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Cayman Islands from $361

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Cheap round-trip flights to Cayman Islands

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Flights to Cayman Islands starting at $361

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 $361 to $745.
  • 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

Hotel Indigo Grand Cayman by IHG

Hotel Indigo Grand Cayman by IHG

4.5 out of 5
32 Seafire Way, Seven Mile Beach, West Bay
Stay at this 4.5-star luxury hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Seven Mile Beach and Port ...
9.6/10 Exceptional! (310 reviews)
"Everything was amazing they made this trip for my family amazing, even went all out for my son’s 9th birthday. Thank you for everything."

Reviewed on Jul 23, 2025

Hotel Indigo Grand Cayman by IHG
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! (1,004 reviews)
"The property is beautiful. The staff is amazing! Eva, Shamir and Collins took very good care of us at the pool and beach. The concierge staff was outstanding. Daniel, Raymond, Godfrey and Angel assisted us and answered every question we had throughout our stay. Absolutely loved every single staff ..."

Reviewed on Jul 18, 2025

The Ritz-Carlton, Grand Cayman
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
Stay at this 4-star resort in Seven Mile Beach. Enjoy free breakfast, free parking, and a beach locale. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (574 reviews)
"Building and rooms are immaculately kept as this is a relatively new renovation. Very convenient location for all the Seven Mile beach fun. The entire staff is extremely friendly, wanting to help on any way, and extremely hard working to ensure the guest experience is great. Shuttle service and breakfast ..."

Reviewed on Jul 21, 2025

Hampton by Hilton Grand Cayman Seven Mile Beach
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The Westin Grand Cayman Seven Mile Beach Resort & Spa

The Westin Grand Cayman Seven Mile Beach Resort & Spa

4.5 out of 5
Seven Mile Beach, P.O. Box 30620, Seven Mile Beach, Grand Cayman
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy a full-service spa, 6 restaurants, and a private beach. Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,003 reviews)
Bluest water, whitest sand
"Best water and beach in the planet. Staff was super friendly, and especially Kirk at the front door. What a guy!"

Reviewed on Jul 20, 2025

The Westin Grand Cayman Seven Mile Beach Resort & Spa
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.