Funky Rooster Coffee House & Wine Bar is a wine bar in Historic Seaport, Key West.
Editorially verified August 21, 2026 by Lewis Vaughan, TableJourney editor. Source.
Food program: 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.
Address: 713 Caroline Street, Key West, FL 33040
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 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.
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 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.
