Winston Waterways Travel Guide
Key Largo
Visit Winston Waterways
Things to do
Key Largo Coral Reef Glass Bottom Boat Adventure
£34
per adult
96% of travellers recommend
Snorkel Tours to Shallow Coral Reefs at Pennekamp Underwater Park
£51
per adult
Florida: Key West Overseas Highway App-Based Driving Audio Tour
£13
per traveller
88% of travellers recommend
Small Group Florida Keys Eco Tour by Boat
£45
per adult
100% of travellers recommend
Key Largo: Deserted Island Tour Kayak Adventure
£32
per adult
Top hotels in Winston Waterways
Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
The price is £212 per night from 3 Aug to 4 Aug
£212
3 Aug - 4 Aug
includes taxes & fees
Stay at this luxury hotel in Key Largo. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
9.4/10 Exceptional! (1,494 reviews)
"Great hotel in Key Largo very close to John Pennekamp state park. Good pool and beach area. Would stay again of in the area."
Reviewed on 2 Aug 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
The price is £252 per night from 26 Aug to 27 Aug
£252
26 Aug - 27 Aug
includes taxes & fees
Stay at this beach resort in Key Largo. Enjoy 2 outdoor pools, 2 restaurants and a private beach. Our guests praise the helpful staff and the clean rooms in ...
Waterside Suites & Marina
201 Ocean Drive Key Largo FL
The price is £115 per night from 16 Aug to 17 Aug
£115
16 Aug - 17 Aug
includes taxes & fees
Stay at this hotel in Key Largo. Enjoy free Wi-Fi, a marina and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is £167 per night from 26 Aug to 27 Aug
£167
26 Aug - 27 Aug
includes taxes & fees
Stay at this beach hotel in Islamorada. Enjoy free breakfast, free Wi-Fi and 2 outdoor pools. Our guests praise the breakfast and the pool in their reviews. ...
9.2/10 Wonderful! (1,753 reviews)
"Spectacular, beautiful view, excellent amenities, a quiet and beautiful place, very attentive staff, and the breakfast is exquisite—I’ll be back as soon as I can"
Reviewed on 2 Aug 2026
Bayside Inn Key Largo
99490 Overseas Hwy Key Largo FL
The price is £117 per night from 31 Aug to 1 Sept
£117
31 Aug - 1 Sept
includes taxes & fees
Stay at this beach hotel in Key Largo. Enjoy free Wi-Fi, free parking and a private beach. Our guests praise the pool and the helpful staff in their reviews. ...
The Pelican Key Largo Cottages
99340 Overseas Highway Key Largo FL
The price is £86 per night from 23 Aug to 24 Aug
£86
23 Aug - 24 Aug
includes taxes & fees
Stay at this beach hotel in Key Largo. Enjoy free Wi-Fi, free parking and a private beach. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9/10 Wonderful! (1,003 reviews)
"Great little stop on the way to Key West!"
Reviewed on 1 Aug 2026
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.
Where to stay in Winston Waterways
Find the best Winston Waterways areas for the activities you enjoy most.
Photo by Samantha Shoemaker
Open Photo by Samantha Shoemaker
Rock Harbor
While there might not be top attractions in Rock Harbor, you can explore the larger area and discover places like Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill.
Silver Shores
While there might not be top attractions in Silver Shores, you can explore the larger area and discover places like Bluefin Rock Harbor Marina and Pigeon Key.
Key Largo Village
When in Key Largo Village, you can plan a visit to Jimmy Johnson's Big Chill and Jacob's Aquatic Center, some noteworthy sights in the nearby area.
Key Largo Park
Key Largo Park might not have many top sights, but Jimmy Johnson's Big Chill and Jacob's Aquatic Center are two attractions nearby that you can check out.
Photo by Patricia Smith
Open Photo by Patricia Smith
Pirates Cove
While there might not be top attractions in Pirates Cove, you can explore the larger area and discover places like Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill.
