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 ฿7,977 per night from 12 Jul to 13 Jul
฿7,977
฿10,309 total
12 Jul - 13 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! (1,475 reviews)
"Todo en un solo lugar acogedor y con variedad de actividad para la familia"
Reviewed on 28 Jun 2026
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundable
The price is ฿6,627 per night from 2 Jul to 3 Jul
฿6,627
฿9,333 total
2 Jul - 3 Jul
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! (1,742 reviews)
"Loved our stay - will definitely be back"
Reviewed on 28 Jun 2026
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
The price is ฿10,322 per night from 13 Jul to 14 Jul
฿10,322
฿13,453 total
13 Jul - 14 Jul
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! (1,118 reviews)
"The property is very nice and having an adults only pool is great. However, some parents dont follow the “adults only pool” rule and allow their children to ruin the quiet vibe. Also, the parking lot is tight and parking anywhere near your room is nearly impossible."
Reviewed on 27 Jun 2026
Waterside Suites & Marina
201 Ocean Drive Key Largo FL
The price is ฿4,725 per night from 30 Jun to 1 Jul
฿4,725
฿6,254 total
30 Jun - 1 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! (1,401 reviews)
"The suite was fantastic and we loved our balcony. However the pool was closed the entire time without any reason why. On the last day of our stay the power company had power turned off to work on lines which made us have to check out earlier than anticipated."
Reviewed on 27 Jun 2026
Playa Largo Resort & Spa, Autograph Collection
97450 Overseas Highway Key Largo FL
The price is ฿10,113 per night from 21 Jul to 22 Jul
฿10,113
฿13,217 total
21 Jul - 22 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! (1,007 reviews)
"We loved our stay! The hotel was in excellent condition and exceptionally clean. The restaurants were beautiful, well-maintained, and offered delicious food. We enjoyed both dinner and breakfast at La Marea Restaurant, and everything was absolutely delicious. All of the staff were friendly, welcoming, ..."
Reviewed on 23 Jun 2026
Bayside Inn Key Largo
99490 Overseas Hwy Key Largo FL
The price is ฿4,148 per night from 14 Jul to 15 Jul
฿4,148
฿5,501 total
14 Jul - 15 Jul
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! (1,760 reviews)
"We only stayed one night. The shower and water pressure was the best we’ve encountered in the keys! The king room was adequate."
Reviewed on 27 Jun 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 Pigeon Key.
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.
Photo by Patricia Smith
Open Photo by Patricia Smith
Pirates Cove
While there might not be top attractions in Pirates Cove, you can explore the larger area and discover places like Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill.
