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Cayman Islands from $432

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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 $432

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 $432 to $556.
  • 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
The price is $1,146 per night from Jun 1 to Jun 2
$1,146
includes taxes & fees
Jun 1 - Jun 2
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! (976 reviews)
"Staff and facility amazing"

Reviewed on Apr 27, 2025

The Ritz-Carlton, Grand Cayman
Grand Cayman Marriott Resort

Grand Cayman Marriott Resort

4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
The price is $611 per night from May 18 to May 19
$611
includes taxes & fees
May 18 - May 19
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy a full-service spa, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,000 reviews)
"This was our third visit to the property. Our previous visit was several years ago (2017). Despite the destructive weather of the past two years, the property has been kept up, renovated, improved, and is immaculate. Conveniently located near many food options and activities, this is our home in ..."

Reviewed on Apr 28, 2025

Grand Cayman Marriott Resort
The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
455 West Bay Road, Seven Mile Beach, Grand Cayman
The price is $246 per night from May 5 to May 6
$246
includes taxes & fees
May 5 - May 6
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! (852 reviews)
"Staff was so friendly and helpful. Small beach a few min walking distance. There was never more than 2 other families on the beach and there is coral with beautiful fish right of the beach for snorkeling. Many dining options in waking distance. So convenient."

Reviewed on Apr 30, 2025

The Locale Hotel Grand Cayman
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Hampton by Hilton Grand Cayman Seven Mile Beach

Hampton by Hilton Grand Cayman Seven Mile Beach

4 out of 5
22 Piper Way, Seven Mile Beach
The price is $288 per night from May 13 to May 14
$288
includes taxes & fees
May 13 - May 14
Stay at this 4-star resort in Seven Mile Beach. Enjoy free breakfast, free parking, and a health club. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (524 reviews)
"Adjacent restaurant was excellent with a changing menu of fresh fish and meats. Excellent salads. Breakfast was great every morning, hot and continuously restocked throughout the morning. Pool and surrounding gardens with bar felt like paradise."

Reviewed on Apr 28, 2025

Hampton by Hilton Grand Cayman Seven Mile Beach
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.