Events

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April 2026

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! […]
09 Apr
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.
10 Apr
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 […]
11 Apr
7:30 am - 9:30 am
Bicikleta Bike Shop
229 Magnolia Avenue Sanford, FL 32771

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

Love Your Mother Earth Day Festival

Join us for our 6th Annual Love Your Mother Festival– Historic Downtown Sanford’s Earth Day celebration on Saturday, April 11th, from 11 AM- 4 PM at Deviant Wolfe Brewing taproom.  You will learn about local environmental nonprofit organizations and peruse 25+ Earth-friendly vendors at our Love Your Mother market in front of the brewery on 1st […]
11 Apr
11:00 am - 4:00 pm
Deviant Wolfe Brewing
Taproom

Sanford Mini Masters: A Teeny Tiny Golf Tournament

Sanford Mini Masters: A Teeny Tiny Golf Tournament Around The Celery City!   Ready to putt-putt your way through Historic Downtown Sanford!? Because the Sanford Mini Masters is back on Saturday, April 11th from 11AM–6PM, and it’s about to be a full day of mini golf, drinks, music, and legendary downtown antics!   Grab your crew, […]
11 Apr
11:00 am - 6:00 pm
Historic Downtown Sanford

Food Truck Battle & Concert in the Park

A Special Edition of Longwood Food Trucks returns with over 10 food trucks from 4:00pm-9:00pm in addition to a concert from 6:30pm – 8:30pm by the “Caribbean Crew Steel Drum Band”. Bring your friends and family out for dinner and a show at Reiter Park!
11 Apr
4:00 pm - 9:00 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 […]
11 Apr
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!
11 Apr
7:00 pm - 8:30 pm
Sanford Homebrew Shop
Historic 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 Apr
7:00 pm - 11:00 pm
Wekiva Island
1014 Miami Springs Drive, Longwood

Life in the Fast Lane: Music of the Eagles and Friends – Orlando Philharmonic

Get ready for a One Night Only musical journey through the greatest hits of one of America’s most iconic rock bands — the Eagles presented by Certified Financial Group! Featuring your Orlando Philharmonic Orchestra on classics from “Hotel California” to the high-octane energy of “Life in the Fast Lane”, and the soulful vibes of “Take […]
11 Apr
8:00 pm
Crane's Roost Park
Altamonte Springs, Florida

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 […]
11 Apr
8:30 pm - 10:00 pm
Sanford Homebrew Shop
Historic Downtown Sanford
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