Upper Matecumbe Key
Travel Guide





Visit Upper Matecumbe Key

Cheeca Lodge & Spa
Jess was great when checked in, made us feel right at home. The entire resort is beautiful, clean, well maintained. Although the rooms are spacious they’re starting to show their wear and tare, carpets needs a good cleaning or just install tile. Butch and Cole are great at the pool bar and as always ...
Reviewed on 3 Nov 2025

Chesapeake Beach Resort
Room was awesome and the amenities were great! Loved our stay!!!
Reviewed on 3 Nov 2025

Amara Cay Resort
Great stay except for the fact that we could not watch the World Series in the comfort of our room!! Really? Other than that thoughtless error our stay was relaxing and fun.
Reviewed on 3 Nov 2025

Breezy Palms Resort
The room was cute. I had reserved a king bed, but got 2 queen and they said that they couldn't do anything about that. The room phone didn’t work. The cable TV kept "rebooting" every 10 mins & would take 5 mins to reset. Some dishes were cracked & some burners on the stove didn't work. We made due ...
Reviewed on 4 Nov 2025

The Islands of Islamorada
i like the fact that there's beach area but it was difficult to walk in an out of it due to the rocks. The pool filter could have been cleaned during our stay as there was multiple days of debris caught in the drain trap. would have enjoyed more dining options. Room was available before check in ...
Reviewed on 27 Oct 2025

Treasure Harbor
The houseboat was so cute! The staff was very friendly and helpful. We really enjoyed out stay. The pool was new and clean. We would definitely come back.
Reviewed on 1 Nov 2025
Popular places to visit

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

History of Diving Museum
Trace one of the world’s most astonishing watersports back through the centuries to see some of the first diving suits as you explore this interactive museum, featuring the world's largest international collection of diving artifacts.

Hurricane Monument
The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway.
Bud n' Mary's Dive Center
Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this relaxing area.
Islamorada Brewery & Distillery
You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada.
Matecumbe United Methodist Church
After visiting Matecumbe United Methodist Church, make a plan to see the other sights and activities in Islamorada. Discover the beautiful sunsets in this family-friendly area or enjoy its fishing spots.
