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Events

Yearly Monthly Weekly Daily List
May 2026

Taste of Altamonte Food & Wine

You are invited to taste, sip, savor and socialize at the Taste of Altamonte presented by Porsche Orlando and Mercedes-Benz of Orlando. This premier Central Florida “Taste” event will showcase over 40 of Orlando’s best restaurants and beverage brands. Your all-inclusive ticket includes three hours of unlimited food and drinks with live music! All proceeds […]
21 May
6:00 pm - 9:30 pm
Crane's Roost Park
Altamonte Springs, Florida
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Sunset at the Zoo

Enjoy the cooler evening temperatures at the Zoo for a WILD low price Sunset at the Zoo is an evening full of family-friendly Zoo fun, with activities, themed keeper chats, local vendors, food trucks, and more surprises. You won’t want to miss these wildly popular community events! SAVE when you purchase your tickets online! Sunset at […]
22 May
5:00 pm - 8:00 pm
Central Florida Zoo
3755 W Seminole Blvd., Sanford, FL 32771
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Sounds of Wekiva

Join us every Friday & Saturday night at 7 p.m. for The Sounds of Wekiva, live at The Island. Hear great music while enjoying your favorite beer and wine from The Tooting Otter Bar.
22 May
7:00 pm - 11:00 pm
Wekiva Island
1014 Miami Springs Drive, Longwood
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Sanford’s Saturday Social Ride

Join Bicikleta Bike Shop on a Lake Monroe Loop. This 28-mile bike ride will take you on an adventure around Lake Monroe. Saturday mornings – meet up is at 7:15 AM. The ride starts promptly at 7:30 AM. We will have two paces for this ride – based on average speed not rolling speed: 14 […]
23 May
7:30 am - 9:30 am
Bicikleta Bike Shop
229 Magnolia Avenue Sanford, FL 32771
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Longwood Farmers Market

Your Saturday plans just got better!  Stroll, shop, and savor the best of Longwood at the Longwood Farmers’ Market every Saturday from 9 AM – 1:30 PM  From fresh produce and local goodies to friendly faces and live community vibes, it’s the perfect way to kick off your weekend. Don’t miss it!
23 May
9:00 am - 1:30 pm
Reiter Park
311 W Warren Ave, Longwood, FL 32750
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Downtown Sanford History & Architectural Tour

Historic Downtown Sanford is admired for its brick-lined streets, boutique storefronts, live oaks, and a significant collection of historic commercial and residential architecture. Incorporated in 1877, Sanford is one of Central Florida’s oldest incorporated cities. This exciting historical walking tour guides you through architectural styles dating back to 1883 while providing their incredibly rich history. […]
23 May
10:30 am - 12:00 pm
Sanford Information Center
230 E. 1st St. Sanford, FL 32771
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19th Annual Hurricane Party

West End Trading Company and Kona Big Wave Present The 19th Annual Hurricane Party  Sanford, Florida  The storm returns. The 19th Annual Hurricane Party takes over Sanford, Florida with a full-scale ska-punk blowout featuring over 20 bands from across the scene. This year’s lineup is stacked with heavy hitters Against All Authority, Mustard Plug, The Toasters, and The Supervillains, plus special […]
23 May
12:00 pm
West End Trading Company 202 Sanford Ave, Sanford, FL 32771
Sanford
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Craft Beer & History Tour

Have you ever wondered about the history of everyone’s favorite frosty beverage in Historic Downtown Sanford? Or the story behind the district’s popular craft breweries; and the beer styles and flavor profiles of your favorite Sanford beers? Well, join us on this guided walking tour where we will cover all that and more! Sanford Brew […]
23 May
5:00 pm - 6:30 pm
Sanford Homebrew Shop
Historic Downtown Sanford
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Sanford Ghost Tour

Discover Sanford’s unknown and sometimes dark history, including access to a haunted area! This 90-minute tour led by a local guide allows you to experience historical stories uniquely. Incorporated in 1877, the stories of Sanford’s past residents and those still lurking around are plentiful.Prepare for chills!
23 May
7:00 pm - 8:30 pm
Sanford Homebrew Shop
Historic Downtown Sanford
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Sounds of Wekiva

Join us every Friday & Saturday night at 7 p.m. for The Sounds of Wekiva, live at The Island. Hear great music while enjoying your favorite beer and wine from The Tooting Otter Bar.
23 May
7:00 pm - 11:00 pm
Wekiva Island
1014 Miami Springs Drive, Longwood
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Tuffy’s Dueling Pianos

🎹 TUFFY’S DUELING PIANOS Presented by Derrick A. Daniels Get ready for a high-energy night of music, comedy, and crowd participation as Tuffy’s Dueling Pianos takes over the stage! Two talented pianists go head-to-head performing your favorite songs from every era: rock, pop, hip-hop, country, throwbacks, and guilty pleasures …all driven by your song requests […]
23 May
8:00 pm
Tuffy's Music Box
200 S Myrtle Ave Sanford, Florida
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Sanford Haunted Brewery Tour

Enjoy the haunted tales of ghostly experiences in Historic Downtown Sanford while sipping some delicious craft beer from three popular craft beer establishments: Sanford Homebrew Shop – A homebrewer must-do, this shop is also a nano-brewery making artisan small batch beers! Deviant Wolf- this tap room brews a broad selection of true-to-style beers without sacrificing […]
23 May
8:30 pm - 10:00 pm
Sanford Homebrew Shop
Historic Downtown Sanford
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