Islamorada
Good food, cold drinks, reef adventures, and a few playful detours.
Our favorite ways to enjoy Islamorada & the Upper Keys.
Our must-do dinner pick: fresh local seafood, creative cocktails, and marina views. Try the panko chicken and the sesame seared tuna appetizer.
The upstairs Sunset Lounge is great for sunset. Guests must be 21 and over.
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A lively Italian trattoria for pasta, seafood, and wood-fired pizza, with a full bar. A great choice when everyone is craving something different.
Check reservation availability before dinner.
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Just steps away for waterfront food and live music. Although you can also just enjoy the live music from our dock.
Check the current entertainment calendar before heading over.
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A casual lunch stop at the Trading Post for tacos, burritos, and smoothies. An easy grab-and-go option between adventures.
Try the fish tacos and check the day’s menu.
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The Upper Keys’ first microbrewery, with beer brewed right here in the Keys. Try a tasting flight, then hang out in the colorful beer garden.
The garden has cornhole and giant Jenga, and welcomes kids and pets.
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Local beer and spirits distilled on site. Choose a flight or a cocktail, then relax in the beer garden with a bite from the food truck.
Look for their pelican mascot, Spanky.
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A hidden, military-themed cocktail bar connected to VFW Post 10211. A distinctive choice for a date night or a change of scene.
The entrance leads through a 20-foot tunnel: finding the bar is part of the experience.
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A go-to late-night spot for cold drinks, pool tables, and indoor and outdoor bars. Hang out by the water, catch live music, or keep the night going with a weekend DJ.
Check their current band and event schedule before heading over.
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Explore America’s first underwater park. Book a glass-bottom boat excursion to see the reef while staying dry, or choose a snorkeling trip.
Reserve boat tours ahead; departures depend on conditions.
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Make time to get out on the reef. Islamorada charters may visit Alligator Reef, recognizable by its historic lighthouse; Pennekamp also offers reef snorkeling trips.
Sites depend on weather. Ask the operator about swimming requirements and equipment.
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A classic Keys outing: feed the tarpon from the dock, browse the open-air shops, and linger by the waterfront. Water adventures also leave from here.
Buy your bait at the dock and follow staff instructions.
Explore & plan your visit →An easy family day out with a shallow-water beach on Florida Bay, a splash pad, playgrounds, picnic areas, and walking trails. There are also tennis, pickleball, basketball, and volleyball facilities.
Check current admission fees and aquatic-center availability before visiting.
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Get a game in at the park’s three dedicated asphalt pickleball courts. Morning drop-in play is a fun way to meet other players on vacation.
Check current drop-in times, fees, and access rules. Bring your paddle.
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Trade the sunshine for a puzzle-filled adventure in a castle-themed escape-game venue. A fun indoor plan for a group or a rainy afternoon.
Rooms are private to your group. Browse the current quests and book ahead.
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Play famous virtual courses or practice your swing on TrackMan iO simulators. Complimentary rental clubs make it easy to drop in.
Host tip: BYOB, right down the street. Confirm the current alcohol policy when booking.
Explore & plan your visit →Bring your racket for a game on one of the park’s five lighted hard courts. A tennis pro and pro shop are on site, and equipment is available through the Park Office.
Check current court access, lessons, and park admission before you go.
Explore & plan your visit →Butterfly House · Old Florida charm. A little space to slow down.
Check venue websites for current hours, menus, fees, and reservations. Boat trips depend on weather. Photos from venue and operator websites.