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Cayman Islands from $364

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Cheap round-trip flights to Cayman Islands

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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Flights to Cayman Islands starting at $364

Have you been telling yourself, “2025 is the year I travel more and sit less”? Well, here we are and there you are. So, where are you going? Looks like a flight to Cayman Islands is calling. Good thing we can help you bag that flight out of town for cheap, so you can get your resolutions resolved.

Travel like you mean it

When you land it’s not straight to the tourist traps for you. You have things to do and see in Cayman Islands that aren’t on a map or in the “Best of. . .” guides. You know this region is filled with hidden haunts, locals-only know favorites, and the off-beat-so-weird-it’s-amazing places. And you plan to find every last one of them. Good thing you’ll save a grip of cash on your flight so you can daytrip far and wide.

You won’t have to wing it

So how do you score that killer deal on a flight to Cayman Islands? Easy, go through us. These aren’t pie in the sky deals, but ones you can actually score. Filter flights to Cayman Islands by:

  • Hotwire Hot Rate: Do you have a flexible schedule? Hit up the Hotwire Hot Rate and land a super cheap flight to Cayman Islands. We’ll reveal the airline and exact time after you book.
  • Price: How low can we go? Find out. We have prices from $364 to $736.
  • Duration: Want to get to Cayman Islands as fast as you can? Or maybe you don’t mind taking your time to save a few bucks here and there.
  • Departure or Arrival: Like to arrive in the a.m. to get your day going? Or are you a night owl that knows the best fun happens late night? The choice is yours.

So are you going to live up to those travel plans or kick the can to next year? Book your flight to Cayman Islands today and get going.

Last Minute Hotel Deals in Cayman Islands

The Ritz-Carlton, Grand Cayman

The Ritz-Carlton, Grand Cayman

5 out of 5
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
Stay at this 5-star luxury resort in Seven Mile Beach. Enjoy 2 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the helpful staff in our ...
9.4/10 Exceptional! (982 reviews)
Amazing trip and Ritz stay worth every penny!
"Trip was amazing and the ritz definitely lived up to 5 star reputation! I will be going back!!"

Reviewed on May 15, 2025

The Ritz-Carlton, Grand Cayman
The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
455 West Bay Road, Seven Mile Beach, Grand Cayman
Stay at this 3.5-star business-friendly hotel in Seven Mile Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
9.4/10 Exceptional! (875 reviews)
"Affordable"

Reviewed on May 22, 2025

The Locale Hotel Grand Cayman
Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor

3.5 out of 5
1240 W Bay Rd, Seven Mile Beach, Grand Cayman
Stay at this 3.5-star business-friendly apartment in Seven Mile Beach. Enjoy free parking, a 24-hour fitness center, and a garden. Popular attractions Port of ...
9.4/10 Exceptional! (122 reviews)
"Able to get multiple bedrooms with a bathroom for each with king beds in each. Kitchen also all for the price or under what a hotel room would cost. Beach was easily walkable with foot wash/shower available."

Reviewed on May 20, 2025

Governors Village Seven Mile Beach Corridor
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Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
Stay at this 5-star luxury hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
9.8/10 Exceptional! (811 reviews)
"Beach was stunning! Staff were all very helpful and attentive!"

Reviewed on May 11, 2025

Kimpton Seafire Resort + Spa by IHG
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.