Ari classic weekend Events and Things to do in Winter Park, FL
Shoot Your Shot Saturdays: Classic Weekend Edition
Sat, Nov 21, 10:00 PM
Downtown Orlando · Cosmo Downtown
Shoot Your Shot Saturdays: Classic Weekend Edition
Sat, Nov 21, 10:00 PM
Downtown Orlando · Cosmo Downtown
Rep Yo City | Classic Weekend Kick-Off Party
Fri, Nov 20, 9:00 PM
Downtown Orlando · Napa Vybes Restaurant & Lounge | Downtown Orlando
Rep Yo City | Classic Weekend Kick-Off Party
Fri, Nov 20, 9:00 PM
Downtown Orlando · Napa Vybes Restaurant & Lounge | Downtown Orlando
Classic Gorgeous - Classic Weekend Kickoff
Fri, Nov 20, 6:00 PM
Sand Lake Commons · Blue Martini Lounge Pointe Orlando
Classic Gorgeous - Classic Weekend Kickoff
Fri, Nov 20, 6:00 PM
Sand Lake Commons · Blue Martini Lounge Pointe Orlando
2026 Classic Weekend - Drunk N Love RnB Concert
Fri, Nov 20, 9:00 PM
Hiawassee Woods · Xperience Live Event Center
2026 Classic Weekend - Drunk N Love RnB Concert
Fri, Nov 20, 9:00 PM
Hiawassee Woods · Xperience Live Event Center
Rock The Boat Orlando: All Black Boat Ride | Classic Weekend Kickoff 2026
Fri, Nov 20, 7:00 PM
Sanlanta · St Johns Rivership Company
Rock The Boat Orlando: All Black Boat Ride | Classic Weekend Kickoff 2026
Fri, Nov 20, 7:00 PM
Sanlanta · St Johns Rivership Company
2026 Classic Weekend - Power Ball Natalie Nunn & more..
Sat, Nov 21, 9:00 PM
Hiawassee Woods · Xperience Live Event Center
2026 Classic Weekend - Power Ball Natalie Nunn & more..
Sat, Nov 21, 9:00 PM
Hiawassee Woods · Xperience Live Event Center
Basement Party Series Presents “DVR” (Dancehall Vs Reggaeton)
Sat, Sep 26, 4:00 PM
Hibiscus · Unico Gastrobar
Basement Party Series Presents “DVR” (Dancehall Vs Reggaeton)
Sat, Sep 26, 4:00 PM
Hibiscus · Unico Gastrobar
Jenny's Southern Style Touchless Buffet
Sunday at 11:00 AM + 63 more
Hughes Square · Jenny's Eat Drink Socialize
Jenny's Southern Style Touchless Buffet
Sunday at 11:00 AM + 63 more
Hughes Square · Jenny's Eat Drink Socialize
Grown &Sexy: Roots Thursday | 90S & 2000S CARIBBEAN, RNB, & RAP |Napa Vybes
Thursday at 10:00 PM
Downtown Orlando · 56 E Pine St
Grown &Sexy: Roots Thursday | 90S & 2000S CARIBBEAN, RNB, & RAP |Napa Vybes
Thursday at 10:00 PM
Downtown Orlando · 56 E Pine St
R&B WineDown | Orlando's Premier Midweek R&B Experience
Wed, Sep 16, 9:00 PM + 6 more
Downtown Orlando · The Social
R&B WineDown | Orlando's Premier Midweek R&B Experience
Wed, Sep 16, 9:00 PM + 6 more
Downtown Orlando · The Social
Kingdom Connections: Field Day & Red Carpet Gala Event
Sat, Sep 19, 11:30 AM
Vinings at Cypress Point · 1 Grand Cypress Blvd
Kingdom Connections: Field Day & Red Carpet Gala Event
Sat, Sep 19, 11:30 AM
Vinings at Cypress Point · 1 Grand Cypress Blvd
Sunday Sunset Yacht Rock Dinner Cruise Aboard the Barbara Lee
Sun, Oct 18, 5:30 PM + 2 more
Sanlanta · St Johns Rivership Company
Sunday Sunset Yacht Rock Dinner Cruise Aboard the Barbara Lee
Sun, Oct 18, 5:30 PM + 2 more
Sanlanta · St Johns Rivership Company
Alice in Wonderland Tea Cruise Aboard the Barbara Lee
Tue, Mar 2, 10:30 AM + 23 more
Sanlanta · St Johns Rivership Company
Alice in Wonderland Tea Cruise Aboard the Barbara Lee
Tue, Mar 2, 10:30 AM + 23 more
Sanlanta · St Johns Rivership Company
Downton Abbey Inspired High Tea Cruise
Fri, Apr 2, 10:30 AM + 32 more
Sanlanta · St Johns Rivership Company
Downton Abbey Inspired High Tea Cruise
Fri, Apr 2, 10:30 AM + 32 more
Sanlanta · St Johns Rivership Company
Great Gatsby Themed High Tea Cruise Aboard the Barbara Lee
Tue, Jun 1, 10:30 AM + 18 more
Sanlanta · St Johns Rivership Company
Great Gatsby Themed High Tea Cruise Aboard the Barbara Lee
Tue, Jun 1, 10:30 AM + 18 more
Sanlanta · St Johns Rivership Company
The Fright Crawl | Orlando Halloween Bar Crawl 2026 | Fri, Oct 30
Fri, Oct 30, 7:30 PM
Downtown Orlando · TBA
The Fright Crawl | Orlando Halloween Bar Crawl 2026 | Fri, Oct 30
Fri, Oct 30, 7:30 PM
Downtown Orlando · TBA
