Islamorada Adventure Holidays 2025

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Top Adventure Islamorada Hotels

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL

8 min drive from Theater of the Sea

Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...

9/10 Wonderful! (1,222 reviews)

"I went there this weekend to celebrate my birthday. Great place, well kept, nice service, rooms are pretty and clean. The pools are nice. Loved the resort. Hope to come back soon. They had a room for me right away. Check in was very pleasant. The paddle boarding, and canoes are free with the stay. ..."

Reviewed on 12 Oct 2025

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

84001 Overseas Hwy, Islamorada, FL

10 min walk from Theater of the Sea

Stay at this 3.5-star beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...

8.8/10 Excellent! (95 reviews)

"view was great ,service was great also"

Reviewed on 9 Oct 2025

Amara Cay Resort

80001 Overseas Hwy, Islamorada, FL

12 min drive from Theater of the Sea

Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. Our guests praise the pool and the bar in our reviews. ...

8.8/10 Excellent! (1,254 reviews)

"Room was spacious, clean with a great balcony."

Reviewed on 7 Oct 2025

See all 2,212 properties in Islamorada

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.