Little Pearl is a seafood fine-dining restaurant in Old Town, Key West.
Editorially verified August 21, 2026 by Lewis Vaughan, TableJourney editor. Source.
Must order: The four-course chef's tasting built on the local catch
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.
Address: 632 Olivia Street, Key West, FL 33040
Cafe Marquesa is the Marquesa Hotel's 50-seat dining room in Key West, where chef Travis Lee crisps yellowtail snapper and plates oysters nightly.
Order: Crispy yellowtail snapper with shoestring potatoes
Tip: The room seats around fifty and fills with hotel guests first, so reserve ahead for the 19:00 to 20:00 window.
The Flaming Buoy Filet Co plays retro supper club on Eaton Street in Key West, searing yellowtail snapper with banana salsa under Star Wars memorabilia.
Order: Yellowtail snapper with banana salsa
Tip: Happy hour runs 16:00 to 18:00 and the room is tiny; Tuesday is the dark night, so plan around it.
Cafe Marquesa is the Marquesa Hotel's 50-seat dining room in Key West, where chef Travis Lee crisps yellowtail snapper and plates oysters nightly.
Order: Crispy yellowtail snapper with shoestring potatoes
Tip: The room seats around fifty and fills with hotel guests first, so reserve ahead for the 19:00 to 20:00 window.
Louie's Backyard stacks oceanfront decks above the Atlantic at Waddell Avenue in Key West, serving island fare with the Afterdeck bar right on the water.
Order: Conch fritters on the Afterdeck, then the daily catch upstairs
Tip: The Afterdeck pours until late even when the dining room is booked out; Louie's takes its holiday in September.
A&B Lobster House has served surf and turf above Key West's harbour since 1947, with martinis, yacht views and the Berlin's speakeasy tucked behind it.
Order: Whole Maine lobster with a classic martini
Tip: Ask for a balcony table over the marina; Berlin's cocktail bar behind the building serves the same A&B menu.
The Flaming Buoy Filet Co plays retro supper club on Eaton Street in Key West, searing yellowtail snapper with banana salsa under Star Wars memorabilia.
Order: Yellowtail snapper with banana salsa
Tip: Happy hour runs 16:00 to 18:00 and the room is tiny; Tuesday is the dark night, so plan around it.
Nine One Five serves its fusion tasting plates from an 1850s Victorian porch on upper Duval, one of Key West's most polished dinner-and-wine evenings.
Order: The bacon-wrapped dates and cedar plank salmon
Tip: The house dates to around 1850 and the porch seats go first; the upstairs lounge takes walk-ins with the full menu.
Cafe Sole pairs French technique with Keys fish in a quiet Key West garden room, a husband-and-wife kitchen open since 1995 for hogfish and duck a l'orange.
Order: Hogfish, then the duck a l'orange if you are sharing
Tip: The garden tables under the trellis are the seats to ask for; the whole restaurant holidays through September.
