Date Night in Key West

Cafe Sole

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

La Trattoria Oceanside

This white-tablecloth mainstay offers Italian classics & an extensive martini menu.

The White Tarpon Bar & Restaurant

Chill, family-friendly spot for seafood-focused American eats with happy-hour specials & a deck.

7 Fish

Unassuming, off-the-beaten-path corner bistro supplying comfort-food takes on locally caught fish.

Mattheessen’s Candy Kitchen

Fort East Martello Museum

1800s brick fortress with varied displays from the region's past, like war relics & manufacturing.

The Bull

Old-school watering hole pouring potent cocktails & drafts in a muralled, open-air space.

Key West Shipwreck Museum

Tours, artifacts & films presented in a recreation of an 1850s wrecker's warehouse.

The Conch Shack

Chill stop serving fried conch fritters & other seafood, burgers & hot dogs at an outdoor counter.

Mallory Square

Rick's Bar

Happening nightspot complex with themed areas ranging from a lounge to a dance club to live music.

Abbondanza Italian Restaurant

A red sauce-heavy menu & robust wine list are served at this quaint Italian eatery in a former home.

Big John's Pizzeria

Spacious pizzeria provides slices & pies (including a stuffed version) plus signature garlic knots.

Truman Waterfront Park

Sunny Eggs

Prime Steakhouse

Clubby, old-school setup specializing in prime meats & seafood plus wine & martinis.

La Trattoria Restaurant

This white-tablecloth mainstay offers Italian classics & an extensive martini menu.

USCGC Ingham Maritime Museum

Coast Guard vessel from 1936 open to the public as a maritime museum & memorial.

The Docks Restaurant + Raw Bar

The Rum Bar

Snug watering hole featuring a vast rum menu in a relaxed setting with a small patio.