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Best Places to Stay
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Key West

We dare you to go further south.

Key West: Bars & Nightlife

(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) 294-5880

Enjoy fresh local seafood in a casual waterfront dining atmosphere overlooking the Key West Bight. Largest selection of warm & cold water oysters on the island! Don't forget to try the Key West Pinks too, Key West's native shrimp! Happy hour from 4 to 6:30pm half price drinks and a huge happy hour menu!

(305) 296-8102

Full service dessert only restaurant and lounge. Lots of yummy specialty dessert drinks! Sinfully delicious!

(305) 294-1838

The original Sloppy Joe's location and one of Hemmingway's favorite hangouts! Grab a Pirate Punch and hang under the Hanging Tree, an actual tree inside the bar where pirates were hanged in the 1800s!

(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) 517-6350

Live music, beer pong, NFL ticket, poker…everything you could want in one place! $1 PBRs!

(305) 294-7496

Located right in the Historic Seaport, once a shrimp packing house, now an authentic Key West fish house! Low key, casual restaurant enjoyed by locals and visitors alike!

(305) 293-0230

The Southernmost Hard Rock Cafe! Enjoy all your Hard Rock favorites! Lots of special events, priority seating on website, and all that great classic rock and pop memorabilia!

(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) 293-8484

Located in one of Key West's most impressive historic buildings well known for being the birthplace of Pan American Airlines! Southernmost Brewery is the only brewery in the Florida Keys. Delicious local seafood selections, specialty drinks, catering, and weddings!

(305) 296-0669

Upscale fare with beautiful Victorian home setting. Fresh gourmet seafood. One of the few places open until 2am.

(305) 296-5513

Entertainment complex with something for everyone! Hottest dance club, VIP bar, adult entertainment, premium drink bar, balcony bar overlooking Duval Street, and live rock & roll!

(305) 292-1865

The best little Mexican restaurant in the Keys! Awesome food, great drinks and super friendly staff! The kind of place you will visit more than once during your trip! (We ended up going everyday for lunch!)

(305) 292-3302

Funky open air bar and restaurant located right on the water. Friendly staff, great food & drinks, and live music all the time! Hang out at the bar for even a few minutes and you are bound to befriend a local, whether a boat captain or the local cigar roller, all are more than happy to let you in on the ins and outs of the Keys!

(305) 294-5717

Internationally known since 1933! Historic Sloppy Joe's bar, the legendary Hemingway's hangout, is full of history along with plenty of delicious drinks and savory eats! Open from 9am to 4am everyday. Live music starts at noon and continues throughout the day. Cool AC as well!

(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) 294-6133

"A Sunny Place for Shady People" boasts this local bar since 1890. Dubbed the definitive Key West Bar by Playboy Magazine. It's all here, great drinks, live music, good times.

(305) 292-1903

Air conditioned tropical island bar located right on Duval Street! Try one of their 12 delicious frozen daiquiris! Snack on deli-style sandwiches and fresh baked pizza. Bar is available to rent out for your very own Duval Street party!

(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) 294-2640

Newly remodeled restaurant with Southern Pride smoker and an open flame mesquite grill. Dine in the air-conditioned dining room or the covered patio. Fabulous breakfast and delicious BBQ.