Islamorada, FL

Travel Guide

Islamorada
Islamorada
Islamorada
Islamorada
Islamorada

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.

Where to stay in Islamorada

Find the best Islamorada areas and neighborhoods for the activities you enjoy most.

Matecumbe

If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Robbie’s of Islamorada are top sights worth seeing.

Lower Matecumbe Beach

Though Lower Matecumbe Beach might not have many top sights, you can venture to the surrounding area to see attractions like Anne's Beach and Sunset Drive Beach.

Venetian Shores

Venetian Shores might not have many top sights, but Founders Park and Windley Key Fossil Reef Geological State Park are two attractions nearby that you can check out.

Seabreeze Trailer Park

If you're looking for some top things to see and do in Seabreeze Trailer Park and surrounding area, you can visit Founders Park and Islamorada County Park.

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
The price is NT$6,271 per night from Jun 22 to Jun 23
NT$6,271
NT$8,832 total
Jun 22 - Jun 23
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (1,730 reviews)
"Nice location, not nice staff member at the reception, young brunette women. Marina and beaches were covered in stinky seaweed, resort needs to try take measures to limit it."

Reviewed on 2026/6/20

Chesapeake Beach Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is NT$7,555 per night from Jul 13 to Jul 14
NT$7,555
NT$10,809 total
Jul 13 - Jul 14
includes taxes & fees
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,319 reviews)
"There was a lot of seaweed, which definitely had an odor; it was impossible to use the beach area. I did expect they would make more of an effort to clean it. Could use some TCL, adult pool needs new steps that do not get too hot to touch in the summertime. (They make them now). Could have made more ..."

Reviewed on 2026/6/18

Cheeca Lodge & Spa
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
The price is NT$8,086 per night from Jul 8 to Jul 9
NT$8,086
NT$11,228 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,054 reviews)
"The resort is absolutely beautiful! The room is immaculate , and you even have a walk out patio . Two pools, one for relaxation and the other for “kids” I am impressed at this resort."

Reviewed on 2026/6/18

Islander Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Breezy Palms Resort

Breezy Palms Resort

2.5 out of 5
80015 Overseas Highway Islamorada FL
Book a stay at this beach aparthotel in Islamorada. Enjoy free WiFi, a beach locale, and a marina. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (699 reviews)
"First thing I noticed was how spotless the room was! I was impressed! Kudos to the cleaning staff. The kitchen was very well equipped with everything we could possibly need and the entire staff were super friendly and helpful! The pool is huge and there are plenty of seating choices both shaded and ..."

Reviewed on 2026/6/17

Breezy Palms Resort
Treasure Harbor

Treasure Harbor

3 out of 5
200 Treasure Harbor Dr Islamorada FL
Stay at this houseboat in Islamorada. Enjoy free WiFi, free parking, and premium bedding. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (158 reviews)
"We highly recommend Treasure Harbor house boats, it was clean, the A/C was cold, water heater perfect, and close to everything we needed. It’s like a tiny house on water. Dallas, was accommodating and professional. Overall 5+ stars. We visit the keys often for scuba diving, we have now found our ..."

Reviewed on 2026/6/7

Treasure Harbor
Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay

3 out of 5
73801 Overseas Hwy Islamorada FL
Stay at this condo in Islamorada. Enjoy free WiFi, free parking, and a marina. Popular attractions Anne's Beach and Sunset Drive Beach are located nearby.
9.6/10 Exceptional! (5 reviews)
"Todo bueno y tranquilo"

Reviewed on 2026/6/18

Caloosa Cove Resort by CoolVacay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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