Best Airfare Deals to Cayman Islands

Change your flight without a fee on select flights

Money Saving Bundle when you purchase Hotel + Flight! 

Get mobile alerts about flight delays, gate changes and more with the FREE Wotif app

Get a great flight deal to Cayman Islands's top cities

Find The Perfect Hotel For After Your Flight

Score Epic Cayman Islands Accommodation Deals

Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman
The price is NZ$535 per night from 25 Aug to 26 Aug
NZ$535
25 Aug - 26 Aug
includes taxes & fees
Stay at this 4-star beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service, and beach cabanas (surcharge). Our guests praise the restaurant ...
8.8/10 Excellent! (1,000 reviews)
"Loved it here! Loved the people and checkin was a beeeze and access to the beach at Westin wa amazing. Great place to stay!"

Reviewed on 5 Jul. 2025

Sunshine Suites Resort
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
The price is NZ$1,054 per night from 16 Aug to 17 Aug
NZ$1,054
16 Aug - 17 Aug
includes taxes & fees
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! (848 reviews)
"This property was first class all the way. Beautiful resort with great rooms. Amazing service with professional staff. Location was an A+. Special shout out to Ruth in housekeeping and Max, Dan, and Jess at the Library Bar! Best in the world!!!!"

Reviewed on 2 Aug. 2025

Kimpton Seafire Resort + Spa by IHG
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 NZ$962 per night from 9 Aug to 10 Aug
NZ$962
9 Aug - 10 Aug
includes taxes & fees
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 ...
9/10 Wonderful! (1,004 reviews)
"Highly recommend this property! Has everything you need and is beautiful!"

Reviewed on 31 Jul. 2025

The Westin Grand Cayman Seven Mile Beach Resort & Spa
Save an average of 15% on thousands of hotels when you're signed in
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 NZ$844 per night from 7 Aug to 8 Aug
NZ$844
7 Aug - 8 Aug
includes taxes & fees
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,001 reviews)
"This property was awesome and the staff was super nice and accommodating"

Reviewed on 1 Aug. 2025

Grand Cayman Marriott Resort
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.

Hotels With Airport Transportation

Caribbean Club Luxury Condo Hotel

Caribbean Club Luxury Condo Hotel

5 out of 5
871 West Bay Road, Seven Mile Beach, Grand Cayman
Stay at this 5-star luxury aparthotel in Seven Mile Beach. Enjoy free WiFi, a beach locale, and room service. Popular attractions Seven Mile Beach and Port of ...
"Excellent Property. Their front desk team needs some working on because they give couldn't care less attitude."

Reviewed on 25 Feb. 2024

Caribbean Club Luxury Condo Hotel
Cayman Brac Beach Villas

Cayman Brac Beach Villas

3.5 out of 5
South Side Road West, West End, Cayman Brac
Stay at this 3.5-star beach villa in West End. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Bat Cave and Skull Cave are located ...
Cayman Brac Beach Villas
Le Soleil d'Or

Le Soleil d'Or

5 out of 5
2147 South Side Road, West End, Cayman Brac
Stay at this 5-star luxury hotel in West End. Enjoy private pools, a private beach, and a free beach shuttle. Popular attractions MV Captain Keith Tibbetts Shipwreck ...
Fantastic Property
"Staff were unreal and the cottage was amazing"

Reviewed on 24 Jul. 2019

Le Soleil d'Or
Save an average of 15% on thousands of hotels when you're signed in
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
2221 Queens Highway, Collier's Bay, East End, Grand Cayman
Stay at this 3.5-star beach resort in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,009 reviews)
"We loved the hospitality of the workers there. Everyone was very friendly. Food was terrific. We ate at the hotel every night. Only problem was the seaweed in the ocean. We had no idea that this is a problem this time of the year. We were only able to get in the ocean one day our entire trip."

Reviewed on 14 Jul. 2025

Wyndham Reef Resort Grand Cayman
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.

Score Epic Cayman Islands Accommodation Deals

Sunshine Suites Resort

Sunshine Suites Resort

4 out of 5
1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman
The price is NZ$535 per night from 25 Aug to 26 Aug
NZ$535
25 Aug - 26 Aug
includes taxes & fees
Stay at this 4-star beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service, and beach cabanas (surcharge). Our guests praise the restaurant ...
8.8/10 Excellent! (1,000 reviews)
"Loved it here! Loved the people and checkin was a beeeze and access to the beach at Westin wa amazing. Great place to stay!"

Reviewed on 5 Jul. 2025

Sunshine Suites Resort
Holiday Inn Resort Grand Cayman by IHG

Holiday Inn Resort Grand Cayman by IHG

3.5 out of 5
278 Crighton Drive, West Bay, Grand Cayman
The price is NZ$389 per night from 6 Aug to 7 Aug
NZ$389
6 Aug - 7 Aug
includes taxes & fees
Stay at this 3.5-star beach hotel in West Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (628 reviews)
"Very good."

Reviewed on 28 Jul. 2025

Holiday Inn Resort Grand Cayman by IHG
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
2221 Queens Highway, Collier's Bay, East End, Grand Cayman
Stay at this 3.5-star beach resort in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,009 reviews)
"We loved the hospitality of the workers there. Everyone was very friendly. Food was terrific. We ate at the hotel every night. Only problem was the seaweed in the ocean. We had no idea that this is a problem this time of the year. We were only able to get in the ocean one day our entire trip."

