Winston Waterways
Key Largo
Visit Winston Waterways
Things to do
Half Day Snorkel Trip on Reefs in the Florida Keys
S$97
per adult
94% of travellers recommend
Key Largo: Deserted Island Tour Kayak Adventure
S$90
per adult
Key Largo Coral Reef Glass Bottom Boat Adventure
S$58
per adult
96% of travellers recommend
Florida: Key West Overseas Highway App-Based Driving Audio Tour
S$22
per traveller
88% of travellers recommend
Snorkel Tours to Shallow Coral Reefs at Pennekamp Underwater Park
S$97
per adult
Top hotels in Winston Waterways
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is S$292 per night from 3 Aug to 4 Aug
S$292
3 Aug - 4 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. ...
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
The price is S$439 per night from 19 Aug to 20 Aug
S$439
19 Aug - 20 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 S$198 per night from 16 Aug to 17 Aug
S$198
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! (1,419 reviews)
"Full condo with upstairs bedroom! A few maintenance issues but nothing serious. Really nice to have full living space with kitchen downstairs"
Reviewed on 24 Jul, 2026
Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
The price is S$370 per night from 28 Jul to 29 Jul
S$370
28 Jul - 29 Jul
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. ...
Bayside Inn Key Largo
99490 Overseas Hwy Key Largo FL
The price is S$211 per night from 9 Aug to 10 Aug
S$211
9 Aug - 10 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! (1,778 reviews)
"Air conditioning unit leaked all over the floor both times we have stayed here. Makes the room musty"
Reviewed on 24 Jul, 2026
Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway Key Largo FL
The price is S$453 per night from 16 Aug to 17 Aug
S$453
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 ...
9/10 Wonderful! (1,008 reviews)
"I didnt like how high the fees were. Incidentals are 200 a night which id"
Reviewed on 24 Jul, 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 Harry Harris Park.
Key Largo Village
When in Key Largo Village, you can plan a visit to Jacob's Aquatic Center and Jimmy Johnson's Big Chill, some noteworthy sights in the nearby area.
Key Largo Park
Key Largo Park might not have many top sights, but Jacob's Aquatic Center and Jimmy Johnson's Big Chill 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.
