All Events

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Winter Haven Chef’s Table Experience - September 24, 2026

New
No Reviews
September 24, 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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Happy Hour Trivia Show - September 24, 2026

New
No Reviews
September 24, 2026, 6:00 pm
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11:00 pm
WEDNESDAYs: 🐪🥃 ▫️Trivia 6pm! ▫️Enjoy a BOGO 8pm-12am! (Like & show post to bartender) ▫️$6 VG Caramel Vodka Espresso Martinis (Mon-Thur / 6pm-9pm) ALL DAY ER-DAY DEALS: 💲 ▫️$2 Twin P Whiskey ▫️$3 Bushmills Irish Whiskey HAPPY HOUR: 🍸🍷🥂🥃 ▫️$3 off Wells & Wines ▫️$2 off Beers – Sunday & Monday! (ALL DAY) – Tuesday-Thursday! (12pm-6pm) – Friday & Saturday! Read more...
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Work Sucks: A Comedy Showcase!

New
No Reviews
September 24, 2026, 8:00 pm
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10:00 pm
Price: $15
The Work Sucks comedy showcase features comedians whose material centers on the everyday struggles and absurdities of working life. Doors open at 7 PM and the show starts at 8 PM. Ages 21 and older. Two-item minimum per person. Tickets start at $15. Present your confirmation email or QR code for admission and arrive at least 30 minutes before showtime. Read more...
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DJ Trinidad - September 24, 2026

New
No Reviews
September 24, 2026, 9:00 pm
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2:00 am
DJ Trinidad typically spins music out back on the patio Read more...
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Winter Haven Coffee, Tea, and Dessert Tour - September 25, 2026

New
No Reviews
September 25, 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 25, 2026

New
No Reviews
September 25, 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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Stephen Henry: Best of the Bay!

New
No Reviews
September 25, 2026, 8:00 pm
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September 26, 2026, 10:00 pm
Price: $20
Voted Best Up-and-Coming Comedian by Creative Loafing Tampa Bay, rapid-fire and sharp-witted comic Stephen Henry performs live for two nights. Doors open at 7 PM and the show starts at 8 PM. Ages 21 and older. Two-item minimum per person. Tickets start at $20. Present your confirmation email or QR code for admission and arrive at least 30 minutes before Read more...
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Winter Haven Farmers Market - September 26, 2026

New
No Reviews
September 26, 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 26, 2026

New
No Reviews
September 26, 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 26, 2026

New
No Reviews
September 26, 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...