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Islamorada Vacation Packages

This idyllic island community is one of the most luxurious in the Florida Keys and is a great destination for scuba diving and game fishing.

The tropical Islamorada Keys are home to many luxurious resorts, so take your pick and spend your days lazing in the sun, diving through shipwrecks or cruising the Gulf of Mexico for the biggest fish in the sea. In addition to sailing, game fishing, sunning and diving, the community of cosmopolitan residents love their art and gourmet food.

Begin your time on the Islamorada Keys with a stroll down U.S. Route 1, the highway connecting the Keys. Visit boutique retail outlets, galleries and the 1935 Hurricane Memorial.

Islamorada’s sub-tropical climate means that both the air and the water remain warm year-round, making it the ideal breeding and feeding ground for countless species of fish. Whether you want to spend the day on board a luxury charter boat or prefer bobbing on the gentle seas in a small motorboat, the marina of Founders Park is the place to start.

Islamorada offers scuba diving classes for beginners. Afterward, visit the History of Diving Museum to learn all about this adventurous hobby. Organize a scuba diving or snorkeling trip to some of Florida’s most lauded dive sites to see the fish in their natural habitat. Popular spots include the Eagle, a shipwreck just off the coast and the Conch Wall, a gently sloping rock shelf. If you’d rather stay dry, visit the Theater of the Sea to watch dolphins perform at the aquarium.

Pick up tackle and rent rods from one of the angling specialists in town. Islamorada has developed a reputation for being one of the best fishing destinations in North America. Game fish the size of outstretched arms are commonplace, so you won’t even have to exaggerate about your catch of the day.

Islamorada can be reached from downtown Miami in just 90 minutes by car or by boat from the neighboring Keys. Accommodations range from luxury resorts to cozy bungalows near Anne’s Beach, a scenic public stretch of coast.


Top Hotel Deals

See all 137 Hotels in Islamorada
£140
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy, Islamorada
4.2
of 5, from 477 reviews
3.5 out of 5.0

Nestled on the beach, this Islamorada hotel is within 3 mi (5 km) of Bud n' Mary's Dive Center, Lignumvitae Key Botanical State Park, and Hurricane Monument. History of Diving Museum is 3.1 mi (5 km) away.

£74
Conch On Inn Motel

Conch On Inn Motel

103 Caloosa Street, Islamorada
3.7
of 5, from 146 reviews
2.0 out of 5.0

Situated on the waterfront, this motel is 2.3 mi (3.7 km) from Founders Park and within 6 mi (10 km) of Windley Key Fossil Reef Geological State Park and Theater of the Sea. Harry Harris Park and History of Diving Museum are also within 6 mi (10 km).

£99
Smuggler's Cove Resort and Marina

Smuggler's Cove Resort and Marina

85500 Overseas Highway, Islamorada
3.0
of 5, from 63 reviews
2.5 out of 5.0

Situated in Islamorada, this motel is within 1 mi (2 km) of Windley Key Fossil Reef Geological State Park and Theater of the Sea. Founders Park and History of Diving Museum are also within 3 mi (5 km).

£92
Pines & Palms Resort

Pines & Palms Resort

80401 Old Hwy, Islamorada
4.4
of 5, from 136 reviews
3.0 out of 5.0

Nestled on the beach, this Islamorada resort is within 1 mi (2 km) of Bud n' Mary's Dive Center and Hurricane Monument. History of Diving Museum is 2.7 mi (4.3 km) away.

£92
Creekside Inn Islamorada

Creekside Inn Islamorada

90611 Old Highway, Islamorada
3.4
of 5, from 180 reviews
2.5 out of 5.0

Located in the heart of Islamorada, this motel is 3.1 mi (5 km) from Florida Keys Wild Bird Rehabilitation Center and within 6 mi (10 km) of Harry Harris Park and Founders Park. Windley Key Fossil Reef Geological State Park and Theater of the Sea are also within 6 mi (10 km).

£108
Drop Anchor Resort and Marina

Drop Anchor Resort and Marina

84959 Overseas Highway, 222, Islamorada
4.2
of 5, from 305 reviews
3.0 out of 5.0

Situated in Islamorada, this beach hotel is within a 10-minute walk of Windley Key Fossil Reef Geological State Park and Theater of the Sea. Founders Park and History of Diving Museum are also within 3 mi (5 km).

£285
Casa Morada

Casa Morada

136 Madeira Road, Islamorada
4.5
of 5, from 23 reviews
3.5 out of 5.0

Situated near the bay, this resort is within 1 mi (2 km) of History of Diving Museum and Hurricane Monument. Theater of the Sea and Bud n' Mary's Dive Center are also within 3 mi (5 km).

Harbor Lights

Harbor Lights

84951 Overseas Hwy, Islamorada
2.9
of 5, from 324 reviews
2.0 out of 5.0

Located in Islamorada, this beachfront motel is in the city center and within a 5-minute walk of Windley Key Fossil Reef Geological State Park and Theater of the Sea. Founders Park and History of Diving Museum are also within 3 mi (5 km).

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