$94 Cheap flights to Cayman Islands
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Top places to visit in Cayman Islands
Cheap flights to Cayman Islands from $94 One Way, $150 Round Trip
$150 return flights and $94 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.
GCM
Grand Cayman
CYB
Cayman Brac
$150 Roundtrip, just found
$150
Roundtrip
just found
GCM
Grand Cayman
LYB
Little Cayman
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago
MIA
Miami
GCM
Grand Cayman
$287 Roundtrip, just found
$287
Roundtrip
just found
MIA
Miami
GCM
Grand Cayman
$292 Roundtrip, found 8 hours ago
$292
Roundtrip
found 8 hours ago
MIA
Miami
GCM
Grand Cayman
$301 Roundtrip, found 2 hours ago
$301
Roundtrip
found 2 hours ago
MIA
Miami
CYB
Cayman Brac
$350 Roundtrip, just found
$350
Roundtrip
just found
Deals For This Weekend's Flights
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| EWR | George Town | June 27 to July 4 | $364 |
| YYZ | George Town | June 27 to July 4 | $437 |
| BOS | George Town | June 28 to June 30 | $493 |
| YUL | George Town | June 27 to July 4 | $637 |
| ORD | George Town | June 26 to July 2 | $746 |
| JFK | West End | June 26 to June 27 | $3,021 |
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
$270 nightly
The price is $302 total per night from Jun 23 to Jun 24
$302 total
Jun 23 - Jun 24
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! (1,004 reviews)
"Friendly and helpful staff. The room was clean. Could the room in the suites have a small air condition?"
Reviewed on Jun 21, 2026
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way Seven Mile Beach Grand Cayman
Fully refundable
$945 nightly
The price is $1,056 total per night from Jul 15 to Jul 16
$1,056 total
Jul 15 - Jul 16
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! (1,003 reviews)
"Kimpton Seafire did not disappoint. It’s been 5+ years since our last visit and I was thrilled to see the quality (facilities, staff, cleanliness, etc) maintained the same high standard."
Reviewed on Jun 5, 2026
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Seven Mile Beach Seven Mile Beach Grand Cayman
$804 nightly
The price is $909 total per night from Jul 5 to Jul 6
$909 total
Jul 5 - Jul 6
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! (1,002 reviews)
"Location was perfect. Beach excellent"
Reviewed on Jun 20, 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
$384 nightly
The price is $436 total per night from Jul 16 to Jul 17
$436 total
Jul 16 - Jul 17
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! (1,000 reviews)
"They are building a wall to prevent beach erosion so the beach outside the hotel is inaccessible and you have to walk quite a distance to get beach stuff"
Reviewed on Jun 11, 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
$270 nightly
The price is $302 total per night from Jun 23 to Jun 24
$302 total
Jun 23 - Jun 24
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! (1,004 reviews)
"Friendly and helpful staff. The room was clean. Could the room in the suites have a small air condition?"
Reviewed on Jun 21, 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 Jul 20 to Jul 21
$259 total
Jul 20 - Jul 21
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! (679 reviews)
"I really love this property very relaxing the property is well kept.The location is beautiful. The room was comfortable. The view from my room is absolutely beautiful 😍room 2226 is everything only need to know thing is it’s located on the beach, but you’re not able to swim in the beach because it ..."
Reviewed on Jun 22, 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! (1,077 reviews)
"This was our third stay at The Reef Resort over the past 20 years, and we're happy to say that its charm and tranquility remain as appealing as ever. While the property has grown over the years, it has managed to maintain the peaceful atmosphere that first drew us here. The pools and beach areas ..."
Reviewed on Jun 21, 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
$244 nightly
The price is $277 total per night from Jun 27 to Jun 28
$277 total
Jun 27 - Jun 28
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! (442 reviews)
"Good location with easy beach access and nearby restaurants. Quick check-in and great pool."
Reviewed on Jun 20, 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
$351 nightly
The price is $393 total per night from Jul 14 to Jul 15
$393 total
Jul 14 - Jul 15
Total with taxes and fees
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 Governor's ...
9.8/10 Exceptional! (686 reviews)
"Clean room, helpful staff. No dedicated working spaces."
Reviewed on Jun 21, 2026
The Ritz-Carlton, Grand Cayman
West Bay Road Seven Mile Beach Grand Cayman
$1,086 nightly
The price is $1,216 total per night from Jul 11 to Jul 12
$1,216 total
Jul 11 - Jul 12
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! (1,002 reviews)
"Good"
Reviewed on Jun 19, 2026
Grand Cayman Marriott Resort
389 West Bay Road Seven Mile Beach Grand Cayman
Fully refundableReserve now, pay when you stay
$384 nightly
The price is $436 total per night from Jul 16 to Jul 17
$436 total
Jul 16 - Jul 17
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! (1,000 reviews)
"They are building a wall to prevent beach erosion so the beach outside the hotel is inaccessible and you have to walk quite a distance to get beach stuff"
Reviewed on Jun 11, 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
$183 nightly
The price is $208 total per night from Jun 29 to Jun 30
$208 total
Jun 29 - Jun 30
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! (1,002 reviews)
"Not on the beach but still a great location within walking distance to shops, restaurants, and beach bars. Free select made to order breakfast from Bonfire. Will definitely stay there again."
Reviewed on Jun 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
$384 nightly
The price is $436 total per night from Jul 16 to Jul 17
$436 total
Jul 16 - Jul 17
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! (1,000 reviews)
Families like: Outdoor pool, kids club, babysitting, close to beach
Travelers say...
"They are building a wall to prevent beach erosion so the beach outside the hotel is inaccessible and you have to walk quite a distance to get beach stuff"
Reviewed on Jun 11, 2026
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way Seven Mile Beach Grand Cayman
Fully refundable
$945 nightly
The price is $1,056 total per night from Jul 15 to Jul 16
$1,056 total
Jul 15 - Jul 16
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! (1,003 reviews)
"Kimpton Seafire did not disappoint. It’s been 5+ years since our last visit and I was thrilled to see the quality (facilities, staff, cleanliness, etc) maintained the same high standard."
Reviewed on Jun 5, 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 Governor's ...
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! (1,077 reviews)
"This was our third stay at The Reef Resort over the past 20 years, and we're happy to say that its charm and tranquility remain as appealing as ever. While the property has grown over the years, it has managed to maintain the peaceful atmosphere that first drew us here. The pools and beach areas ..."
Reviewed on Jun 21, 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.
