All Events

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Coffee and Tea Tour 768x402

Winter Haven Coffee, Tea, and Dessert Tour - October 9, 2026

New
No Reviews
October 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 - October 9, 2026

New
No Reviews
October 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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Oktoberfest

New
No Reviews
October 9, 2026, 6:00 pm
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9:00 pm
Main Street Winter Haven’s 19th Annual Oktoberfest brings more than 30 German, American, and craft beers to Central Park in Downtown Winter Haven. Join the community for an evening celebrating Oktoberfest downtown. Official event details: https://www.mainstreetwh.com/events/list/ Read more...
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Stormy Daniels: Unicorns in the Kitchen Tour!

New
No Reviews
October 9, 2026, 8:00 pm
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October 10, 2026, 10:00 pm
Price: $28.04
Stormy Daniels brings her Unicorns in the Kitchen Tour to Laugh Out Lounge for two live and unfiltered performances. Doors open at 7 PM and the show starts at 8 PM. Ages 21 and older. Two-item minimum per person. Tickets start at $28.04. Present your confirmation email or QR code for admission and arrive at least 30 minutes before showtime. Read more...
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Winter Haven Farmers Market - October 10, 2026

New
No Reviews
October 10, 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 - October 10, 2026

New
No Reviews
October 10, 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...
Winter Haven Afternoon Flavors Walking Tour Facebook Cover 768x284

Flavors of Winter Haven Food Tour - October 10, 2026

New
No Reviews
October 10, 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 - October 10, 2026

New
No Reviews
October 10, 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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Ric Diez from Kill Tony!

New
No Reviews
October 11, 2026, 8:00 pm
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10:00 pm
Price: $25
Comedian Ric Diez, known for his appearances on Kill Tony, performs live at Laugh Out Lounge. Doors open at 7 PM and the show starts at 8 PM. Ages 21 and older. Two-item minimum per person. Tickets start at $25. Present your confirmation email or QR code for admission and arrive at least 30 minutes before showtime. Read more...
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Winter Haven Coffee, Tea, and Dessert Tour - October 12, 2026

New
No Reviews
October 12, 2026, 10:00 am
-
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...