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
Top hotels in Winston Waterways
Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
The price is ฿6,976 per night from 26 Jul to 27 Jul
฿6,976
฿9,183 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! (1,489 reviews)
"Perfect vacation spot for couples and families! We’ve already booked our next stay 😊"
Reviewed on 10 Jul 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is ฿5,676 per night from 3 Aug to 4 Aug
฿5,676
฿8,263 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! (1,747 reviews)
"We chose this property for location, price and water views. We were impressed and would stay again. Check in was quick with complimentary prosecco. The room was well appointed with robes and slippers, full length mirror, coffee maker, microwave and small fridge. Bathroom had a walk in shower , single ..."
Reviewed on 10 Jul 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
The price is ฿10,221 per night from 9 Aug to 10 Aug
฿10,221
฿13,339 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 ฿4,725 per night from 12 Jul to 13 Jul
฿4,725
฿6,254 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! (1,415 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 ฿10,114 per night from 27 Jul to 28 Jul
฿10,114
฿13,218 total
27 Jul - 28 Jul
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 ฿4,100 per night from 2 Aug to 3 Aug
฿4,100
฿5,447 total
2 Aug - 3 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! (1,773 reviews)
"When we showed up, there was no staff to check us in. The store next door said that the staff takes frequent breaks and might show up later. A couple other people were also waiting to check in. Finally, about 20-30 minutes later, a woman emerged from the back room. She was pulling her shirt down ..."
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.
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.
