a Florida Keys vacation planning resource

Best Places to Stay
in the Florida Keys
Top 10 Picks

Key West

We dare you to go further south.

Key West: Steakhouse

(305) 294-6871

Elegant atmosphere with views of the Key West Bight. Exceptional menu with the finest steaks and locally caught seafood. Prepared in classic and contemporary styles. Indoor and outside dining. Enjoy a cigar and drink afterwards in Berlin's Cigar Bar.

(305) 294-6400

Classic Teppanyaki restaurant! Watch skilled personal chefs prepare and cook your meal right before your eyes! Located on the Atlantic, private room available for parties up to 20. Enjoy a libation at the Geisha Bar before or after your meal!

(305) 294-4403

Spacious, open-air, waterfront atmosphere reminiscent of old Key West. Mouth-watering fresh local seafood. (Get the Baked Oysters Callaloo. Do it.) Great drinks and happy hour. Enjoy local musical talent as well. (And they might even drag you up on stage with them!) Overall a killer place to hang out and enjoy the laid-back feel of the keys.

(305) 296-4222

"Hog's Breath is better than no breath at all!" Come hang at this historic bar and restaurant! Tons of great events, awesome merch, plenty of drink specials, and delicious food! If you haven't visited the Hog's Breath, you haven't visited Key West!

(305) 296-1075

Located on the center of Duval Street, Key West's most popular street! Upscale Italian restaurant with attentive staff and authentic Italian specialties. Small groups welcome, not able to accommodate larger parties.

(305) 292-5300

Looking for a super romantic dinner? Look no further. Dine on the white sand of the Westin's private island beach! Tiki torches and the salty breeze set a perfect atmosphere. Reservations are recommended, catch the ferry over from the Westin for an evening under the stars.

(305) 294-7192

The eldest eating house in the Florida Keys! Fresh squeezed OJ mimosas, homemade sweet breads, classic lunches, and NY strips and filets! Homemade desserts as well! Indoor and  outdoor seating. A classic Keys stop not to be missed!

(305) 294-7100

Award winning seafood selections! Recently renovated to upgrade the interior to give more of a contemporary style. Small, intimate, candlelit, with Andy Warhol artwork!

(305) 292-1117

Lovely beachside cafe featuring Italian/island fusion dishes. Fresh bread, veggies and seafood make this not only a beautiful, but delicious dining experience!

(305) 292-4740

Warm and inviting family owned restaurant serving lunch and dinner. Located in a breathtaking Victorian mansion with a wraparound porch and beautiful garden. Newly renovated bar and lounge! Reservations and weddings available.

(305) 292-7862

Live the pirate life at the Rum Barrel! Great grub and grog! $5 happy hour menu along with 2 for 1 drinks from 4-7 daily! Great selection of seafood as well as dishes suited to the land lubbers in your group!

(305) 296-3124

Established in 1967, one of the original restaurants of Old Town Key West. Enjoy a casual, open air dining experience, just steps away from Mallory Square. Local seafood cooked with island flair. Reasonable prices and happy hour everyday!