Upper Matecumbe Key, FL
Travel Guide
Visit Upper Matecumbe Key

Chesapeake Beach Resort
Entire resort was clean and beautiful. Quiet location with beautiful rooms. We will return.
Reviewed on 2025/12/31

Amara Cay Resort
Was very nice , Did order cookies and brownies for the room Christmas night and that never happened! Fishing pole rental was ridiculous Food was great and good Keylime dessert !
Reviewed on 2025/12/28

Cheeca Lodge & Spa
Good property but a little dated and understaffed. They are trying and they are hospitable but not a 5 star experience. Still one of the nicer resorts in the area.
Reviewed on 2025/12/29

Breezy Palms Resort
Property was nice and easy to navigate, ocean view room was extra nice to have!
Reviewed on 2025/12/27

The Islands of Islamorada
Beautiful accommodations and location, very clean, many activities available at resort
Reviewed on 2025/11/25

Treasure Harbor
Great spot! Will be back someday hopefully.
Reviewed on 2025/12/29
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 family-friendly area.
Islamorada Brewery & Distillery
You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada.
Keys History & Discovery Center
You can spend time exploring the galleries in Keys History & Discovery Center during your trip to Islamorada.
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- Eco Pond
- Sunset Drive Beach
- Visit Key Largo
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- Founders Park
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- Visit Homestead
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