Events

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September 2026

Sanford Pour Tour

Sanford Beer Week Is Back Experience the Main Street Pour Tour Sanford Beer Week’s biggest event is back this Labor Day Weekend, September 4th – 7th, located in Historic Downtown Sanford. The Main Street Pour Tour is more than just a beer tasting. It’s your chance to explore Historic Downtown Sanford, support local businesses, try […]
06 Sep
All Day
Historic Downtown Sanford

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!
06 Sep
7:00 pm - 8:30 pm
Sanford Homebrew Shop
Historic Downtown Sanford

Sanford Pour Tour

Sanford Beer Week Is Back Experience the Main Street Pour Tour Sanford Beer Week’s biggest event is back this Labor Day Weekend, September 4th – 7th, located in Historic Downtown Sanford. The Main Street Pour Tour is more than just a beer tasting. It’s your chance to explore Historic Downtown Sanford, support local businesses, try […]
07 Sep
All Day
Historic Downtown Sanford

Survival 101 Class with Don Philpot

Learn essential outdoor survival skills during Survival 101 with Don Philpott at Wekiva Island. This hands-on class covers the basics of staying warm, dry and safe in challenging environments, as well as finding food and water, building shelters, starting fires and navigating without a compass. Philpott brings more than 50 years of survival experience from […]
09 Sep
6:00 pm - 8:00 pm
Wekiva Island
1014 Miami Springs Drive, Longwood

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! […]
10 Sep
5:00 pm - 8:00 pm
Magnolia Square Downtown Sanford

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.
11 Sep
7:00 pm - 11:00 pm
Wekiva Island
1014 Miami Springs Drive, Longwood

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 […]
12 Sep
7:30 am - 9:30 am
Bicikleta Bike Shop
229 Magnolia Avenue Sanford, FL 32771

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!
12 Sep
9:00 am - 1:30 pm
Reiter Park
311 W Warren Ave, Longwood, FL 32750

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. […]
12 Sep
10:30 am - 12:00 pm
Sanford Information Center
230 E. 1st St. Sanford, FL 32771

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 […]
12 Sep
5:00 pm - 6:30 pm
Sanford Homebrew Shop
Historic Downtown Sanford
Bright promotional poster for Casselberry Latin Jazz & Art Festival 2026, showing a trumpeter left and guitarist right amid colorful tropical art and bold text.

Latin Jazz & Art Festival

The annual Latin Jazz and Art Festival is returning to Casselberry! Grammy winner Nestor Torres and Emmy-nominated Fabiola Mendez headline the festival on Saturday, Sept. 12, 5 to 9 p.m. Enjoy incredible live music and food vendors on site. During the concert, some of the area’s greatest Latin visual artists will showcase their works. Everything […]
12 Sep
5:00 pm - 9:00 pm
Lake Concord Park 95 Triplet Lake Dr. Casselberry, FL 32707
Casselberry

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!
12 Sep
7:00 pm - 8:30 pm
Sanford Homebrew Shop
Historic Downtown Sanford
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