Winston Waterways Travel Guide
Key Largo
Visit Winston Waterways
Things to do
Half Day Snorkel Trip on Reefs in the Florida Keys
฿2,460
per adult
94% of travellers recommend
Florida: Key West Overseas Highway App-Based Driving Audio Tour
฿557
per traveller
88% of travellers recommend
1.5 Hour Bay Side Key Largo Sunset Cruise on a Spacious Catamaran
฿2,283
per adult
80% of travellers recommend
Key Largo Coral Reef Glass Bottom Boat Adventure
฿1,489
per adult
96% of travellers recommend
Key Largo: Florida Keys Sunset Cruise with Wildlife Spotting
฿2,614
per adult
Top hotels in Winston Waterways
Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
The price is ฿7,209 per night from 7 Sept to 8 Sept
฿7,209
฿9,427 total
7 Sept - 8 Sept
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. ...
9.2/10 Wonderful! (1,526 reviews)
"We enjoyed our stay here, were upgraded to a partial view room, and noticed to have been among the only people in the pool or dining area when we took did these activities. The staff was attentive, but seemed bothered by the lack of business that they were having, and we felt like a bit of an afterthought ..."
Reviewed on 4 Sept 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
The price is ฿7,801 per night from 28 Sept to 29 Sept
฿7,801
฿10,591 total
28 Sept - 29 Sept
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 ...
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is ฿3,925 per night from 7 Sept to 8 Sept
฿3,925
฿6,268 total
7 Sept - 8 Sept
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 ฿3,185 per night from 7 Sept to 8 Sept
฿3,185
฿4,509 total
7 Sept - 8 Sept
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! (1,463 reviews)
"Nice room and clean! The pool was nice and clean and the staff were polite! The view of the marina was beautiful to watch the boats come in and out from the pool and from our balcony!"
Reviewed on 5 Sept 2026
Bayside Inn Key Largo
99490 Overseas Hwy Key Largo FL
The price is ฿4,031 per night from 1 Oct to 2 Oct
฿4,031
฿5,358 total
1 Oct - 2 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. ...
8.6/10 Excellent! (1,836 reviews)
"pleasantly surprised by the rooms. Recently updated and clean"
Reviewed on 4 Sept 2026
Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway Key Largo FL
The price is ฿8,394 per night from 20 Sept to 21 Sept
฿8,394
฿11,258 total
20 Sept - 21 Sept
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! (1,002 reviews)
"Perfection!"
Reviewed on 1 Sept 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 Jimmy Johnson's Big Chill.
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.
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.
