Upper Matecumbe Key, FL
Travel Guide





Visit Upper Matecumbe Key

Chesapeake Beach Resort
"I had a wonderful time on my getaway. The view from my room was beautiful. Everything was quite and pleasant perfect for a family. Everyone was polite, and the breakfast was delicious. The view of the breakfast was phenomenal."
Reviewed on May 26, 2026

Cheeca Lodge & Spa
"My wife and I had an amazing experience. The staff were very friendly and helpful. We loved our room with the screened patio, we had our coffee there every morning overlooking the tennis courts. There’s so many things to do that are included, I don’t think we’ve ever stayed at a resort that had so ..."
Reviewed on May 28, 2026

Islander Resort
"We went for our anniversary and this property was paradise. Just beautiful and steps from the water. Plenty activities to do Bike riding/mini golf/fishing etc. The staff was very friendly and sunrise 🌅"
Reviewed on May 27, 2026

Breezy Palms Resort
"Very clean, spacious, well located."
Reviewed on May 26, 2026

The Islands of Islamorada
"I am not usually about leaving reviews however this property definitely needs it. Heard a lot about being pampered when I was checked in and that they will bring you anything and to let them know what our needs were. Property does not have any coffee shop or restaurant. We were told we could come ..."
Reviewed on May 18, 2026

Island Bay Resort
"The hostess/ staff was amazing! Walking the property check in and making sure everyone had their needs met. She even decorated and brought a cupcake for my husband as we were celebrating his birthday. Very thoughtful! Very clean and enjoyable place. Love the quiet no kids, relaxing vibe! Kayaking ..."
Reviewed on May 27, 2026
Check Upper Matecumbe Key hotel availability
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.

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.

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.

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.
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
- Hurricane Monument
- Matecumbe United Methodist Church
- MoradaWay Arts & Cultural District
- History of Diving Museum
- Everglades National Park
- Baker's Cay Resort Beach
- John Pennekamp Coral Reef State Park
- Jimmy Johnson's Big Chill
- Fiesta Key
- Pigeon Key
- Founders Park
- Anne's Beach
- Florida Keys Dive Center
- Long Key State Park
- Harry Harris Park
- Islamorada County Park
- Bluefin Rock Harbor Marina
- Windley Key Fossil Reef Geological State Park
- Jacob's Aquatic Center
- Sunset Drive Beach

