Date & Thyme is a cafe in Old Town, Key West.
Editorially verified August 21, 2026 by Lewis Vaughan, TableJourney editor. Source.
Must order: An acai bowl and a cold-pressed juice on the deck
Tip: The market side stays open to 17:00 for groceries after the kitchen winds down at 14:00; closed Sundays.
Address: 829 Fleming St, Key West, FL 33040
5 Brothers Grocery has pressed Cuban mixes and poured con leche at Southard and Grinnell in Key West since 1978, a family corner store with a bench crew.
Signature drink: Con leche
Order: Con leche with Cuban cheese toast
Tip: The Bench Crew of regulars holds court outside each morning; come before the 06:30 rush clears the pastry case.
Funky Rooster pours organic espresso over fresh bagels on Caroline Street in Key West, then flips to a wine bar in the evening under rooster-themed art.
Signature drink: Organic espresso by day, wine by night
Order: A cortado and a fresh-baked bagel; return after dark for wine
Tip: It is the rare Key West room that works for a laptop morning and a wine evening in the same day.
Baby's Coffee has roasted 100% Arabica beans since 1991 and works from mile marker 15, the road-trip espresso stop on a Key West run up the Overseas Highway.
Signature drink: Baby's Key West Old Town Roast
Order: An iced Old Town Roast and a bag of Sexpresso beans
Tip: Look for the painted eye on the building at mile marker 15, about 20 minutes from Old Town; parking is easy.
Cuban Coffee Queen pulls con leches at a muralled walk-up window by the Key West Bight, the waterfront original of the island's Cuban coffee mini-chain.
Signature drink: Cafe con leche
Order: Cafe con leche and the Cuban breakfast burrito
Tip: Five windows now operate across Key West, including a roastery at 6 Key Lime Square; the Margaret Street original keeps the mural queue.
Sandy's Cafe is the laundromat lunch counter of Key West, pressing Cuban mixes and pouring con leche at a White Street walk-up window from 05:00 daily.
Signature drink: Cafe con leche
Order: Cuban mix with a large cafe con leche
Tip: Order at the window, eat on the stools facing the street; the buchi shot is the fastest caffeine on the island.
5 Brothers Grocery has pressed Cuban mixes and poured con leche at Southard and Grinnell in Key West since 1978, a family corner store with a bench crew.
Signature drink: Con leche
Order: Con leche with Cuban cheese toast
Tip: The Bench Crew of regulars holds court outside each morning; come before the 06:30 rush clears the pastry case.
Moondog Cafe & Bakery won the Florida Keys' first Bib Gourmand in Michelin's 2026 guide, an all-day Key West patio of tacos, quiche and charred-meringue pie.
Signature drink: Iced coffee with the key lime pie
Order: Key lime pie with charred meringue after the breakfast tacos
Tip: It sits across from the Hemingway House queue, and half the bakery case is vegan; the patio suits a long breakfast.
