
Winston Waterways Packages (Flight + Hotel)
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ฿27,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
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Where to stay in Winston Waterways
Find the best Winston Waterways areas and neighborhoods for the activities you enjoy most. Learn more about Winston Waterways

Rock Harbor
1 out of top 10 points of interest in this area
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.
Top hotels in Winston Waterways

Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
The price is ฿7,384 per night from 29 Nov to 30 Nov
฿7,384
฿9,656 total
29 Nov - 30 Nov
includes taxes & fees
9.2/10 Wonderful! (1,559 reviews)
"Very nice"
Reviewed on 2 Nov 2026

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is ฿5,102 per night from 10 Nov to 11 Nov
฿5,102
฿7,640 total
10 Nov - 11 Nov
includes taxes & fees
9.4/10 Exceptional! (1,808 reviews)
"This resort was the perfect getaway for us!! Ocean front! Beautiful views!!"
Reviewed on 2 Nov 2026

Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
The price is ฿8,402 per night from 12 Nov to 13 Nov
฿8,402
฿11,314 total
12 Nov - 13 Nov
includes taxes & fees
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.
Frequently asked questions
Things to do

Half Day Snorkel Trip on Reefs in the Florida Keys
฿2,531
per adult
94% of travellers recommend

Florida: Key West Overseas Highway App-Based Driving Audio Tour
฿516
per traveller
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



