Fleming's Prime Steakhouse & Wine Bar
Chain Steakhouse With 100-Label Safety Net
Fifth Avenue South · Naples · Steakhouse · Visit Website ↗
Reviewed February 24, 2026
Wingman Metrics
First Impression
Fleming's wine program is corporate steakhouse 101: a standardized 100-bottle list that reads like a focus group's greatest hits. You're not finding small grower Champagne or experimental Rhônes here, but you won't embarrass yourself in front of clients either. The leather-bound list arrives like a prop — serious, substantial, and designed to make choosing wine feel like a high-stakes negotiation.
Selection Deep Dive
The list skews heavily toward Napa Cabs and familiar Old World red regions — Bordeaux, Tuscany, Rioja — with predictable producers like Silver Oak, Caymus, and Antinori getting prime real estate. There's a decent Burgundy section if you're willing to pay the toll, and a functional sparkling selection anchored by Veuve Clicquot and Dom Pérignon for when you land the deal. The whites lean safe: Santa Margherita Pinot Grigio, Cakebread Chardonnay, nothing that'll scare off the expense account crowd. No natural wine, no adventurous regions, no personality — just reliable bottles at reliable markups.
By the Glass
The by-the-glass program rotates through 15-20 selections with a corporate wine director pulling the strings from somewhere far away. You'll find solid pours like Josh Cabernet and La Crema Pinot Noir, plus a few step-ups like Sonoma-Cutrer Chardonnay when you want to flex without commitment. Glasses are properly sized and varietal-appropriate, which is more than you can say for most chains. They run a weekly featured glass program that occasionally surfaces something interesting.
Seghesio Sonoma Zinfandel — $58
Old vine fruit with enough structure for ribeye, priced reasonably for what you're getting in a steakhouse setting
Marchesi di Barolo Barbera d'Alba
Most people order the Barolo, but this has the acidity to cut through butter-topped filet at a fraction of the price
Caymus Cabernet Sauvignon
The $135 price tag for a $60 retail bottle is steakhouse markup at its most shameless, and it drinks like vanilla extract anyway
Frog's Leap Merlot + Prime New York Strip with porcini rub
The Rutherford dust tannins and earthy mushroom notes create that rare steak-wine sync where both get better
✔️ The Bottom Line
Fleming's won't blow your mind, but it won't let you down either if you know what you're doing. Stick to regions they understand, avoid the celebrity bottles, and you'll drink competently if expensively.
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