Islamorada, FL

Travel Guide

Islamorada featuring a beach and tropical scenes
Islamorada showing a beach
Islamorada showing a bay or harbor
Islamorada showing outdoor eating as well as a small group of people
Islamorada showing a bay or harbor

Where to stay in Islamorada

Islamorada showing a beach bar

Matecumbe

If you're spending some time in Matecumbe, Bud n' Mary's Dive Center and Anne's Beach are top sights worth seeing.

Matecumbe
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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.

Venetian Shores
Delicious fried conch & the YUMMIEST Cuban food in town :D

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.

Lower Matecumbe Beach
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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.

Seabreeze Trailer Park
Chesapeake Beach Resort
Chesapeake Beach Resort
2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
The price is AED 752 per night from Apr 20 to Apr 21
AED 752
AED 1,053 total
includes taxes & fees
20 Apr - 21 Apr
Book a stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the breakfast and the pool ...
9/10 Wonderful! (1,426 reviews)
Nice Resort for the Money
"I was looking for a one night stay in Islamorada that wouldn't break the bank, but still be comfortable and clean. The Chesapeake Resort fit the bill! Rooms have been updated and resort was clean and quiet. It has a nice area for sunning and two pools. There isn't a restaurant or bar on site, but ..."

Reviewed on 14 April 2025

Chesapeake Beach Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3.5 out of 5
84001 Overseas Hwy, Islamorada, FL
The price is AED 996 per night from May 12 to May 13
AED 996
AED 1,364 total
includes taxes & fees
12 May - 13 May
Stay at this 3.5-star beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
9/10 Wonderful! (11 reviews)
"Love this new resort in my favorite place in Islamorada They have made it a first class experience! Highly recommend."

Reviewed on 6 April 2025

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Cheeca Lodge & Spa
Cheeca Lodge & Spa
5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is AED 889 per night from May 12 to May 13
AED 889
AED 1,248 total
includes taxes & fees
12 May - 13 May
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,063 reviews)
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Reviewed on 12 April 2025

Cheeca Lodge & Spa
See all 2,198 properties in Islamorada
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 ...
8.6/10 Excellent! (424 reviews)
"Location, ease of checkin."

Reviewed on 12 April 2025

Breezy Palms Resort
The Islands of Islamorada
The Islands of Islamorada
4 out of 5
82779 Old Hwy, Islamorada, FL
Stay at this 4-star beach villa in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions History of Diving Museum and Islamorada ...
9.6/10 Exceptional! (54 reviews)
"Above and beyond service."

Reviewed on 16 March 2025

The Islands of Islamorada
Beach Residence / Private overwater dock / Heated Pool / Mahi Key
Beach Residence / Private overwater dock / Heated Pool / Mahi Key
Islamorada
Book a stay at this beach vacation home in Islamorada. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Robbie’s of Islamorada and Indian ...
Beach Residence / Private overwater dock / Heated Pool / Mahi Key
See all properties in Islamorada
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.

Popular places to visit

Theater of the Sea

Theater of the Sea

4.5/5(215 reviews)

Take the kids to visit the sea life you'll find at Theater of the Sea during your trip to Islamorada. Take in the entertainment choices and beautiful sunsets in this family-friendly area.

Theater of the Sea
Anne\'s Beach featuring a bridge

Anne's Beach

3.5/5(139 reviews)

If a restful vacation is part of your travel plans, Anne's Beach might be the perfect place to seek out during your trip to Islamorada.

Anne's Beach
Founders Park featuring theater scenes, a garden and modern architecture

Founders Park

4.5/5(137 reviews)

Enjoy the beautiful sunsets and explore Founders Park, a lovely green space in Islamorada. Wander the seaside and beautiful beaches in this family-friendly area.

Founders Park
Florida Keys Brewing Co. showing signage

Florida Keys Brewing Co.

You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada.

Florida Keys Brewing Co.
Windley Key Fossil Reef Geological State Park

Windley Key Fossil Reef Geological State Park

4.5/5(20 reviews)

Explore the great outdoors at Windley Key Fossil Reef Geological State Park and enjoy the beautiful sunsets during your trip to Islamorada. Wander the seaside and beautiful beaches in this family-friendly area.

Windley Key Fossil Reef Geological State Park
History of Diving Museum showing heritage elements

History of Diving Museum

4.5/5(51 reviews)

You can spend an afternoon exploring the galleries in History of Diving Museum during your travels in Islamorada. Amble around this family-friendly area's seaside and enjoy its lively bars.

History of Diving Museum

Reviews of Islamorada

4.6
Top Destination
5 - Excellent
555
5 - Excellent 64%
4 - Good
266
4 - Good 31%
3 - Okay
37
3 - Okay 4%
2 - Disappointing
5
2 - Disappointing 1%
1 - Terrible
1
1 - Terrible 0%

5/5 - Excellent

Verified traveler

We love Islamorada!

5/5 - Excellent

Verified traveler

great fishing off the bridges. My younger kids 10.11 had lots of action. Saw 100's of tarpon right below us plus sharks, barracuda,turtles, and other sea life.

4/5 - Good

Verified traveler

Very laid back and quiet island. Wonderful to visit if you are trying to get away from it all. But the local restaurants can get very crowded.

5/5 - Excellent

Verified traveler

Love.

5/5 - Excellent

Verified traveler

Just love the Florida keys

5/5 - Excellent

Verified traveler

Islamorada is my favorite key. So much to do. Robbies for an early snorkel trip, great lunch, to Oceanview for drinks and some lounging by the pool, to watching the sunset at lorelei.