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Wine events in Winter Park, FL

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Sip, Sparkle & Shine at Cow Diamond Night!
Saturday at 5:00 PM
Airport North · 6350 S Semoran Blvd
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Sip, Sparkle & Shine at Cow Diamond Night!
Saturday at 5:00 PM
Airport North · 6350 S Semoran Blvd
25 YEARS OF NEHRLING
Sat, Sep 20, 4:00 PM
Crown Point · Healthy West Orange
25 YEARS OF NEHRLING
Sat, Sep 20, 4:00 PM
Crown Point · Healthy West Orange
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Jackpot! Comedy
Friday at 8:30 PM
Copley Square · Timucua Arts Foundation
Sales end soon
Jackpot! Comedy
Friday at 8:30 PM
Copley Square · Timucua Arts Foundation
Succulent Pumpkin Design Workshop with Bomb Blooms at Grape & the Grain.
Tue, Oct 7, 6:30 PM
Lake Formosa · Grape and the Grain Wine Bar
Succulent Pumpkin Design Workshop with Bomb Blooms at Grape & the Grain.
Tue, Oct 7, 6:30 PM
Lake Formosa · Grape and the Grain Wine Bar
ORLANDO BOUTIQUE CIGAR FEST
Sat, Feb 21, 12:00 PM
Deltona Lakes · Feelgood Farms Winery & Vineyard
ORLANDO BOUTIQUE CIGAR FEST
Sat, Feb 21, 12:00 PM
Deltona Lakes · Feelgood Farms Winery & Vineyard
Sip & Support: A Therapist’s Release
Sat, Sep 27, 12:00 PM
Breezewood · 2751 Enterprise Rd unit 111
Sip & Support: A Therapist’s Release
Sat, Sep 27, 12:00 PM
Breezewood · 2751 Enterprise Rd unit 111
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Anime Paint & Sip
Tomorrow at 6:00 PM
South Eola · RusTeak Thornton Park
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Anime Paint & Sip
Tomorrow at 6:00 PM
South Eola · RusTeak Thornton Park
Headline Title Lunch & Learn
Wed, Sep 17, 11:30 AM
Millenia · Total Wine
Headline Title Lunch & Learn
Wed, Sep 17, 11:30 AM
Millenia · Total Wine
Crafts & Drafts - Mosaics in Orlando
Sun, Sep 28, 12:00 PM
Rock Lake · Ivanhoe Park Lager House
Crafts & Drafts - Mosaics in Orlando
Sun, Sep 28, 12:00 PM
Rock Lake · Ivanhoe Park Lager House
The Orlando Pancakes & Booze Art Show
Sat, Oct 4, 7:00 PM
South Eola · The Abbey
The Orlando Pancakes & Booze Art Show
Sat, Oct 4, 7:00 PM
South Eola · The Abbey
Oktoberfest: Saturday, Oct 25, 2025 German American Society Casselberry
Sat, Oct 25, 12:00 PM
Casselberry · German American Society of Central Florida
Oktoberfest: Saturday, Oct 25, 2025 German American Society Casselberry
Sat, Oct 25, 12:00 PM
Casselberry · German American Society of Central Florida
CAM U ORLANDO Complimentary Lunch, Networking and 1-Hr CEU at Flemings
Tue, Oct 14, 11:30 AM
Little Sand Lake · Fleming’s Prime Steakhouse & Wine Bar
CAM U ORLANDO Complimentary Lunch, Networking and 1-Hr CEU at Flemings
Tue, Oct 14, 11:30 AM
Little Sand Lake · Fleming’s Prime Steakhouse & Wine Bar
Sip and Pitch
Tue, Sep 23, 11:00 AM
Downtown Winter Park · Winter Park Racquet Club
Sip and Pitch
Tue, Sep 23, 11:00 AM
Downtown Winter Park · Winter Park Racquet Club
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Sip and Cake
Saturday at 3:00 PM
Kissimmee · 719 E Oak St
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Sip and Cake
Saturday at 3:00 PM
Kissimmee · 719 E Oak St
Sales end soon
Timucua Jazz Jam
Tomorrow at 7:30 PM + 3 more
Copley Square · Timucua Arts Foundation
Sales end soon
Timucua Jazz Jam
Tomorrow at 7:30 PM + 3 more
Copley Square · Timucua Arts Foundation
Hot Pink Flowers - Paint and Sip in Orlando | Classpop!™
Tue, Sep 23, 6:00 PM
Hibiscus · Catrina’s Mexican Fusion Orlando
Hot Pink Flowers - Paint and Sip in Orlando | Classpop!™
Tue, Sep 23, 6:00 PM
Hibiscus · Catrina’s Mexican Fusion Orlando
Paint and Sip
Sat, Nov 15, 7:00 PM
Midway · 2251 Jitway Ave
Paint and Sip
Sat, Nov 15, 7:00 PM
Midway · 2251 Jitway Ave
The NCL Difference + the NEW Great Stirrup Cay: Orlando Training
Mon, Sep 29, 11:00 AM
Uptown Altamonte · 160 E Altamonte Dr
The NCL Difference + the NEW Great Stirrup Cay: Orlando Training
Mon, Sep 29, 11:00 AM
Uptown Altamonte · 160 E Altamonte Dr
Avo Lover - Paint and Sip in Orlando | Classpop!™
Thu, Sep 25, 5:30 PM
South Orange · Flippers Pizzeria Orlando
Avo Lover - Paint and Sip in Orlando | Classpop!™
Thu, Sep 25, 5:30 PM
South Orange · Flippers Pizzeria Orlando
Sunny Yellow Sunflowers - Paint and Sip in Orlando | Classpop!™
Wed, Sep 24, 5:30 PM
Shadowood · Flippers Pizzeria SeaWorld
Sunny Yellow Sunflowers - Paint and Sip in Orlando | Classpop!™
Wed, Sep 24, 5:30 PM
Shadowood · Flippers Pizzeria SeaWorld

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