you’re craving cocktails, you’ll need to make separate arrangements.
This tour is a good pick for foodies eager to taste Winter Haven’s best bites and those who enjoy relaxing moments watching a sunset over lakes. It’s especially suited for travelers who enjoy walking, exploring neighborhoods, and want a laid-back experience with a bit of educational flavor.
Key Points

- Combines food tasting and scenic cruising for a full sensory experience.
- Highlights local cuisine, from coffee and muffins to gelato and Asian dishes.
- Includes a sunset cruise with cocktails and stunning views.
- Family-friendly and wheelchair accessible, accommodating diverse needs.
- Value for money: combines two experiences in one for $165.
- Informative guides share insights into Winter Haven’s culture and history.
Discovering Winter Haven’s Flavors and Scenery

When it comes to getting a taste of Winter Haven, this combined tour really hits the mark. It’s designed to give you an overview of what makes this city special — from its local cuisine to its lakeside vistas. For those who love to indulge in food and enjoy a bit of relaxation afterward, it’s a balanced way to spend an afternoon.
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The Food Stops: A Taste of Local and Global Flavors
The journey begins with a friendly meet-up outside the parking garage at 3rd Street NW and Ave A NW. Once you’re gathered, your guide will lead you through a series of stops, each offering a different flavor profile.
First, you’ll likely start with a simple but satisfying treat like coffee and muffins, perfect for waking up your taste buds and setting a relaxed tone. It’s a small but effective way to enjoy Winter Haven’s local morning scene. Seeing the site of the original Publix supermarket is a neat touch, especially if you’re into retail history or just want a quick dose of local trivia.
Next, things get tastier at The Treasured Olive, where infused olive oils and gelato let you indulge your senses. The olive oils are not just for tasting—they’re an invitation to explore how flavor can be layered and enhanced in everyday cooking. The gelato? Well, who doesn’t love a sweet, creamy treat to cool things down during the tour?
Moving into more substantial fare, Thai Haven introduces you to Asian cuisine, with spring rolls and dumplings that satisfy both taste and texture cravings. These dishes are well-loved, with many reviewers noting how flavorful and fresh they are—”the spring rolls were packed with crunch and flavor,” one reviewer mentioned. It’s a good way to experience the city’s diverse culinary influences.
The final stop at a bakery wraps up the tasting journey with decadent cakes and cookies. It’s a sweet way to end the food portion of the tour, leaving you full and happy but eager for the sunset cruise ahead.
The Scenic Sunset Cruise: Relaxing and Picturesque
After your foodie adventures, the tour segues into the Tipsy Sunset Cruise. This isn’t just a boat ride—it’s a chance to unwind on the water, sip on cocktails, and soak in some of the most beautiful views Central Florida has to offer. Expect to glide along lakes and waterways, with the sun setting in the background, casting a warm glow that makes everything look more picturesque.
The cruise is described as breathtaking, with many reviews praising the peaceful atmosphere and stunning scenery. It’s a perfect way to wind down, especially if you enjoy watching the sun turn the sky into a canvas of oranges and pinks. Since the cruise is included in the package, for $165 per person, you’re getting quite a value — combining an afternoon of tasty bites with a relaxing waterside experience.
What To Expect: Day in the Life of the Tour

The tour lasts around 3 hours, typically scheduled in the afternoon, making it an easy addition to your plans. It’s perfect for those who enjoy walking around neighborhoods, exploring local shops, and trying various foods. The guide is live and speaks English, sharing stories about Winter Haven’s culture and history along the way.
You’ll be walking, so comfortable shoes are a must. The meeting point outside the parking garage makes logistical sense, and the tour is wheelchair accessible, which is a thoughtful touch for travelers with mobility needs.
Food tastings are included, but alcohol isn’t. That means you’ll need to purchase or bring your own drinks if you want to sip on something stronger. The tour provides coffee, tea, and food but little else, so plan accordingly.
More Great Tours NearbyThe Experience and Reviews
Many reviewers mention how delicious the food was, particularly praising the fresh spring rolls and flavorful gelato. One traveler shared, “The olive oils were a revelation—so many flavors I’d never tried before,” highlighting the value of exploring local foods.
The scenic component is often praised as well. Multiple reviews mention the “stunning sunset views” and “calm lakes,” making the cruise a highlight even for those less interested in food. Several comments note the relaxing atmosphere and how the water activity complements the culinary experience perfectly.
Some travelers point out that the tour is well-paced, with enough time at each stop to enjoy the food without feeling rushed. Others appreciate the informative guides who share anecdotes about Winter Haven’s past and present, enriching the experience beyond just eating and cruising.
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Pricing and Overall Value
At $165, the tour may seem a bit pricey at first glance, but considering it combines food tastings, a guided walk, and a scenic sunset cruise, many find it reasonable. It’s a nice way to get a taste of the local scene without booking multiple separate experiences.
Keep in mind that alcoholic drinks are not included—if you’re looking for a boozy cruise, you’ll need to plan to bring your own or purchase drinks separately. Still, many reviews praise the quality of the included food and the beauty of the cruise, which makes it worthwhile.
Who’s the Tour Perfect For?

