Flights to Cayman Islands Starting at $97

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Top places to visit in Cayman Islands

Cheap flights to Cayman Islands from $97 One Way, $268 Round Trip

$268 return flights and $97 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.

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
JFKGeorge TownOct 23 - Oct 30$292
BOSGeorge TownOct 22 - Nov 2$437
ORDGeorge TownOct 24 - Nov 15$3,049
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Cayman Islands Accommodation Deals

Comfort Suites Seven Mile Beach

Comfort Suites Seven Mile Beach

3.5 out of 5
West Bay Road, 22 Pipers Way, Seven Mile Beach
Situated in Seven Mile Beach, this beach hotel is within 1 mi (2 km) of Camana Bay, Cayman Crazy Golfing Mini Golf, and The Strand Shopping Center. Cayman Maritime ...
4.4/5 Excellent! (78 reviews)
"Everyone that works at this hotel are slways very friendly and helpful with everything...Stayed at this hotel more then once..."

Reviewed on Mar 27, 2020

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Comfort Suites Seven Mile Beach
Sunshine Suites Resort

Sunshine Suites Resort

3.5 out of 5
1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman
The price is $329 per night from Nov 1 to Nov 1
Offering direct access to the beach, this Seven Mile Beach hotel is within 1 mi (2 km) of North Sound and Governor's Beach. Camana Bay and Port of Georgetown ...
4.4/5 Wonderful! (62 reviews)
"Sunshine Grill was excellent. Very friendly and helpful staff-"

Reviewed on Mar 16, 2020

Sunshine Suites Resort
Kimpton Seafire Resort and Spa, an IHG Hotel

Kimpton Seafire Resort and Spa, an IHG Hotel

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
Nestled on the beach, this Seven Mile Beach hotel is within a 5-minute walk of Tiki Beach and Seven Mile Beach. North Sound and Governors Square are also within ...
4.8/5 Exceptional! (53 reviews)
"Absolutely the best experience ever. From arrival to departure, every single detail was taken care of. Service was extraordinary, and the beach was phenomenal. Will definitely be back!"

Reviewed on Nov 26, 2019

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Kimpton Seafire Resort and Spa, an IHG Hotel
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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
Nestled on the beach, this Seven Mile Beach resort is within 1 mi (2 km) of The Strand Shopping Center and Galleria Plaza. North Sound Golf Course and Camana ...
4/5 Very Good! (185 reviews)
"Loved the Westin. Everyone was very friendly and helpful. Especially Eva at the check in desk who gave us a lovely room. The beach is absolutely beautiful. All the staff from the doormen to the servers on the beach were superb."

Reviewed on Jan 19, 2020

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The Westin Grand Cayman Seven Mile Beach Resort & Spa
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

Sunshine Suites Resort

Sunshine Suites Resort

3.5 out of 5
1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman
The price is $329 per night from Nov 1 to Nov 1
Offering direct access to the beach, this Seven Mile Beach hotel is within 1 mi (2 km) of North Sound and Governor's Beach. Camana Bay and Port of Georgetown ...
4.4/5 Wonderful! (62 reviews)
"Sunshine Grill was excellent. Very friendly and helpful staff-"

Reviewed on Mar 16, 2020

Sunshine Suites Resort
'Three Little Birds'   2+BR Spectacular Views, Private Beach

'Three Little Birds' 2+BR Spectacular Views, Private Beach

North Side
Nestled on the beach, this North Side villa is just steps from North Sound and Star Fish Point. Starfish Beach and Cayman Kai Public Beach are also within 1 ...
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'Three Little Birds' 2+BR Spectacular Views, Private Beach
Holiday Inn Resort Grand Cayman

Holiday Inn Resort Grand Cayman

3.5 out of 5
278 Crighton Drive, Crystal Harbour, Grand Cayman
Situated in Crystal Harbour, this golf resort is 0.7 mi (1.1 km) from North Sound Golf Course and within 3 mi (5 km) of Governor's Beach and Camana Bay. Cemetery ...
3.8/5 Good! (54 reviews)
"Great service at the bar, kitchen and front desk personnel. The buildings and furniture are showing their age and need to be replaced. The couch in room 2119 has stains of dubious origin and is frayed and worn. The bed itself was great."

Reviewed on Oct 20, 2019

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Holiday Inn Resort Grand Cayman
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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
Nestled on the beach, this East End resort is 1 mi (1.6 km) from Colliers Public Beach and 3 mi (4.8 km) from Barefoot Beach. Grand Cayman Blow Holes and East ...
4.1/5 Very Good! (149 reviews)
"Almost everything was great. The food was really good. The staff was friendly. House cleaning was a little spotty but adequate. The Concierge service was not my favorite. One woman who at first seemed so nice at first became irritated by us not wanting to take part in the 90 min. seminar for the ..."

Reviewed on Feb 10, 2020

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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.

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Grand Cayman Marriott Beach Resort

Grand Cayman Marriott Beach Resort

4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
Located in Seven Mile Beach, this beachfront resort is in the entertainment district and within a 5-minute walk of Governor's Beach and Seven Mile Beach. Galleria ...
4.5/5 Wonderful! (81 reviews)
"Can’t say enough things about this place. Absolutely Superb service/super friendly, amazing resort with a short beach but water is phenomenally clean and in a perfect location to walk everywhere, if you choose too! Do not think twice about booking a vacation at the grand cayman Marriott, it was worth ..."

