Upper Matecumbe Key, FL
Travel Guide





Visit Upper Matecumbe Key

Chesapeake Beach Resort
Clean rooms, friendly staff. Liked that coffee, tea and water available 24 hours. However, we felt the cost was very expensive.
Reviewed on Feb 20, 2026

Cheeca Lodge & Spa
Room was very nice and plenty of room. First time visitor. Tub on the balcony was unexpected bonus
Reviewed on Feb 17, 2026

Amara Cay Resort
Great
Reviewed on Feb 20, 2026

Breezy Palms Resort
Clean room friendly and helpful staff proximity to many attractions
Reviewed on Feb 20, 2026

The Islands of Islamorada

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

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.

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.

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.

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.
Islamorada Brewery & Distillery
You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada.
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- Bud n' Mary's Dive Center
- Florida Keys Brewing Co.
- Islamorada Brewery & Distillery
- History of Diving Museum
- Matecumbe United Methodist Church
- MoradaWay Arts & Cultural District
- Hurricane Monument
- 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
- Islamorada County Park
- Harry Harris Park
- Bluefin Rock Harbor Marina
- Florida Keys Dive Center
- Pigeon Key
- Founders Park
- Windley Key Fossil Reef Geological State Park
- Sunset Drive Beach
- Jacob's Aquatic Center


