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 ฿7,203 per night from 13 Sept to 14 Sept
฿7,203
฿9,420 total
13 Sept - 14 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! (1,532 reviews)
"Excellent"
Reviewed on 8 Sept 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
The price is ฿7,795 per night from 28 Sept to 29 Sept
฿7,795
฿10,582 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 ...
8.6/10 Excellent! (1,184 reviews)
"Room was clean and comfortable beds, views were amazing. Rocks Bar was great, food and drinks."
Reviewed on 8 Sept 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
The price is ฿3,922 per night from 9 Sept to 10 Sept
฿3,922
฿6,263 total
9 Sept - 10 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. ...
9.2/10 Wonderful! (1,788 reviews)
"Recommend putting in desk in the rooms, There is no location for a desk anywhere. Some of us still work during vacation,"
Reviewed on 8 Sept 2026
Waterside Suites & Marina
201 Ocean Drive Key Largo FL
The price is ฿3,182 per night from 14 Sept to 15 Sept
฿3,182
฿4,506 total
14 Sept - 15 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! (1,468 reviews)
"Todo estaba limpio y cómodo..excelente para lugar"
Reviewed on 7 Sept 2026
Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway Key Largo FL
The price is ฿8,387 per night from 22 Sept to 23 Sept
฿8,387
฿11,249 total
22 Sept - 23 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! (1,006 reviews)
"The room was clean and the staff was kind . Directions of the resort have been given by a map, not really clear without it . I would not suggest you to eat on the premises , the food is not that great , in the Italian restaurant the pizza was Frozen and the lobster pasta with parmesan cheese and ..."
Reviewed on 7 Sept 2026
Bayside Inn Key Largo
99490 Overseas Hwy Key Largo FL
The price is ฿3,795 per night from 9 Sept to 10 Sept
฿3,795
฿5,091 total
9 Sept - 10 Sept
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! (1,848 reviews)
"Bastante tranquilo cerca de diferentes restaurants los cayats fueron gratis No me gusto la piscina demasiado pequeño"
Reviewed on 7 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.
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.
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.
