Winston Waterways Travel Guide
Key Largo
Visit Winston Waterways
Things to do
Key Largo Coral Reef Glass Bottom Boat Adventure
฿1,478
per adult
94% of travellers recommend
Key Largo Snorkeling Tour - rental mask, fins and vest INCLUDED
฿2,341
per adult
82% of travellers recommend
Half Day Snorkel Trip on Reefs in the Florida Keys
฿2,464
per adult
94% of travellers recommend
Florida: Key West Overseas Highway App-Based Driving Audio Tour
฿558
per traveller
88% of travellers recommend
1.5 Hour Bay Side Key Largo Sunset Cruise on a Spacious Catamaran
฿2,267
per adult
80% of travellers recommend
Key Largo Snorkel Tour, 2 Sites Check-In's : 7:30 & 12:00!
฿2,628
per adult
84% of travellers recommend
Top hotels in Winston Waterways
Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
The price is ฿6,995 per night from 26 Jul to 27 Jul
฿6,995
฿9,209 total
26 Jul - 27 Jul
includes taxes & fees
Stay at this luxury hotel in Key Largo. Enjoy free parking, a full-service spa and 3 restaurants. Our guests praise the pool and the helpful staff in their reviews. ...
9.4/10 Exceptional! (1,487 reviews)
"The Reef House was an excellent place to stay for our family vacation to The Keys. The 2 bedroom offered plenty of space!"
Reviewed on 9 Jul 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundable
The price is ฿5,692 per night from 3 Aug to 4 Aug
฿5,692
฿8,286 total
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. ...
9.2/10 Wonderful! (1,745 reviews)
"The place was lovely. Great staff and breakfast! The pools on the beach were fantastic!"
Reviewed on 9 Jul 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
The price is ฿10,250 per night from 9 Aug to 10 Aug
฿10,250
฿13,376 total
9 Aug - 10 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! (1,133 reviews)
"My stay at this hotel was wonderful! We had a great time, and the staff was friendly and welcoming. The only suggestion I have is that the rooms could use a little updating. Overall, it was a great experience, and I would definitely stay here again."
Reviewed on 9 Jul 2026
Waterside Suites & Marina
201 Ocean Drive Key Largo FL
The price is ฿4,738 per night from 12 Jul to 13 Jul
฿4,738
฿6,271 total
12 Jul - 13 Jul
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! (1,414 reviews)
"We stayed for the 4th of July with our family and friends and enjoyed our stay this is our second time staying here and we love the space the pool and bbq area. We will definitely return"
Reviewed on 7 Jul 2026
Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway Key Largo FL
The price is ฿11,681 per night from 2 Aug to 3 Aug
฿11,681
฿14,986 total
2 Aug - 3 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! (1,012 reviews)
"Amazing Hotel and Staff! However kids shouldn’t have been charged for fun activities on the 4th of July! Also fishing poles and bait were excellent and free however super far away from fishing deck… made no sense! Food and Staff was Excellent but those two things should have been more accessible ..."
Reviewed on 6 Jul 2026
Bayside Inn Key Largo
99490 Overseas Hwy Key Largo FL
The price is ฿4,445 per night from 9 Aug to 10 Aug
฿4,445
฿5,837 total
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! (1,772 reviews)
"The pool was 100° and murky. The beach that you’re supposed to be able to go into is super dirty. There was absolutely no water pressure. The hotel room was clean and the AC worked great but if you’re coming for an experience, pick a different hotel."
Reviewed on 9 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.
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.
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.
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 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.
