All Events

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Winter Haven Farmers Market - September 5, 2026

New
No Reviews
September 5, 2026, 9:00 am
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1:00 pm
We feature a variety of farmers, food trucks, artisan food vendors including handmade pasta, baked goods, meat, seafood, plants, and local makers every Saturday. 🍅🍊🍋🥬🫐🍇🍎🍞🌽🥑🍪🍰 Read more...
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Winter Haven Brunch Tour - September 5, 2026

New
No Reviews
September 5, 2026, 10:30 am
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1:30 pm
Price: $117
Enjoy a delicious guided brunch experience featuring local Winter Haven restaurants, flavors, and stories. Schedule: Saturdays, 10:30 a.m.–1:30 p.m. All featured tastings are included. Exact meeting and parking instructions are provided with your booking. View full tour details and book now. Read more...
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Flavors of Winter Haven Food Tour - September 5, 2026

New
No Reviews
September 5, 2026, 2:00 pm
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5:00 pm
Price: $124
Discover the flavors, history, and locally owned restaurants of downtown Winter Haven on this guided culinary walking tour. Schedule: Tuesdays, Thursdays, and Saturdays, 2:00–5:00 p.m. All featured tastings are included. Exact meeting and parking instructions are provided with your booking. View full tour details and book now. Read more...
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Winter Haven Chef’s Table Experience - September 5, 2026

New
No Reviews
September 5, 2026, 5:00 pm
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8:00 pm
Price: $250
Enjoy an elevated guided dining experience showcasing Winter Haven chefs, restaurants, and thoughtfully prepared courses. Schedule: Thursdays and Saturdays, 5:00–8:00 p.m. Exact meeting and parking instructions are provided with your booking. Minimum guest requirements may apply. View full tour details and book now. Read more...
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Island Dreaming Brunch Sip & Shop at Obscure Wine Auburndale

New
No Reviews
September 6, 2026, 7:00 pm
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12:00 am
Join Obscure Wine Company for a Sunday Sip & Shop featuring an Island Dreaming pop-up with new arrivals for the fall season. Browse, sip, and enjoy the evening at the Auburndale location. RSVP through the official event page. Read more...
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Winter Haven Coffee, Tea, and Dessert Tour - September 7, 2026

New
No Reviews
September 7, 2026, 10:00 am
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3:00 pm
Price: $125
Join us on a sweet and savory journey through Winter Haven’s local coffee shops and dessert destinations. Enjoy coffee, tea, pastries, desserts, local stories, and a guided walking experience. Schedule: Mondays, Wednesdays, and Fridays, 10:00 a.m.–3:00 p.m. All tastings are included. Exact meeting and parking instructions are provided with your booking. View full tour details and book now. Read more...
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Flavors of Winter Haven Food Tour - September 8, 2026

New
No Reviews
September 8, 2026, 2:00 pm
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5:00 pm
Price: $124
Discover the flavors, history, and locally owned restaurants of downtown Winter Haven on this guided culinary walking tour. Schedule: Tuesdays, Thursdays, and Saturdays, 2:00–5:00 p.m. All featured tastings are included. Exact meeting and parking instructions are provided with your booking. View full tour details and book now. Read more...
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Winter Haven Coffee, Tea, and Dessert Tour - September 9, 2026

New
No Reviews
September 9, 2026, 10:00 am
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3:00 pm
Price: $125
Join us on a sweet and savory journey through Winter Haven’s local coffee shops and dessert destinations. Enjoy coffee, tea, pastries, desserts, local stories, and a guided walking experience. Schedule: Mondays, Wednesdays, and Fridays, 10:00 a.m.–3:00 p.m. All tastings are included. Exact meeting and parking instructions are provided with your booking. View full tour details and book now. Read more...
Winter Haven Happy Hour Walking Tour

Winter Haven Happy Hour Pub Crawl - September 9, 2026

New
No Reviews
September 9, 2026, 4:30 pm
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7:30 pm
Price: $157
Experience Winter Haven’s local nightlife on a guided happy-hour pub crawl featuring drinks, food, and entertaining local stories. Schedule: Wednesdays and Fridays, 4:30–7:30 p.m. Exact meeting and parking instructions are provided with your booking. Guests must meet the tour’s age requirements. View full tour details and book now. Read more...
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Karaoke Tuesdays At Tipsy Hen - September 9, 2026

New
No Reviews
September 9, 2026, 7:00 pm
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10:00 pm
Karaoke at Tipsy Hen every Tuesday with Castle Karaoke (Brooke & Alden) 7-10pm. Family friendly and a fun supportive atmosphere to sing your hearts out every week while enjoying dinner and drinks! Read more...