Upper Matecumbe Key, FL
Travel Guide





Visit Upper Matecumbe Key

Chesapeake Beach Resort
Room was very clean, view was amazing, breakfast was great, and restaurants and activities nearby. Only issue was hot tub not working. Would’ve enjoyed that amenity!
Reviewed on Nov 24, 2025

Cheeca Lodge & Spa
This was a great property. Numerous dining options. I was so impressed with the grouper sandwich, possibly the best that I’ve eaten in 30 years in Florida and the Florida Keys. The customer service staff was amazing and so thorough informing guest at check-in of all of the amenities available to ...
Reviewed on Nov 23, 2025

Amara Cay Resort
Loved the resort
Reviewed on Nov 21, 2025

Breezy Palms Resort
Beautiful oceanfront room, renovated, clean. Deducted a star because the blinds in the bedroom (parking lot side) were not sufficient to darken the room at night. Needs blackout curtains!
Reviewed on Nov 19, 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 Oct 27, 2025

Treasure Harbor
Yes everything was clean and neat , staff very helpful and friendly
Reviewed on Nov 16, 2025
Check Upper Matecumbe Key hotel availability
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.

