Chain Steakhouse With 100-Label Safety Net
Fifth Avenue South · Naples · Steakhouse · Visit Website ↗
Updated June 2026
Reviewed February 24, 2026 · How we review
RagingWine reviewed Fleming's Prime Steakhouse & Wine Bar’s wine list and gave it The Reliable — RagingWine’s Vibe-Check rating. How RagingWine reviews wine lists →
Wingman Metrics
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.
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.
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.
Downtown Fort Myers · Naples · Steakhouse
Chops City Grill is the real deal for wine in Southwest Florida — a 400-bottle list with a sommelier and proper stems isn't something you take for granted down here. The markups keep it from being a full Rager, but if you're eating a prime ribeye anyway, you're already committed to spending money, so lean into it.
Deep & Eclectic
Steep
Varietal Specific
Knowledgeable & Friendly
Set & Forget
Proper
Naples · Naples · American
Warren is a whiskey bar that does wine correctly, which is more than most can say. Eric Gaboury and the Wine Spectator nod give it credibility, and if you stick to the California producers you know or let staff steer you toward the Burgundy shelf, you'll drink well with your steak.
Crowd Pleasers
Steep
Basic Stemmed
Knowledgeable & Friendly
Set & Forget
Proper
Mercato · Naples · American
Old Vines is exactly what it needs to be for Mercato — a polished, reliable wine list with genuine depth in its California and French lanes, even if the pricing skews toward the Naples wallet and the list doesn't take many risks. Send a friend here if they want something they recognize done well; send a wine nerd elsewhere.
Solid Range
Steep
Basic Stemmed
Willing but Green
Set & Forget
Acceptable
Naples · Naples · American Steakhouse
Shula's is a genuinely impressive California Cab cellar wearing a classic steakhouse suit — the markups sting and the list doesn't wander far from Napa, but if that's your game, this is one of the better places to play it in Southwest Florida. Come on a Wednesday, order the Hillside Select, and stop overthinking it.
Plays It Safe
Steep
Varietal Specific
Willing but Green
Occasional
Proper
Marco Island · Naples · Italian
Sale E Pepe is the rare beachside Italian that takes its wine program as seriously as the frescoes on the walls — the Italian cellar depth is real, the WS credential is well-earned, and it's worth the trip even if the markups sting a little. Send your friends here for Barolo and osso buco; they'll thank you.
Deep & Eclectic
Steep
Varietal Specific
Willing but Green
Set & Forget
Proper
Vanderbilt Beach · Naples · Gulf Coast Seafood
Baleen delivers exactly what a resort wine list should: no surprises, no risks, just reliable bottles at premium prices. If you're here for the sunset and fresh grouper, the wine program won't get in the way—but it won't elevate the meal either.
Crowd Pleasers
Steep
Stemless Casual
Willing but Green
Set & Forget
Acceptable
· Charlotte · Steakhouse
The Palm Charlotte's wine list is a six-bottle natural wine curio hiding inside a chain steakhouse, and it's more interesting than it has any right to be. The Crochet Sancerre at $23 alone is worth the detour. Don't expect breadth, staff guidance, or a by-the-glass program worth writing home about — but if you know what you're looking at, this short list punches well above its weight.
Small but Thoughtful
Fair
Basic Stemmed
Rotating Cast
Set & Forget
Acceptable
Riverwalk · San Antonio · Steakhouse
Brenner's on the Riverwalk punches above the average tourist-strip steakhouse — 159 labels with real dessert wine depth and some genuine international range is nothing to dismiss. Pricing is likely steep given the location, and the list skews traditional, but if you know what you're looking for, there's something worth ordering here. Go in with a plan, skip the obvious bottles, and don't leave without looking at the dessert wine section.
Solid Range
Steep
Basic Stemmed
Rotating Cast
Set & Forget
Acceptable
· Las Vegas · Steakhouse
Strip House's all-by-the-glass format is smart for a Vegas crowd that wants to explore without committing, and the list has more personality than most hotel steakhouses — the Testamatta and the Lingua Franca Chardonnay prove someone made actual choices here. Prices skew high at the top end, but the $15–$25 tier offers genuine quality. Come for the steak, stay for the glass pours, and skip the Kosta Browne unless the night calls for it.
Solid Range
Steep
Basic Stemmed
Rotating Cast
Set & Forget
Acceptable
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