Friday to Sunday · 3 days · 9 stops

Florida: a Key West weekend

A specific island weekend, not all of Florida: sunset, shrimp, beach time and seaport food.

Food, drinks, water and local discoveries. Sunday travel needs a buffer; Monday gives more room.

Day 1 · Friday

Mallory Square Sunset Celebration actual location photograph
andrea.anzi / Wikimedia Commons, CC BY 3.0. Resized; thumbnail crop. Photo source ↗License ↗

Mallory Square Sunset Celebration

Key West, FL

Friday sunset: join the waterfront celebration after arrival.

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Key West Historic Seaport harbor walk actual location photograph
Sharon Hahn Darlin / Wikimedia Commons, CC BY 2.0. Resized; thumbnail crop. Photo source ↗License ↗

Key West Historic Seaport harbor walk

Key West, FL

Friday before dinner: walk the historic seaport and take in the boats and water. Optional harbor drinks, without a claim that any bar is the oldest or a working-fleet hangout.

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Half Shell Raw Bar official-site photo review
Official-site image Photo source ↗

Half Shell Raw Bar

Key West, FL

Friday dinner: shrimp and seafood at the historic seaport.

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Day 2 · Saturday

The Fort Zachary Taylor Historic State Park, better known simply as Fort Taylor (or Fort Zach to locals) is a Florida State Park and National Historic Landmark centered on a Civil War-era fort located
RuggyBearLA / Wikimedia Commons, CC BY 2.0. Resized; thumbnail crop. Photo source ↗License ↗

Fort Zachary Taylor Historic State Park

Key West, FL

Saturday morning: walk or bike through Old Town, then beach and fort time. Bring water and check conditions. If you prefer history to a long beach stay, swap part of this block for Hemingway Home rather than adding another full outing.

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DJ's Clam Shack source photo review
DJ's Clam Shack website photo Photo source ↗

DJ's Clam Shack

Key West, FL

Saturday lunch: the official menu lists shrimp po' boy and garlic shrimp roll, plus beef/chicken choices.

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Key West Historic Seaport harbor walk actual location photograph
Sharon Hahn Darlin / Wikimedia Commons, CC BY 2.0. Resized; thumbnail crop. Photo source ↗License ↗

Key West Historic Seaport harbor walk

Key West, FL

Saturday afternoon: harbor views or one operator-run water excursion if the schedule, weather and price fit. Make it a replacement for this block, not an extra item. Nothing is booked.

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Eaton Street Seafood Market source photo review
Eaton Street Seafood Market website photo Photo source ↗

Eaton Street Seafood Market

Key West, FL

Saturday dinner: seafood with outdoor seating or takeout at Eaton Street. Check the current menu.

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Day 3 · Sunday

Mallory Square waterfront walk actual location photograph
Larry Syverson from Richmond, VA, USA / Wikimedia Commons, CC BY-SA 2.0. Resized; thumbnail crop. Photo source ↗License ↗

Mallory Square waterfront walk

Key West, FL

Sunday morning: an easy waterfront walk before departure, not the evening celebration. If flying out Monday, leave room for another island lunch.

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Half Shell Raw Bar official-site photo review
Official-site image Photo source ↗

Half Shell Raw Bar

Key West, FL

Sunday lunch: return to Half Shell Raw Bar for seafood if your departure allows. With a Monday flight, spend the afternoon at the harbor instead of rushing.

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