Cooper's Hawk Winery & Restaurant

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.

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.

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.

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.

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.

Ocean Prime delivers exactly what it promises: a safe, corporate wine experience that won't embarrass your boss but won't surprise anyone either. Come for the scene and the seafood, order a cocktail, and if you must have wine, stick to the recognizable mid-tier bottles and don't look at the markup too closely.