No Wine List. Don't Care. Get the Sangria.
Old Town (Catherine Street) · Key West · Cuban · Visit Website ↗
Updated March 2026
Reviewed February 8, 2026
Wingman Metrics
El Siboney does not have a wine list. They do not serve wine at all. And they are in this guide anyway. Because Raging Wine is about finding the right drink at the right place, and at El Siboney the right drink is their homemade sangria. Fruity, strong, cold, and absolutely perfect with a plate of roast pork and black beans. This is the Cuban restaurant that locals call "the place where conchs take other conchs to dinner." It has been winning Best Cuban Restaurant in Key West every year since 1993, and the de la Cruz family has been running it since 2004.
Not every great meal needs a sommelier. Sometimes you need a picnic table, a plate of Masitas de Puerco Fritas, a cup of that sangria, and absolutely zero pretense. El Siboney is that restaurant. The portions are enormous, the prices are almost comically low (four people can eat for about $60), and the food is cooked with the kind of pride that no amount of Michelin stars can manufacture. If you want paella, call an hour ahead. If you want the roast pork, just show up.
We keep coming back to the sangria because it deserves its own section. It is made in-house, served cold, and pairs with everything on the menu in the way that only a drink made for the food can. It is not fancy. It is not trying to be a wine replacement. It is the exact right beverage for this exact right restaurant. Order it.
Located at 900 Catherine Street with a second location on Stock Island. Open Monday through Sunday, 11 AM to 9:30 PM. No reservations needed. TripAdvisor ranks it #32 out of 360 Key West restaurants, which for a place with laminated menus and paper napkins tells you everything about the food. Call (305) 296-4184 if you want to order the paella ahead.
🎲 The Bottom Line
El Siboney breaks every rule in this guide and still earns its spot. No wine, no white tablecloths, no reservations. Just the best Cuban food on the island, homemade sangria that hits perfectly, and a check that makes you feel like you got away with something.
Key West · Key West · Caribbean, French
Café Solé is the wild card of Key West dining — a legit French-leaning wine program hiding inside a laid-back conch house, with a sommelier who clearly gives a damn. Send your wine-loving friends here without hesitation.
Solid Range
Fair
Basic Stemmed
Knowledgeable & Friendly
Set & Forget
Proper
Key West · Key West · Latin
Hot Tin Roof is a Wild Card in the best possible sense: a California-focused wine list at a waterside Latin kitchen in Key West shouldn't work as well as it does, but the quality of the producers and the fairness of the pricing make it a legitimate wine stop, not just a resort afterthought. Send a friend here — just tell them to skip the Caymus.
Plays It Safe
Fair
Basic Stemmed
Willing but Green
Set & Forget
Acceptable
Old Town · Key West · American
Café Marquesa isn't trying to reinvent the wine list — it's trying to make sure you have a good bottle with a good meal in a beautiful room, and it succeeds at that. Send a friend who wants reliability and romance, not a friend who wants to geek out.
Plays It Safe
Fair
Basic Stemmed
Willing but Green
Set & Forget
Proper
Old Town (Fleming Street) · Key West · Coastal Fine Dining
Cafe Marquesa has the best wine program of any sit-down restaurant in Key West, full stop. Two Michelin Keys, Wine Spectator recognition, and a kitchen that matches the cellar course for course. If you care about wine and you are in Key West, this is mandatory.
Deep & Eclectic
Fair
Varietal Specific
Knowledgeable & Friendly
Active Program
Proper
Sunset Key · Key West · Caribbean / Coastal American
Latitudes is what you picture when someone says "island dining" and it actually delivers. The boat ride, the beach, the sunset, the food, the wine. One of our absolute favorites and worth every bit of the effort to get there.
Solid Range
Steep
Varietal Specific
Knowledgeable & Friendly
Active Program
Proper
Old Town · Key West · Italian-Eclectic / BYOB
Lola's Bistro is the best-kept BYOB secret in Key West. Bring your own bottle, let the chef cook, and have the kind of meal that makes you rethink what dining out can be. This is our number one.
Deep & Eclectic
Fair
Varietal Specific
Knowledgeable & Friendly
Active Program
Proper
West New York · West New York · Cuban
Son Cubano isn't a destination wine list, but it's a legitimately good one for what it is — a glamorous Cuban night out where the wine program doesn't embarrass the room. Send a friend who wants a fun evening with solid pours and a view; just steer them away from the Meiomi.
Crowd Pleasers
Fair
Basic Stemmed
Willing but Green
Set & Forget
Acceptable
Post Office Square · Boston · Cuban
Mariel earns its Wine Spectator credential by being genuinely thoughtful about a list that could have easily phoned it in. If you're in Boston's Financial District and want something more interesting than another steakhouse Cab Franc, this is exactly the kind of wild card worth having in your back pocket.
Solid Range
Fair
Basic Stemmed
Willing but Green
Set & Forget
Acceptable
Museum District · Richmond · Cuban
Come to Kuba Kuba for the food, which genuinely earns its loyal following — but don't come here for the wine. Order a mojito, grab the Malbec if you must, and put your wine energy somewhere else.
Crowd Pleasers
Fair
Basic Stemmed
Willing but Green
Set & Forget
Acceptable
One wine list review, one adventure pick, one quick tip, and a personal note. Every week. Under 500 words.