Events

Alive After 5

Alive After 5 is Central Florida’s largest recurring monthly street party in Historic Downtown Sanford. Festival goers come to celebrate the community and local artistry, and to partake in an evening of music, food, craft beers, and shopping. Date/Time: The second Thursday of each month, 5-8pm, rain or shine. Note: we take a break in July/August! […]

11 Jun

5:00 pm - 8:00 pm

Magnolia Square Downtown Sanford

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Casselberry Second Friday

It’s summertime and the City of Casselberry is turning the Food Trucks events into a sunshine party. The theme for June is Summer BBQ Bash and will feature the musical act The Porch Dogs. Along with the music, there will be about 10 food trucks with a variety of menu options. In addition to amazing […]

12 Jun

6:00 pm - 9:00 pm

Lake Concord Park 95 Triplet Lake Dr. Casselberry, FL 32707

Casselberry

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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.

12 Jun

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 […]

13 Jun

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!

13 Jun

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. […]

13 Jun

10:30 am - 12:00 pm

Sanford Information Center

230 E. 1st St. Sanford, FL 32771

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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 […]

13 Jun

5:00 pm - 6:30 pm

Sanford Homebrew Shop

Historic Downtown Sanford

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Sanford Food Truck Fiesta: Summer Nights

Food truck fiesta SUMMER NIGHTS  brings together 40+ of Central Florida’s top food trucks for one unforgettable afternoon of culinary exploration in the heart of Downtown Sanford. Each participating truck will feature a passport-eligible small plate, designed for tasting and discovery — while still offering their full menu for additional purchase. From BBQ and tacos to […]

13 Jun

5:00 pm - 10:00 pm

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!

13 Jun

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.

13 Jun

7:00 pm - 11:00 pm

Wekiva Island

1014 Miami Springs Drive, Longwood

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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 […]

13 Jun

8:30 pm - 10:00 pm

Sanford Homebrew Shop

Historic Downtown Sanford

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2026 Longwood Luau

 2026 Longwood Luau    Aloha!Join us for the city’s BIGGEST free family luau, an evening packed with island culture, live entertainment, and fun for all ages. Date: Saturday, June 14, 2026 Time: 4:00 PM – 8:00 PM Reiter Park311 W Warren Ave, Longwood, FL Admission: FREE!    Immerse Yourself in the Spirit of Aloha Enjoy a full lineup […]

14 Jun

4:00 pm - 8:00 pm

Reiter Park

311 W Warren Ave, Longwood, FL 32750

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