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! (1,232 reviews)

A perfect getaway for couples — the atmosphere truly feels like something out of an episode of The White Lotus. The staff is exceptionally friendly and attentive, ensuring a comfortable and memorable stay. The property offers a wide range of amenities and experiences, so there's really no need to ...

Reviewed on 18 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! (98 reviews)

View was beautiful. Parking lot clean. The staff could use more training on guest interaction. Drink prices way to high.

Reviewed on 18 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! (1,260 reviews)

This was our second stay there and will definitely go back. The location is great and there is plenty of well-maintained beach area to enjoy. The room was large, clean and updated. However, the view from the room left a lot to be desired. We booked a standard room so we didn't have expectations one ...

Reviewed on 14 Oct 2025

See all 2,148 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.