$98 Cheap flights to Cayman Islands
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Top places to visit in Cayman Islands
Cheap flights to Cayman Islands from $98 One Way, $287 Round Trip
$287 return flights and $98 one-way flights to Cayman Islands were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
MIA
Miami
GCM
Grand Cayman
$287 Roundtrip, just found
$287
Roundtrip
just found
JFK
New York
GCM
Grand Cayman
$299 Roundtrip, found 22 hours ago
$299
Roundtrip
found 22 hours ago
LGA
New York
GCM
Grand Cayman
$313 Roundtrip, just found
$313
Roundtrip
just found
EWR
New York
GCM
Grand Cayman
$318 Roundtrip, found 11 hours ago
$318
Roundtrip
found 11 hours ago
TPA
Tampa
GCM
Grand Cayman
$335 Roundtrip, found 5 days ago
$335
Roundtrip
found 5 days ago
MIA
Miami
CYB
Cayman Brac
$356 Roundtrip, found 3 days ago
$356
Roundtrip
found 3 days ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | George Town | May 24 to May 30 | $355 |
| BOS | George Town | May 24 to May 28 | $438 |
| ORD | George Town | May 24 to May 30 | $445 |
| YYZ | George Town | May 23 to May 25 | $770 |
| LHR | George Town | May 22 to May 29 | $1,465 |
| JFK | Little Cayman | May 22 to May 26 | $1,919 |
Find The Perfect Hotel For After Your Flight
Score Epic Cayman Islands Accommodation Deals
The Sunshine Hotel and Suites
1465 Esterley Tibbetts Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$352 nightly
The price is $393 total per night from May 19 to May 20
$393 total
May 19 - May 20
Total with taxes and fees
Book a stay at this beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service, and beach cabanas (surcharge). Our guests praise the restaurant ...
9/10 Wonderful! (1,001 reviews)
Este hotel hace todo excelente. El hotel luce nuevo, el personal excelente, gimnasio excelente, piscina excelente, parking gratuto, nos dejaron late check out gratis hasta las 3pm, a 3 minutos caminando del Westin, en donde podrán hacer uso de la piscina, de las sillas de playa, sombrilla, etc. Tiene ...
Reviewed on May 15, 2026
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way Seven Mile Beach Grand Cayman
$1,125 nightly
The price is $1,256 total per night from May 20 to May 21
$1,256 total
May 20 - May 21
Total with taxes and fees
Book a stay at this 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! (1,000 reviews)
Everything was wonderful! Vest hotel we've stayed!
Reviewed on May 12, 2026
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Seven Mile Beach Seven Mile Beach Grand Cayman
$851 nightly
The price is $952 total per night from Jun 17 to Jun 18
$952 total
Jun 17 - Jun 18
Total with taxes and fees
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 6 restaurants. Our guests praise the helpful staff and the ...
9.2/10 Wonderful! (1,004 reviews)
Very clean room excellent food and lots of variety. Spa was incredible !
Reviewed on May 15, 2026
Save an average of 15% on thousands of hotels when you're signed in
Grand Cayman Marriott Resort
389 West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$407 nightly
The price is $455 total per night from May 31 to Jun 1
$455 total
May 31 - Jun 1
Total with taxes and fees
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,003 reviews)
It was my first time in the Cayman Islands, and I overall enjoyed it. My boyfriend and I enjoyed staying at the Grand Cayman Marriott Resort. Our check-in and check-out process was smooth. It was my birthday, so my boyfriend had the room decorated, which was great. They also had a cake for me. The ...
Reviewed on May 17, 2026
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.
Our Top Cayman Islands Apartment Hotels
The Sunshine Hotel and Suites
1465 Esterley Tibbetts Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$352 nightly
The price is $393 total per night from May 19 to May 20
$393 total
May 19 - May 20
Total with taxes and fees
Book a stay at this beach hotel in Seven Mile Beach. Enjoy breakfast (surcharge), room service, and beach cabanas (surcharge). Our guests praise the restaurant ...
9/10 Wonderful! (1,001 reviews)
Este hotel hace todo excelente. El hotel luce nuevo, el personal excelente, gimnasio excelente, piscina excelente, parking gratuto, nos dejaron late check out gratis hasta las 3pm, a 3 minutos caminando del Westin, en donde podrán hacer uso de la piscina, de las sillas de playa, sombrilla, etc. Tiene ...
