Wine bars in Key West. natural, classical, and the grower-focused rooms worth the cab fare.

Where to drink wine

Grand Vin ★ 4.4

Wine bar$$duval-streetDaily 12:00-00:00

Grand Vin pours wines by the glass on the porch of an upper Duval conch house, Key West's long-running bottle shop and wine bar rolled into one room.

Wine focus: Old and New World bottles by the glass on a Duval porch

Food: Cheese plates and charcuterie

Tip: Take the porch rail seats for sunset people-watching; the retail shelves mean you can carry the bottle you liked home.

Vinos on Duval ★ 4.3

Wine bar$$duval-streetMon 16:00-22:00; Tue-Sat 13:00-00:00; Sun 13:00-23:00

Vinos on Duval pairs a world-spanning wine list with big charcuterie boards mid-Duval in Key West, a calm porch between the street's louder bars.

Wine focus: World-spanning list with homemade sangria and spritzers

Food: Cheese boards, charcuterie and light fare

Tip: The homemade sangria changes daily and the boards are enormous; it is pet-friendly and takes no reservations.

Funky Rooster Coffee House & Wine Bar ★ 4.2

Wine bar$$historic-seaportDaily 07:00-22:00

Funky Rooster turns from Caroline Street coffee house to Key West wine bar by evening, pouring a curated list under local art and rooster kitsch.

Wine focus: Curated bottles across budgets after the espresso machine rests

Food: Bagels and pastries by day, small bites by night

Tip: It is the rare Key West room that works for a laptop morning and a wine evening in the same day.

VIV Wine Bistro ★ 4.3

Wine bar$$bahama-villageTue-Sun 17:00-22:00; closed Monday

VIV Wine Bistro pours a French-owned list across from Blue Heaven in Bahama Village, Key West's candlelit corner of cheese boards and baguettes.

Wine focus: French-owned list poured with bistro small plates

Food: French cheese, baguettes and small plates

Tip: Happy hour halves wine by the glass from 17:00 to 19:00; sister spot La Creperie handles the French mornings nearby.

Little Pearl ★ 4.8

Wine bar$$$$old-townMon-Sat seatings at 17:00, 19:00 and 21:00; closed Sunday

Little Pearl calls itself a neighbourhood restaurant and wine bar, matching a Key West seafood tasting menu to a cellar strong in halves and sake.

Wine focus: Deep cellar of sparkling, sake and half bottles beside a tasting menu

Food: Four-course local seafood tasting menu

Tip: Seatings run at 17:00, 19:00 and 21:00 six days a week; the wine pairing leans on the half-bottle cellar and is worth it.

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