Fleming's Prime Steakhouse & Wine Bar — Winter Park
The happy hour
| Every day | 4–6:30 PM |
|---|
Drinks
- Time Is Honey — Maker's Mark Bourbon, Lemon, Honey Syrup, Luxardo Cherry — $9
- Agave My Heart — Corazón Reposado Tequila, Passion Fruit, Chipotle Syrup, Lime & Silky Foam Bitters — $9
- Keep Your Gin Up — Gray Whale Gin, Jack Rudy Tonic, Lime & Cucumber Ribbon — $9
- Olive a Martini — Hanson of Sonoma Vodka or Aviation Gin, Dry Vermouth — $9
- Hayes Ranch Sauvignon Blanc (glass) — $9
- Sea Sun by Caymus Chardonnay (glass) — $9
- Pebble Lane Pinot Noir (glass) — $9
- Josh Cellars Cabernet Sauvignon (glass) — $9
Food
- Fleming's Prime Steakhouse Sliders — Wisconsin Cheddar, Red Onion Confit, Campari Tomato, Black Garlic Aioli, Butter Pickles — $17
- Crispy Chicken Sliders — Fresno Chili Aioli, Pickled Carrots and Red Onions, Butter Pickles — $17
- Bourbon & Apricot Glazed Meatballs — Fresno Chili Jam — $16
- Goat Cheese Bites — Lavender Honey, Fresh Cracked Black Pepper — $19
- Diablo Shrimp & Grit Cake — Crispy Goat Cheese Grit Cake, Coconut Lemon — $17
- Yellowfin Tuna Tartare — Crispy Rice, Spicy Mayo, Sweet Chili, Ginger, Jalapeño — $21
- Beet Hummus Lettuce Wraps — Castelvetrano Olive & Carrot Relish — $11
- Fleming's Prime Steakhouse Burger — Signature Beef Blend, Wisconsin Cheddar, Bacon, Red Onion Confit, served with Fries — $23
Deal last verified 2026-09-11. Confirmed on the venue’s own website.
The space
Photos: Google Maps
The vibe
Fleming's Winter Park sits at the corner of Lee Road and Orlando Avenue, steps from Winter Park's upscale boutiques. The daily Social Hour draws locals with $9 cocktails and $9 wines at a refined bar — a polished counterpoint to Park Avenue's café scene, with the warmth of a wood-paneled steakhouse lounge.
- Wheelchair-accessible entrance
- Cozy
- Romantic
- Hip
- Upscale
- Good for groups
- Fireplace
- Known for cocktails
- Known for wine
- Google: happy hour food
- Late-night food
- Takes reservations
Getting there
933 Orlando Avenue, Winter Park, FL 32789
