Little Pearl

Upscale resort on the beach offering seafood dining, a spa & an outdoor pool, plus free Wi-Fi. Overlooking the Gulf of Mexico, this upscale waterfront resort is a 5-minute walk from Mallory Square and a mile from the Southernmost point buoy. All the chic, contemporary rooms have balconies and feature flat-screen TVs, iPod docks and pillow-top mattresses, plus minifridges and free Wi-Fi. Upgraded rooms add gulf views and/or additional sitting areas. Amenities include beach access, a heated outdoor pool and a hot tub with a sundeck, and a spa, plus a fitness center, a seafood eatery and a bar. Jet ski rentals and breakfast are available, and there's a business center. Parking is extra.

Regional premieres of plays & musicals staged in a quaint, circa-1829 former carriage house.

Refined rooms with a mix of traditional & contemporary decor, plus a patio area with a koi pond. Built in 1886, this elegant B&B is a 10-minute walk from Mallory Square and an 11-minute walk from the Ernest Hemingway House. Refined rooms with free Wi-Fi offer a mix of traditional and contemporary decor; most have minifridges and coffeemakers. Some add shared decks or private balconies. Continental breakfast is included. There's a patio area with a koi pond, and limited on-site parking is available for a fee.

Nightclub with a gay bar & lively mix of drag shows, bingo, karaoke & other events.

Cuban Coffee Queen is a vibrant coffee stand serving up bold Cuban brews and mouthwatering sandwiches, perfect for a quick bite in sunny Key West.

A vibrant two-level brewery on the waterfront, serving up house-brewed beers and a tempting array of hearty American fare in a family-friendly setting.

Nestled by the docks of Ibis Bay, this vibrant open-air eatery serves up local seafood specialties and organic cocktails in a lively, island-inspired atmosphere.

Nestled just moments from vibrant Duval Street, this colonial-style retreat boasts airy rooms with ocean views, multiple pools, and a private beach, blending luxury with laid-back Key West vibes.

"Simonton Beach"

Long-standing mostly outdoor cafe with an old-school American menu plus lively karaoke.