Date Night in Key West

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Date Night in Key West

BarPhoto of Capt Tony’s Saloon — Bar

Capt Tony’s Saloon

Old-school pub frequented by famous fans back in the day, now hosting festive theme-night parties.

Key West, FL|5
RestaurantPhoto of Louie's Backyard — Restaurant

Louie's Backyard

Revered, longtime eatery offering Caribbean-American cuisine, ocean views & a wine bar.

Key West, FL|4
MuseumPhoto of Truman Little White House — MuseumOur original photo

Truman Little White House

Offering guided tours, this museum once served as President Harry S. Truman's winter White House.

Key West, FL|5
BarPhoto of Willie T's — Bar

Willie T's

Festive hangout for tropical drinks & Florida-inspired American eats in a mostly outdoor setting.

Key West, FL|5
Seafood RestaurantPhoto of The Stoned Crab — Seafood Restaurant

The Stoned Crab

Open-air, dockside spot at Ibis Bay Beach Resort with local seafood specialties & organic cocktails.

Key West, FL|4
Dessert RestaurantPhoto of Better Than Sex - A Dessert Restaurant — Dessert Restaurant

Better Than Sex - A Dessert Restaurant

Dessert bar offering an extensive menu of decadent treats in a dimly lit, intimate space.

Key West, FL|5
BarPhoto of Green Parrot Bar — Bar

Green Parrot Bar

An institution since 1890, this watering hole features a jukebox & frequent live music.

Key West, FL|5
GardenPhoto of The Key West Butterfly and Nature Conservatory — GardenOur original photo

The Key West Butterfly and Nature Conservatory

Glass-enclosed, plant-filled habitat for interactive walks among species of butterflies & birds.

Key West, FL|5
Seafood RestaurantPhoto of Sunset Pier — Seafood Restaurant

Sunset Pier

Relaxed dockside seafood eatery at the Ocean Key Resort & Spa with water views, drinks & live music.

Key West, FL|5
BarPhoto of Sloppy Joe's Bar — Bar

Sloppy Joe's Bar

Open since 1933, this bar offers live music & dancing plus a separate tap room for sports-watching.

Key West, FL|5
Seafood RestaurantPhoto of Conch Republic Seafood Company — Seafood Restaurant

Conch Republic Seafood Company

Conch & Caribbean-style eats star at this laid-back eatery overlooking the seaport & marina.

Key West, FL|4
RestaurantPhoto of Moondog Cafe Key West — Restaurant

Moondog Cafe Key West

Relaxed garden cottage offering separate menus for breakfast or lunch & dinner, as well as drinks.

Key West, FL|5
RestaurantPhoto of Garbo's Grill @ Hanks! — Restaurant

Garbo's Grill @ Hanks!

Tiny, husband-&-wife-run food stand serving eclectic, inventive takes on tacos, burritos & burgers.

Key West, FL|5
RestaurantPhoto of Latitudes Sunset Key Cottages — Restaurant

Latitudes Sunset Key Cottages

Upscale restaurant with sea views, outdoor dining & a menu of contemporary cuisine.

Key West, FL|5
MuseumPhoto of Key West Lighthouse — Museum

Key West Lighthouse

Now a museum, this historic lighthouse features access to the top via 88 steps & keepers quarters.

Key West, FL|5
RestaurantPhoto of Hurricane Hole — Restaurant

Hurricane Hole

New American & seafood fare is served up in this lively eatery with outdoor seating on a boat dock.

Key West, FL|5
PubPhoto of Hog's Breath Saloon — PubOur original photo

Hog's Breath Saloon

Popular pub providing bar food on a covered outdoor patio plus live music & dancing.

Key West, FL|5
MuseumPhoto of The Hemingway Home and Museum — Museum

The Hemingway Home and Museum

Visitors come to see Hemingway's studio, garden & 6-toed felines that may be descendants of his cat.

Key West, FL|5
Seafood RestaurantPhoto of Bagatelle — Seafood Restaurant

Bagatelle

Seafood-focused American eatery set in an 1884 house with wraparound balconies for people-watching.

Key West, FL|4
French RestaurantPhoto of Banana Cafe — French Restaurant

Banana Cafe

French bistro, popular for breakfast, serving crêpes & other easygoing fare in a low-key setting.

Key West, FL|5