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🌿 RelaxedDay trip · from Miami, FL

Islamorada Slow: Tarpon, Tacos & a Keys Sunset

An hour and a half south of Miami, Islamorada is the Keys at their most authentically laid-back — not the tourist circus of Key West but a real community of fishing guides, marine biologists, and longtime Keys residents who have organized their lives around the water. Wade in the shallows at Anne's Beach, hand-feed 150-pound tarpon from Robbie's dock, eat conch fritters at a 1947 restaurant, and watch the sun drop behind Florida Bay with a cold beer in hand. This is the trip for people who want the Keys without the crowds.

Day 1 — Islamorada, FL
Day 1Islamorada, FL

Day 1Islamorada, FL

🚗 3 hr driving📍 4 stops
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Morning
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Drive
Miami, FLIslamorada, FL
1 hr 30 min8:00 AM9:30 AM
Anne's Beach
Anne's Beach
3.9
Anne's Beach on Lower Matecumbe Key (MM 73.5) is a free public beach named for Anne Eaton, an environmental activist who spent years fighting development pressure in the Upper Keys. It is one of the few public beaches in the Keys with natural character intact: a short boardwalk trail through red mangrove marsh leads to a narrow Atlantic beach with shallow, warm, crystal-clear water — low enough to wade 100 yards offshore without reaching your waist. The mangrove trail passes through classic Keys wetland habitat; the beach itself has no concessions, no umbrellas for rent, and no admission fee. Go early before the wind comes up.
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Lunch
🍽️ Lunch10:30 AM
Green Turtle Inn
Green Turtle Inn
A Keys landmark since 1947, the Green Turtle Inn has served as Islamorada's living room for eight decades. The restaurant was established by Sid and Roxie Siderias at a time when US-1 through the Keys was a gravel road and the customers were mostly fishermen and Conch (Keys-born) families. The menu evolved from actual turtle dishes (the green sea turtle was once legally hunted in Florida) to the current seafood-focused offerings, but the turtle chowder — a recipe that persists from the original era, now made without turtle — remains the signature dish. The stone crab claws in season (October through May), the conch fritters, and the Key lime pie are all done correctly.
4.5$$seafood restaurant📍 Maps →
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Afternoon
Robbie's Marina — Tarpon Feeding
Robbie's Marina — Tarpon Feeding
4.5
Robbie's Marina at MM 77.5 is one of the Keys' most enduring institutions — a working marina and boat rental facility where, for a small fee, visitors can hand-feed giant Atlantic tarpon from a low wooden dock over Florida Bay. The tarpon here weigh between 50 and 200 pounds and have been coming to this dock for decades; the original 'Scarface,' a tarpon that visited Robbie's for over 20 years, became something of a local celebrity. The experience is delightfully unpolished: you buy a bucket of baitfish from a shed, walk to the dock, and hold a fish over the edge — at which point a very large, very aggressive prehistoric fish will leap half out of the water to take it from your hand. Brown pelicans compete from above. Best done barefoot.
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Evening
🍽️ Dinner5:00 PM
Lazy Days South — Sunset Dinner
Lazy Days South — Sunset Dinner
A casual waterfront restaurant on Upper Matecumbe Key with an open-air deck facing Florida Bay — this is the classic Keys sunset dinner. The menu is simple and honest: grilled yellowtail snapper, blackened grouper, stone crab in season, and a conch chowder that has nothing to prove. Order a rum runner and stay until the light goes orange.
4.1$$seafood restaurant📍 Maps →
3 options · tap to switch
🚗
Drive
Islamorada, FLMiami, FL
1 hr 30 min6:00 PM7:30 PM
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