Winston Waterways Travel Guide
Tourist Guide
Visit Winston Waterways
Activities
Key Largo Coral Reef Glass Bottom Boat Adventure
AU$94
per adult
96% of travellers recommend
Small Group Florida Keys Eco Tour by Boat
AU$84
per adult
100% of travellers recommend
Florida's Must-See Sights: Self-Guided Driving Audio Tour Bundle
AU$56
per traveller
100% of travellers recommend
1.5 Hour Bay Side Key Largo Sunset Cruise on a Spacious Catamaran
AU$97
per adult
Our pick of the best Winston Waterways Hotel Deals
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is AU$305 per night from 8 Oct to 9 Oct
AU$305
8 Oct - 9 Oct
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. ...
Waterside Suites & Marina
201 Ocean Drive Key Largo FL
The price is AU$219 per night from 8 Oct to 9 Oct
AU$219
8 Oct - 9 Oct
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! (1,494 reviews)
"i loved this place beautiful hotel full kitchen perfect for a little trip 100% recommend"
Reviewed on 28 Sept 2026
Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
The price is AU$376 per night from 1 Oct to 2 Oct
AU$376
1 Oct - 2 Oct
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. ...
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
The price is AU$524 per night from 8 Oct to 9 Oct
AU$524
8 Oct - 9 Oct
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! (1,184 reviews)
"wonderful"
Reviewed on 28 Sept 2026
The Pelican Key Largo Cottages
99340 Overseas Highway Key Largo FL
The price is AU$147 per night from 6 Oct to 7 Oct
AU$147
6 Oct - 7 Oct
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. ...
Bayside Inn Key Largo
99490 Overseas Hwy Key Largo FL
The price is AU$221 per night from 30 Sept to 1 Oct
AU$221
30 Sept - 1 Oct
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. ...
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
Our guide on 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 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.
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.
Cross Key Waterways
When in Cross Key Waterways, you can plan a visit to MarineLab Undersea Laboratory and Caribbean Club Bar, some noteworthy sights in the nearby area.
