Upper Matecumbe Key, FL
Travel Guide





Visit Upper Matecumbe Key

Chesapeake Beach Resort
Good location and a nice resort all in all. However, the rooms are very noisy. You can hear everything being said in the rooms around you.
Reviewed on Jan 2, 2026

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 Dec 29, 2025

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 Dec 28, 2025

Breezy Palms Resort
Extremely fast and easy check in. Room was clean with a great view
Reviewed on Jan 1, 2026

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

New - Oceanfront Estate - Private Beach - Heated Pool - Stunning
Upon arrival, we were amazed at the beauty of the location of the home. Everything was in prestine condition. The pool and beach are minutes away from the back door. We experienced a plethora of restaurants on the island. The owners were wonderful to work with. We definitely will be returning.
Reviewed on Oct 16, 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 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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- Bud n' Mary's Dive Center
- Florida Keys Brewing Co.
- Islamorada Brewery & Distillery
- History of Diving Museum
- Hurricane Monument
- MoradaWay Arts & Cultural District
- Matecumbe United Methodist Church
- Everglades National Park
- John Pennekamp Coral Reef State Park
- Baker's Cay Resort Beach
- Jimmy Johnson's Big Chill
- Fiesta Key
- Anne's Beach
- Long Key State Park
- Founders Park
- Florida Keys Dive Center
- Bluefin Rock Harbor Marina
- Islamorada County Park
- Windley Key Fossil Reef Geological State Park
- Pigeon Key
- Harry Harris Park
- Jacob's Aquatic Center
- Sunset Drive Beach

