Events

Yearly Monthly Weekly Daily List
May 2025

Sunset & Chill

Join us on May 2nd at Cranes Roost Park for an unforgettable experience with live music from L8est Edition and special guests. As the sun sets, you’ll enjoy smooth rhythms, food trucks and an array of vendors.  Get your dancing shoes ready!  You don’t want to miss out on this year’s event!  Purchase your tickets […]
02 May
6:00 pm - 10:00 pm
Crane's Roost Park
Altamonte Springs, Florida

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

Fish Winter Springs

Enjoy a morning of safe fishing fun at Fish Winter Springs! Register your child to experience the leisure and fun of fishing! Poles and bait will be available, and our Parks & Recreation team will assist with casting, baiting, and taking pictures. In the end, kids will take home a FREE fishing pole! Registration is open to children ages […]
03 May
8:00 am - 10:00 am
Central Winds Park
1000 Central Winds Dr, Winter Springs, FL 32708

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

Pirates and Princess Extravaganza

Set Sail for a FREE Day of Adventure & Fantasy at Oviedo Mall! Ahoy, mateys and royal subjects! All are welcome to Oviedo Mall’s Pirates & Princess Extravaganza—a FREE and family-friendly event on Saturday, May 3, 2025, from 12:00 PM to 5:00 PM! Prepare for a legendary day of swashbuckling adventure and fairytale magic where […]
03 May
12:00 pm - 5:00 pm
Oviedo Mall
Oviedo Mall

Longwood Luau

It’s Time to Luau! Join us on May 3, 2025, at Reiter Park for the Longwood Luau! 🌸 Live Hawaiian Music 🌸 Hula Dancers 🌸 Fire Knife Performers 🌸 Traditional Hawaiian Foods 🌸 Tropical Drinks 🌸 Hula Hoop 🌸 Limbo And much, much MORE!
03 May
4:00 pm - 8:00 pm
Reiter Park
311 W Warren Ave, Longwood, FL 32750

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 […]
03 May
5:00 pm - 6:30 pm
Sanford Homebrew Shop
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!
03 May
7:00 pm - 8:30 pm
Sanford Homebrew Shop
Historic Downtown Sanford

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 […]
03 May
8:30 pm - 10:00 pm
Sanford Homebrew Shop
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!
04 May
7:00 pm - 8:30 pm
Sanford Homebrew Shop
Historic Downtown Sanford

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! […]
08 May
5:00 pm - 8:00 pm
Magnolia Square Downtown Sanford

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 […]
10 May
7:30 am - 9:30 am
Bicikleta Bike Shop
229 Magnolia Avenue Sanford, FL 32771
No event found!
Load More

Sign up for our

Newsletter

stay in the
know for all things

SUBSCRIBe