Ultimate Florida Keys Travel Guide: Top Things to Do, Stays in Marathon & Islamorada
Discover the ultimate Florida Keys travel guide, covering essential planning tips, top attractions, accommodations, and insider experiences in Marathon and Islamorada.
As a seasoned traveler with years of U.S. exploration, I was thrilled to finally visit the Florida Keys, invited by the Florida Keys Tourism Development Council for an eco-adventure. Despite cooler-than-usual weather during my trip, I enjoyed sunny days that showcased the region's typical paradise vibe—pristine white-sand beaches, warm waters, and thrilling water sports like jetpack adventures.
Based primarily in Marathon and Islamorada in the Middle Keys, I found endless activities without needing to venture further. These islands offer ample options for a full vacation. Base yourself here and explore outward for the best experience.
View the map below for Marathon and Islamorada locations (Lower Keys excluded).
Top Things to Do in Marathon, Florida Keys
Marathon spans the Middle Keys across ten miles, including Knight’s Key, Boot Key, Key Vaca, Fat Deer Key, Long Point Key, Crawl Key, and Grassy Key.
Sombrero Reef Snorkel Tour
Join a guided boat tour to Sombrero Reef with Hall’s Diving Center for an immersive snorkeling experience amid vibrant marine life. The knowledgeable captain and crew share their passion for ocean conservation.
Wakeboarding at Keys Cable
Experience cable wakeboarding on a scenic lake, towed by an overhead system controlled by experts. Perfect for skill-building without relying on a boat driver—ideal prep for boating or snowboarding. Expect a serious workout; I was sore for days.
Turtle Hospital
Visit the Turtle Hospital to witness sea turtle rehabilitation. Observe surgeries removing tumors, meet recovering patients from boating incidents and pollution, and learn about their release back into familiar waters—a truly inspiring conservation effort.
Best Places to Stay in Marathon
Tranquility Bay, a newly renovated beachfront resort, offers luxury guestrooms and beach houses. Enjoy a pool, volleyball court, tiki bar, and acclaimed restaurant. Spot playful dolphins at sunset—a frequent highlight.
Hawks Cay Resort on Duck Key earns rave reviews from couples seeking serene escapes.
Top Things to Do in Islamorada
Known as the “Village of Islands,” Islamorada includes Tea Table Key, Lower Matecumbe Key, Upper Matecumbe Key, Windley Key, and Plantation Key.
Tiki Jet Jetpack Adventure
Soar over the water with Tiki Jet’s guided jetpack sessions. The entertaining owner ensures safety while delivering adrenaline-fueled fun—perfect for groups or families. Laughter and thrills guaranteed.
Best Places to Stay in Islamorada
Cheeca Lodge & Spa impresses with its expansive beach, the Keys’ longest pier, 17 room styles, snorkeling lagoon, kayaks, and multiple dining options. Luxuriate in oversized balcony soaking tubs; adult-only bungalows offer ultimate privacy.
Packing Essentials for Florida Keys
For expert advice, see our How to Pack Carry-On Only, Packing Guide for World Travelers, and Carry-On Packing List.
Plan Your Florida Keys Trip
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Flights: Momondo scans hundreds of airlines for the best deals, with a calendar highlighting cheapest dates.
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