Date Night in Key West

Tiki House

Cozy, laid-back cocktail bar offering classic & updated tiki drinks amid retro South Seas decor.

801 Bourbon Bar

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

Hank's Hair of the Dog Saloon

Burgers & tacos with a twist spotlighted at a convivial hangout featuring a courtyard & live music.

Wyland Gallery of the Florida Keys

Cafe Marquesa

Cozy, high-end hotel eatery celebrated for its genteel ambiance & inventive New American cooking.

90 Miles to Cuba marker

Salty Frog's Bar & Grill

Key West Gardens at Fort West Martello

Part of a fort built in the 19th century, this landmark houses a garden club with scenic grounds.

General Horseplay

Easygoing bar offering a diverse menu of cocktails, plus cupcake sushi & familiar snacks.

Little Pearl

Small, intimate eatery with modern decor for globally inspired seafood dishes made with local catch.

Onlywood Grill

Quaint counter-serve doling out salads & housemade pastas, plus cocktails & wood-fired pizzas.

Sunset Tiki Bar

Laid-back poolside haunt at the lively Galleon Resort providing tropical cocktails & live music.

Tropic Cinema

Retro-style cinema with 4 theaters for mainstream & indie films, plus cultural events & lectures.

Antonia's Restaurant

An elegant, cozy atmosphere for classic Italian & Mediterranean cuisine featuring homemade pastas.

Four Marlins Oceanfront Dining

Bayview Park

Green space with facilities for tennis, softball & basketball, plus a playground & picnic areas.

Lagerheads Beach Bar & Watersports

Chill, Caribbean-style spot serving up fish tacos & other seafood in quaint waterfront digs.

Cafe Sole

Cozy, romantic spot serving French-Caribbean fare, signature hog snapper & a broad wine list.

Regal Key West

Theater complex with multiple screens featuring new release films, plush seating & concession stand.

Red Shoe Island Bistro

Light bites & locally sourced seafood are offered in this relaxed dinner-only restaurant.