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Dreaming of turquoise waters, fresh seafood, and tropical vibes? Head to Islamorada! I love the beaches there! Located in the Florida Keys, this laid-back village of islands is perfect for snorkeling, sport fishing, and sipping cocktails by the sea. It’s the ideal destination for sunseekers and ocean lovers alike.

Best Time to Visit

The best time to visit Islamorada is December through May when the weather is warm, dry, and perfect for outdoor activities. Summer and early fall offer fewer crowds but higher humidity and the chance of hurricanes.

How to Get There

  • By Car: Located along the scenic Overseas Highway (US-1), Islamorada is about 1.5 hours from Miami and 2 hours from Key West.
  • By Air: Fly into Miami International Airport (MIA) or Key West International Airport (EYW), then drive through the Keys for stunning ocean views.
  • By Shuttle: Several companies offer shared or private shuttle services between the Keys and major airports.

Where to Stay

  • Cheeca Lodge & Spa – Luxury beachfront resort with a private beach, golf course, and upscale dining.
  • Islander Resort – Spacious oceanfront suites and cottages with pools, beach access, and tropical gardens.
  • Amara Cay Resort – Stylish resort with hammocks, tiki bars, and a relaxed island vibe.

Top Attractions in Islamorada

First: Wade into Tranquility at Anne’s Beach

Wade into Tranquility at Anne’s Beach

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Second: Dive Deep into Legends at the History of Diving Museum

Dive Deep into Legends at the History of Diving Museum

History of Diving Museum
 

Third: Paddle to the Past at Indian Key Historic State Park

Paddle to the Past at Indian Key Historic State Park

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Fourth: Unlock Island Secrets at the Keys History & Discovery Center

Unlock Island Secrets at the Keys History & Discovery Center

Keys History & Discovery Center
 

Fifth: Laugh, Learn, and Splash at Theater of the Sea

Laugh, Learn, and Splash at Theater of the Sea

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Sixth: Walk Ancient Coral at Windley Key Fossil Reef Geological State Park

Walk Ancient Coral at Windley Key Fossil Reef Geological State Park

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Seventh: Make Waves with A Family Fun Boat Tour Company

Make Waves with A Family Fun Boat Tour Company

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Where to Eat

  • Morada Bay Beach Café – Caribbean-inspired cuisine with toes-in-the-sand seating and sunset views.
  • Lazy Days Restaurant – Oceanfront dining with fresh seafood and the famous “cook your catch” option.
  • Green Turtle Inn – Iconic Keys eatery known for creative coastal dishes and historic charm.

Local Events

  • Florida Keys Island Fest (April) – Art, music, food, and classic cars at Founders Park.
  • Bay Jam Music Festival (Spring) – Live music and local vendors in a family-friendly setting.
  • Islamorada Holiday Fest (December) – Tree lighting, snow mountain, and holiday cheer by the sea.

Day Trips Within 30 Minutes of Islamorada

  • Lower Matecumbe Key (15–20 min) – Kayak mangrove tunnels, relax on uncrowded beaches, and spot native wildlife.
  • Long Key State Park (25–30 min) – Hike coastal trails, birdwatch, or paddle tranquil waters in this quiet Keys retreat.
  • Key Largo (30 min) – Snorkel coral reefs, dive shipwrecks, or explore John Pennekamp Coral Reef State Park.

Plan Your Trip