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Cayman Islands from $325

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Cheap round-trip flights to Cayman Islands

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Flights to Cayman Islands starting at $325

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 $325 to $688.
  • 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

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 $846 per night from Feb 9 to Feb 10
$846
includes taxes & fees
Feb 9 - Feb 10
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 a beautiful hotel and our family had a great time. They have activities each night for the kids, the hotel was very clean, the staff was very friendly. Its convenient and super easy to navigate. Parking is easy, we had a great family vacation here."

Reviewed on Jan 6, 2025

Grand Cayman Marriott Resort
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
The price is $855 per night from Jan 12 to Jan 13
$855
includes taxes & fees
Jan 12 - Jan 13
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 ...
8.6/10 Excellent! (1,001 reviews)
"Great staff."

Reviewed on Jan 6, 2025

The Westin Grand Cayman Seven Mile Beach Resort & Spa
Kimpton Seafire Resort + Spa, an IHG Hotel

Kimpton Seafire Resort + Spa, an IHG Hotel

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
The price is $1,121 per night from Jan 16 to Jan 17
$1,121
includes taxes & fees
Jan 16 - Jan 17
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! (772 reviews)
"Very nice property, great staff and service. Excellent private beach. Complementary wine everyday 5-6 pm. Only negative i would say is it’s pricy, but i would go back."

Reviewed on Dec 25, 2024

Kimpton Seafire Resort + Spa, an IHG Hotel
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Hotel Indigo Grand Cayman, an IHG Hotel

Hotel Indigo Grand Cayman, an IHG Hotel

4 out of 5
32 Seafire Way, Seven Mile Beach, West Bay
The price is $627 per night from Jan 26 to Jan 27
$627
includes taxes & fees
Jan 26 - Jan 27
Stay at this 4-star hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Port of Georgetown and Seven Mile ...
9.6/10 Exceptional! (109 reviews)
"Pool staff so friendly, only 7 month old hotel, not right on beach but close walk, easy parking, expensive food/drinks at hotel but that is Grand Cayman."

Reviewed on Jan 10, 2025

Hotel Indigo Grand Cayman, an IHG Hotel
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.