Reviewed on 14 Jul. 2025

Wyndham Reef Resort Grand Cayman
Save an average of 15% on thousands of hotels when you're signed in
Seven Mile Beach Resort & Club

Seven Mile Beach Resort & Club

3 out of 5
19 D Piper Way, West Bay Road, Seven Mile Beach, Grand Cayman
The price is NZ$520 per night from 4 Aug to 5 Aug
NZ$520
4 Aug - 5 Aug
includes taxes & fees
Stay at this 3-star beach hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
8.6/10 Excellent! (349 reviews)
"Very cute ans quaint resort, beautiful pool area. Has alot of fun activities to do , alot of family fun! Great price and rooms have all you need!"

Reviewed on 30 Jul. 2025

Seven Mile Beach Resort & Club
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.

Family Friendly Hotels in

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 NZ$844 per night from 7 Aug to 8 Aug
NZ$844
7 Aug - 8 Aug
includes taxes & fees
Stay at this 4.5-star luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,001 reviews)
"This property was awesome and the staff was super nice and accommodating"

Reviewed on 1 Aug. 2025

Grand Cayman Marriott Resort
Kimpton Seafire Resort + Spa by IHG

Kimpton Seafire Resort + Spa by IHG

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
The price is NZ$1,054 per night from 16 Aug to 17 Aug
NZ$1,054
16 Aug - 17 Aug
includes taxes & fees
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! (848 reviews)
"This property was first class all the way. Beautiful resort with great rooms. Amazing service with professional staff. Location was an A+. Special shout out to Ruth in housekeeping and Max, Dan, and Jess at the Library Bar! Best in the world!!!!"

Reviewed on 2 Aug. 2025

Kimpton Seafire Resort + Spa by IHG
Aqua Bay Club Condos

Aqua Bay Club Condos

3 out of 5
W Bay Rd, P.O. Box 30091, Seven Mile Beach, Grand Cayman
Stay at this 3-star beach condo in Seven Mile Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Seven Mile Beach and Port of Georgetown ...
9.6/10 Exceptional! (87 reviews)
"Place is awesome, clean and a great stay. the beach out front has great snorkeling and is very clean. Will come back.."

Reviewed on 20 Jul. 2025

Aqua Bay Club Condos
Save an average of 15% on thousands of hotels when you're signed in
Wyndham Reef Resort Grand Cayman

Wyndham Reef Resort Grand Cayman

3.5 out of 5
2221 Queens Highway, Collier's Bay, East End, Grand Cayman
Stay at this 3.5-star beach resort in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
8.2/10 Very Good! (1,009 reviews)
"We loved the hospitality of the workers there. Everyone was very friendly. Food was terrific. We ate at the hotel every night. Only problem was the seaweed in the ocean. We had no idea that this is a problem this time of the year. We were only able to get in the ocean one day our entire trip."

Reviewed on 14 Jul. 2025

Wyndham Reef Resort Grand Cayman
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.

Need a Car For After Your Flight?

How to book cheap flights

What is the lowest price on Wotif for a flight to Cayman Islands?

Flights to Cayman Islands start as low as . Once you’ve snagged your flight, it’s time to build that itinerary. If your flight touches down in a bustling city, you’ll want a head start, so you can get from jet-way to getaway as quickly as possible. Flying for business? Squeeze in some sightseeing and a snack at a locally loved restaurant between meetings—you’ll have plenty of cash thanks to our cheap business class flights to Cayman Islands. You know what they say about all work and no play, after all.

What are the most popular airlines that fly to Cayman Islands?

. Pack your favourite magazines or stack your video queue for a mini-marathon of that television show your co-workers have been raving about. And if you get hooked a few episodes in, don’t worry; there’s always the return flight to finish the binge. Ready to book cheap flights to Cayman Islands? Check out our selection of airfares and start putting together a holiday that fits your schedule and price range. We offer sweet deals, so you don’t have to move mountains to see the world. In fact, we’ll help you get to those mountains (or ocean, or forest) today!

What are the cheapest days to fly?

Here’s an insider tip: Tuesday is typically the cheapest day to fly! Looking at flight booked on Wotif.co.nz in 2021, we found that flights departing on a Tuesday generally had the lowest average price. Wotif data also shows Wednesdays and Fridays generally have the highest average ticket prices according to our demand data.

What is the best day to buy a plane ticket?

Guess what? Saturday is actually the best day to score the cheapest plane tickets. Looking at flight demand on Wotif.co.nz in 2021, we found that flights purchased on Saturdays had the lowest airfares on average. Thursday, on the other hand, can be the most expensive day of the week to buy your airfare, with generally a higher than average ticket value.

What is the cheapest month to fly?

When comparing 2021 flight demand on Wotif.co.nz, September is one of the cheapest months to fly, when ticket prices are generally at their lowest. May is a close second for the cheapest time to fly. The months December and January are often the most expensive ones to travel, with higher than average ticket prices, so plan ahead and book early for your travel plans.

How far in advance can you book a flight?

Are you a super organised traveller? Even though not all airlines release their fares a year in advance, you can start researching your flights 12 months in advance for many carriers. It’s good to book your international flights to popular destinations early, particularly in peak holiday periods. According to Wotif’s 2021 travel trends, last minute planners can also bag a bargain with some of the cheapest fares appearing 1-2 weeks prior to travel.

*According to flight demand on Wotif.co.nz from January to December 2021. Savings are subject to change and may vary depending on selections made.