Reviewed on May 15, 2026
Holiday Inn Resort Grand Cayman by IHG
278 Crighton Drive West Bay Grand Cayman
Fully refundable
$235 nightly
The price is $259 total per night from Jun 15 to Jun 16
$259 total
Jun 15 - Jun 16
Total with taxes and fees
Book a stay at this beach hotel in West Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.2/10 Very Good! (673 reviews)
Very nice facility with lots of amenities. The on-site restaurant was amazing with fantastic and reasonably priced food with a staff beyond compare. There is also an on-site water tour company and equipment rental place that run tours to Starfish Point and Stingray City from the dock on property. ...
Reviewed on Apr 24, 2026
The Reef Beach Resort, East End, Grand Cayman
2221 Queens Highway East End Grand Cayman
Book a stay at this beach aparthotel in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (1,068 reviews)
Great Location Awesome Stay
Reviewed on May 14, 2026
Save an average of 15% on thousands of hotels when you're signed in
Seven Mile Beach Resort & Club
19 D Piper Way, West Bay Road Seven Mile Beach Grand Cayman
$297 nightly
The price is $334 total per night from May 30 to May 31
$334 total
May 30 - May 31
Total with taxes and fees
Book a stay at this beach hotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (435 reviews)
Great location, steps from the beach. Lovely pool. Friendly helpful team and spacious clean apartments. Good restaurants a walk away. Highly recommended.
Reviewed on May 10, 2026
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
Hotel Indigo Grand Cayman by IHG
32 Seafire Way Seven Mile Beach West Bay
Book a stay at this luxury hotel in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 4 restaurants. Popular attractions Seven Mile Beach and Port of ...
9.8/10 Exceptional! (640 reviews)
We just live the place
Reviewed on May 17, 2026
Hampton by Hilton Grand Cayman Seven Mile Beach
22 Piper Way Seven Mile Beach
Fully refundableReserve now, pay when you stay
$232 nightly
The price is $259 total per night from Jun 7 to Jun 8
$259 total
Jun 7 - Jun 8
Total with taxes and fees
Stay at this 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. ...
9.2/10 Wonderful! (788 reviews)
Yes and yes
Reviewed on May 14, 2026
Grand Cayman Marriott Resort
389 West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$407 nightly
The price is $455 total per night from May 31 to Jun 1
$455 total
May 31 - Jun 1
Total with taxes and fees
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,003 reviews)
It was my first time in the Cayman Islands, and I overall enjoyed it. My boyfriend and I enjoyed staying at the Grand Cayman Marriott Resort. Our check-in and check-out process was smooth. It was my birthday, so my boyfriend had the room decorated, which was great. They also had a cake for me. The ...
Reviewed on May 17, 2026
Save an average of 15% on thousands of hotels when you're signed in
The Ritz-Carlton, Grand Cayman
West Bay Road Seven Mile Beach Grand Cayman
$1,160 nightly
The price is $1,298 total per night from Jun 17 to Jun 18
$1,298 total
Jun 17 - Jun 18
Total with taxes and fees
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free WiFi, free valet parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. ...
9.6/10 Exceptional! (1,003 reviews)
.
Reviewed on May 17, 2026
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 Cayman Islands
Grand Cayman Marriott Resort
389 West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$407 nightly
The price is $455 total per night from May 31 to Jun 1
$455 total
May 31 - Jun 1
Total with taxes and fees
Book a stay at this luxury resort in Seven Mile Beach. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,003 reviews)
Families like: Outdoor pool, kids club, babysitting, close to beach
Travelers say...
It was my first time in the Cayman Islands, and I overall enjoyed it. My boyfriend and I enjoyed staying at the Grand Cayman Marriott Resort. Our check-in and check-out process was smooth. It was my birthday, so my boyfriend had the room decorated, which was great. They also had a cake for me. The ...
Reviewed on May 17, 2026
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way Seven Mile Beach Grand Cayman
$1,125 nightly
The price is $1,256 total per night from May 20 to May 21
$1,256 total
May 20 - May 21
Total with taxes and fees
Book a stay at this 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! (1,000 reviews)
Everything was wonderful! Vest hotel we've stayed!
Reviewed on May 12, 2026
Aqua Bay Club Condos
W Bay Rd Seven Mile Beach Grand Cayman
Book a stay at this beach aparthotel in Seven Mile Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Seven Mile Beach and Port of ...
Save an average of 15% on thousands of hotels when you're signed in
The Reef Beach Resort, East End, Grand Cayman
2221 Queens Highway East End Grand Cayman
Book a stay at this beach aparthotel in East End. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (1,068 reviews)
Great Location Awesome Stay
Reviewed on May 14, 2026
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.
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Cayman Islands
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.