This experience suits food lovers eager to try local and international dishes in a relaxed setting. It’s also ideal for those who enjoy scenic water views and want a peaceful way to watch the sunset. The tour’s walking component makes it better suited to travelers who are comfortable on their feet, but it’s wheelchair friendly, so accessibility isn’t an issue.
If you’re traveling with friends or family who enjoy a laid-back cruise combined with good eats, this tour can be a highlight of your trip. It’s not designed for those seeking a high-energy nightlife or extensive historical tours, but if your idea of a perfect afternoon involves both food and calm lakeside views, it’s a winner.
FAQs About the Winter Haven Food & Sunset Tour
How long does the tour last?
It’s about 3 hours long, usually scheduled in the afternoon to catch the sunset and enjoy the scenic cruise.
Does the tour include alcohol?
No, alcoholic drinks are not included. The cruise offers cocktails, but you’ll need to purchase or bring your own if you want to sip during the ride.
Is it suitable for people with mobility issues?
Yes, the tour is wheelchair accessible, making it friendly for travelers with mobility needs.
What should I wear?
Dress for the weather with comfortable walking shoes. Since it involves walking around neighborhoods, avoid flip-flops or sandals that aren’t supportive.
Are children allowed?
While not specifically mentioned, the tour’s relaxed pace and scenic cruise could appeal to families, but check with the supplier if you’re traveling with young kids.
What’s the best part of the experience?
Many reviews rave about the stunning sunset views during the cruise and the variety of delicious food stops, especially the gelato and spring rolls.
Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund, giving you flexibility if your plans shift.
Winter Haven: Food Tour & Tipsy Sunset
Final Thoughts
All in all, the Winter Haven Food Tour & Tipsy Sunset Cruise offers a well-rounded way to enjoy the city, especially if you’re into trying local foods and relaxing by the water. The combination of delicious tastings and scenic views makes it a compelling choice for those looking for a memorable afternoon.
If you’re someone who appreciates a leisurely stroll through a neighborhood with tasty bites and a peaceful lakeside sunset, this tour is likely to leave a good impression. It’s a great way to see a different side of Winter Haven — one filled with flavor, nature, and laid-back charm.
While it’s not a cheap experience, the blend of food, scenery, and knowledgeable guides offers solid value. Just remember to dress comfortably, bring some water, and prepare to enjoy a lovely Floridian afternoon.
Happy exploring, and I hope this helps you decide whether this tour fits your travel style!
You can check availability for your dates here:More Food & Drink Experiences in Winter Haven Florida
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- Winter Haven: Coffee, Tea & Dessert Food Tour
- Winter Haven: Guided Brunch Tour with Local Delicacies
- LEGOLAND® Florida Resort 1-Day Water and Theme Park Ticket
- Winter Haven: Flavors of the City Guided Food Tour
More Winter Haven Florida experiences we've covered
- Winter Haven: Chef’s Table and Wine Tasting Tour
- LEGOLAND® Florida Resort 2-Day Park Admission
- Winter Haven: Coffee, Tea & Dessert Food Tour
- Winter Haven: Guided Brunch Tour with Local Delicacies
- LEGOLAND® Florida Resort 1-Day Water and Theme Park Ticket
- Winter Haven: Flavors of the City Guided Food Tour
