
Winston Waterways Trips (flight + hotel)
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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

Key Largo Village
While Key Largo Village might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Jimmy Johnson's Big Chill and Jacob's Aquatic Center.
Top hotels in Winston Waterways

Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
The price is P13,918 per night from Jul 23 to Jul 24
P13,918
P18,839 total
Jul 23 - Jul 24
includes taxes & fees
9/10 Wonderful! (1,482 reviews)
"The property is nice. Water pressure was not great. Water stopped completely while in the shower on multiple occasions. It was not off long but it was completely off. It was nice that breakfast was served a bit later, but even by 9 some things were gone. Overall nice stay."
Reviewed on Jul 6, 2025

Hampton Inn Key Largo Manatee Bay
102400 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
The price is P6,959 per night from Aug 10 to Aug 11
P6,959
P7,829 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (1,012 reviews)
"Nice comfortable rooms. The pool and beachfront swimming was awesome. The grounds are covered in iguanas which was fun for our son!"
Reviewed on Jul 10, 2025

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 P16,430 per night from Jul 13 to Jul 14
P16,430
P21,602 total
Jul 13 - Jul 14
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"beautiful place and location but it could be more luxurious for the price"
Reviewed on Jul 8, 2025
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.
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