All Events

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Winter Haven Happy Hour Walking Tour

Winter Haven Happy Hour Pub Crawl - September 4, 2026

New
No Reviews
September 4, 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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Live & Loud at the Ritz

New
No Reviews
September 4, 2026, 6:00 pm
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11:00 pm
Live & Loud is Polk County’s monthly showcase of rising bands and local creative talent. The September lineup features 69 Fingers from Orlando, Ciquet from Lakeland, Lot Lizards from Tampa, and an additional act to be announced. Produced with Punk Kid Productions LLC. Official details and tickets: https://theatrewinterhaven.com/event/live-loud-at-the-ritz-8/ Read more...
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Matt Fernandez from Funny or Die!

New
No Reviews
September 4, 2026, 8:00 pm
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September 5, 2026, 10:00 pm
Price: $20
Writer and comedian Matt Fernandez, whose credits include Playboy, CollegeHumor and the Funny or Die Oddball Festival, 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 Read more...
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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...