Reviewed on Jan 31, 2020

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Grand Cayman Marriott Beach 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
Nestled on the beach, this Seven Mile Beach resort is within 1 mi (2 km) of The Strand Shopping Center and Galleria Plaza. North Sound Golf Course and Camana ...
4/5 Very Good! (185 reviews)
"Loved the Westin. Everyone was very friendly and helpful. Especially Eva at the check in desk who gave us a lovely room. The beach is absolutely beautiful. All the staff from the doormen to the servers on the beach were superb."

Reviewed on Jan 19, 2020

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

Kimpton Seafire Resort and Spa, an IHG Hotel

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
Nestled on the beach, this Seven Mile Beach hotel is within a 5-minute walk of Tiki Beach and Seven Mile Beach. North Sound and Governors Square are also within ...
4.8/5 Exceptional! (53 reviews)
"Absolutely the best experience ever. From arrival to departure, every single detail was taken care of. Service was extraordinary, and the beach was phenomenal. Will definitely be back!"

Reviewed on Nov 26, 2019

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Kimpton Seafire Resort and Spa, an IHG Hotel
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
The Locale Hotel Grand Cayman

The Locale Hotel Grand Cayman

3.5 out of 5
455 West Bay Road, Seven Mile Beach, Grand Cayman
The price is $199 per night from Oct 31 to Oct 31
Situated near the beach, this hotel is within a 10-minute walk of Governor's Beach and Camana Bay. North Sound and Port of Georgetown are also within 2 mi (3 ...
4.6/5 Wonderful! (10 reviews)
"Will return. Great location. Loved Royal Palm Beach Club."

Reviewed on Feb 12, 2020

The Locale Hotel 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.

Family Friendly Hotels in Cayman Islands

Grand Cayman Marriott Beach Resort
Great for families

Grand Cayman Marriott Beach Resort

4.5 out of 5
389 West Bay Road, Po Box 30371, Seven Mile Beach, Grand Cayman
Located in Seven Mile Beach, this beachfront resort is in the entertainment district and within a 5-minute walk of Governor's Beach and Seven Mile Beach. Galleria ...
4.5/5 Wonderful! (81 reviews)
Families like: outdoor pool, kids club, game room, babysitting
Travelers say...
"Can’t say enough things about this place. Absolutely Superb service/super friendly, amazing resort with a short beach but water is phenomenally clean and in a perfect location to walk everywhere, if you choose too! Do not think twice about booking a vacation at the grand cayman Marriott, it was worth ..."

Reviewed on Jan 31, 2020

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Grand Cayman Marriott Beach Resort
Comfort Suites Seven Mile Beach
Great for families

Comfort Suites Seven Mile Beach

3.5 out of 5
West Bay Road, 22 Pipers Way, Seven Mile Beach
Situated in Seven Mile Beach, this beach hotel is within 1 mi (2 km) of Camana Bay, Cayman Crazy Golfing Mini Golf, and The Strand Shopping Center. Cayman Maritime ...
4.4/5 Excellent! (78 reviews)
Families like: outdoor pool, close to beach, bicycle rentals nearby, extra beds/cribs
Travelers say...
"Everyone that works at this hotel are slways very friendly and helpful with everything...Stayed at this hotel more then once..."

Reviewed on Mar 27, 2020

Get rates
Comfort Suites Seven Mile Beach
Kimpton Seafire Resort and Spa, an IHG Hotel
Great for families

Kimpton Seafire Resort and Spa, an IHG Hotel

5 out of 5
60 Tanager Way, Seven Mile Beach, Grand Cayman
Nestled on the beach, this Seven Mile Beach hotel is within a 5-minute walk of Tiki Beach and Seven Mile Beach. North Sound and Governors Square are also within ...
4.8/5 Exceptional! (53 reviews)
Families like: outdoor pool, kids club, on the beach, bicycle rentals
Travelers say...
"Absolutely the best experience ever. From arrival to departure, every single detail was taken care of. Service was extraordinary, and the beach was phenomenal. Will definitely be back!"

Reviewed on Nov 26, 2019

Get rates
Kimpton Seafire Resort and Spa, an IHG Hotel
You could be seeing lower prices

You could be seeing lower prices

With member prices, you could save 10% or more right now on thousands of properties.
Aqua Bay Club Condos
Great for families

Aqua Bay Club Condos

3 out of 5
W Bay Rd, P.O. Box 30091, Seven Mile Beach, Grand Cayman
Nestled on the beach, this Seven Mile Beach condo building is within a 5-minute walk of Cemetery Beach and Seven Mile Beach. Tiki Beach and West Bay Beach are ...
5/5 Exceptional! (5 reviews)
Families like: outdoor pool, kitchen, on the beach, extra beds/cribs
Travelers say...
"Property was in a great location without being in downtown location. Close to grocery store & several excellent restaurants. Bus system was easy & convenient to use until later in the evening. Friendly staff & very clean. Nice beach & pool areas with hot tub. Well stocked condo. .Kept our showers ..."

Reviewed on Dec 16, 2018

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Aqua Bay Club Condos
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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Frequently asked questions

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.