Winston Waterways Travel Guide
Key Largo
Visit Winston Waterways
Things to do
Half Day Snorkel Trip on Reefs in the Florida Keys
฿2,510
per adult
94% of travellers recommend
Florida: Key West Overseas Highway App-Based Driving Audio Tour
฿569
per traveller
88% of travellers recommend
Key Largo Coral Reef Glass Bottom Boat Adventure
฿1,506
per adult
96% of travellers recommend
Key Largo: Deserted Island Tour Kayak Adventure
฿2,343
per adult
Snorkel Tours to Shallow Coral Reefs at Pennekamp Underwater Park
฿2,510
per adult
Top hotels in Winston Waterways
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
The price is ฿9,796 per night from 17 Aug to 18 Aug
฿9,796
฿12,879 total
17 Aug - 18 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 ...
8.6/10 Excellent! (1,149 reviews)
"Beach view and size of the suite"
Reviewed on 22 Jul 2026
Waterside Suites & Marina
201 Ocean Drive Key Largo FL
The price is ฿4,133 per night from 16 Aug to 17 Aug
฿4,133
฿5,598 total
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. ...
9/10 Wonderful! (1,416 reviews)
"Great"
Reviewed on 21 Jul 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is ฿5,094 per night from 16 Aug to 17 Aug
฿5,094
฿7,628 total
16 Aug - 17 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. ...
Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
The price is ฿7,386 per night from 2 Aug to 3 Aug
฿7,386
฿9,658 total
2 Aug - 3 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! (1,492 reviews)
"VERY CLEAN/QUIET/HOUSEKEEPING IS AMAZING!"
Reviewed on 22 Jul 2026
Bayside Inn Key Largo
99490 Overseas Hwy Key Largo FL
The price is ฿4,066 per night from 13 Aug to 14 Aug
฿4,066
฿5,417 total
13 Aug - 14 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 pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (1,775 reviews)
"Room was clean, bed/sheets/pillows comfortable. Small hotel, walking distance to supermarket, pharmacy, restaurants and coffee shops. Pool areas was nice. Very small pool, but was never too crowded. It was great having access too use the bikes and paddle boards."
Reviewed on 22 Jul 2026
Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway Key Largo FL
The price is ฿11,096 per night from 16 Aug to 17 Aug
฿11,096
฿14,342 total
16 Aug - 17 Aug
includes taxes & fees
Stay at this luxury resort in Key Largo. Enjoy free Wi-Fi, a full-service spa and 3 restaurants. Our guests praise the helpful staff and the clean rooms in their ...
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.
Check Winston Waterways hotel availability
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 Harry Harris Park.
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.
