$117 Cheap flights to Cayman Islands
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Top places to visit in Cayman Islands
Cheap flights to Cayman Islands from $117 One Way, $339 Round Trip
$339 return flights and $117 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
CYB
Cayman Brac
$339 Roundtrip, found 2 hours ago
$339
Roundtrip
found 2 hours ago
MIA
Miami
CYB
Cayman Brac
$350 Roundtrip, found 2 hours ago
$350
Roundtrip
found 2 hours ago
MIA
Miami
GCM
Grand Cayman
$367 Roundtrip, just found
$367
Roundtrip
just found
MIA
Miami
GCM
Grand Cayman
$382 Roundtrip, found 3 hours ago
$382
Roundtrip
found 3 hours ago
MIA
Miami
GCM
Grand Cayman
$382 Roundtrip, found 3 hours ago
$382
Roundtrip
found 3 hours ago
BOS
Boston
GCM
Grand Cayman
$402 Roundtrip, found 3 hours ago
$402
Roundtrip
found 3 hours ago
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| YYZ | George Town | November 14 to November 22 | $413 |
| EWR | George Town | November 14 to November 18 | $608 |
| BOS | George Town | November 14 to November 21 | $726 |
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
$347 nightly
The price is $389 total per night from Nov 10 to Nov 11
$389 total
Nov 10 - Nov 11
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! (1,002 reviews)
"the room was excellent. being able to use the Westin hotel too is a big plus."
Reviewed on Nov 9, 2026
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way Seven Mile Beach Grand Cayman
Fully refundable
$1,102 nightly
The price is $1,231 total per night from Nov 16 to Nov 17
$1,231 total
Nov 16 - Nov 17
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 ...
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Seven Mile Beach Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$842 nightly
The price is $952 total per night from Nov 28 to Nov 29
$952 total
Nov 28 - Nov 29
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 ...
Save an average of 15% on thousands of hotels when you're signed in
Grand Cayman Marriott Beach Resort
389 West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$491 nightly
The price is $545 total per night from Dec 4 to Dec 5
$545 total
Dec 4 - Dec 5
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! (1,004 reviews)
"Staff were amazing. Helpful and attentive. Hotel was clean. Little aged. Needs some repair work. Bar and restaurant were very good! Rooms were we'll appointed and very clean."
Reviewed on Nov 9, 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
$347 nightly
The price is $389 total per night from Nov 10 to Nov 11
$389 total
Nov 10 - Nov 11
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! (1,002 reviews)
"the room was excellent. being able to use the Westin hotel too is a big plus."
Reviewed on Nov 9, 2026
Holiday Inn Resort Grand Cayman by IHG
278 Crighton Drive West Bay Grand Cayman
Fully refundable
$254 nightly
The price is $280 total per night from Nov 13 to Nov 14
$280 total
Nov 13 - Nov 14
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! (702 reviews)
"Best biscuit and gravy I've had in years. Excellent Child friendly. Clean and quiet."
Reviewed on Oct 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! (1,107 reviews)
"Overall it was ok.Hotel was decent view didn’t look as advertised probably due to the low floor room assignment. Housekeeping didn’t come as often as I would have liked. There were something’s that could’ve been better. Probably wouldn’t stay there again due to the location and lack of transportation ..."
Reviewed on Nov 9, 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
$321 nightly
The price is $359 total per night from Nov 10 to Nov 11
$359 total
Nov 10 - Nov 11
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 ...
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
The Ritz-Carlton, Grand Cayman
West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$968 nightly
The price is $1,094 total per night from Nov 29 to Nov 30
$1,094 total
Nov 29 - Nov 30
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. ...
Governors Village Seven Mile Beach Corridor
KY1-1206, Seven Mile Beach Corridor Seven Mile Beach Grand Cayman
Book a stay at this family-friendly hotel in Seven Mile Beach. Enjoy free parking, a 24-hour fitness center, and 2 meeting rooms. Popular attractions Governor's ...
9.6/10 Exceptional! (499 reviews)
"We lost cable and wifi in our unit on second day of stay. Other than that, highly recommend and will be on list for return visit"
Reviewed on Nov 8, 2026
Grand Cayman Marriott Beach Resort
389 West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$491 nightly
The price is $545 total per night from Dec 4 to Dec 5
$545 total
Dec 4 - Dec 5
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! (1,004 reviews)
"Staff were amazing. Helpful and attentive. Hotel was clean. Little aged. Needs some repair work. Bar and restaurant were very good! Rooms were we'll appointed and very clean."
Reviewed on Nov 9, 2026
Save an average of 15% on thousands of hotels when you're signed in
The Locale Hotel Grand Cayman
455 West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$256 nightly
The price is $288 total per night from Nov 22 to Nov 23
$288 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Seven Mile Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,007 reviews)
"A very convenient and reasonably priced lodging with close airport access."
Reviewed on Nov 8, 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 Beach Resort
389 West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$491 nightly
The price is $545 total per night from Dec 4 to Dec 5
$545 total
Dec 4 - Dec 5
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! (1,004 reviews)
Families like: Outdoor pool, kids club, babysitting, on the beach
Travelers say...
"Staff were amazing. Helpful and attentive. Hotel was clean. Little aged. Needs some repair work. Bar and restaurant were very good! Rooms were we'll appointed and very clean."
Reviewed on Nov 9, 2026
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way Seven Mile Beach Grand Cayman
Fully refundable
$1,102 nightly
The price is $1,231 total per night from Nov 16 to Nov 17
$1,231 total
Nov 16 - Nov 17
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 ...
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 Governor's ...
9.8/10 Exceptional! (95 reviews)
"Perfect stay. It is so sad that the place will be torn down. I was already dreaming of returning before the development."
Reviewed on Sep 25, 2026
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! (1,107 reviews)
"Overall it was ok.Hotel was decent view didn’t look as advertised probably due to the low floor room assignment. Housekeeping didn’t come as often as I would have liked. There were something’s that could’ve been better. Probably wouldn’t stay there again due to the location and lack of transportation ..."
Reviewed on Nov 9, 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.
