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Flights to Cayman Islands Starting at $100

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Top places to visit in Cayman Islands

Cheap flights to Cayman Islands from $100 One Way, $161 Round Trip

$161 return flights and $100 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*
BOSGeorge TownAug 1 - Aug 2$435
EWRGeorge TownAug 1 - Aug 2$484
ORDGeorge TownJul 31 - Aug 2$989
*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 ...
4.4/5Excellent! (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

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 $279 per night from Jul 25 to Jul 25
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 ...
4.4/5Wonderful! (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 0.2 mi (0.4 km) from Tiki Beach and 2.5 mi (4 km) from Camana Bay. Seven Mile Beach and North Sound are ...
4.8/5Exceptional! (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

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 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 ...
4/5Very 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

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 $279 per night from Jul 25 to Jul 25
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 ...
4.4/5Wonderful! (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 ...
'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 ...
3.8/5Good! (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

Holiday Inn Resort Grand Cayman
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.
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 ...
4.1/5Very 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

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

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 0.2 mi (0.4 km) from Tiki Beach and 2.5 mi (4 km) from Camana Bay. Seven Mile Beach and North Sound are ...
4.8/5Exceptional! (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

Kimpton Seafire Resort and Spa, an IHG Hotel
Regal Beach Club

Regal Beach Club

4 out of 5
431 West Bay Road, Seven Mile Beach, Grand Cayman
Nestled on the beach, this Seven Mile Beach aparthotel is within a 10-minute walk of Seven Mile Beach and Camana Bay. Port of Georgetown is 1.6 mi (2.6 km) ...
4.7/5Exceptional! (18 reviews)
"We loved the Regal Beach Club. Beautiful beach, spacious accommodations (even for 5 adults) and every amenity you could ever need. We especially appreciated the abundance of bath and beach towels AND the in unit washer and dryer. The location was also great...we did rent a car but were also able ..."

Reviewed on Mar 26, 2020

Regal Beach Club
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 15-minute walk of Governor's Beach and Camana Bay. Port of ...
4.5/5Wonderful! (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

Grand Cayman Marriott Beach Resort
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.
Sunshine Suites Resort

Sunshine Suites Resort

3.5 out of 5
1465 Esterley Tibbetts, Seven Mile Beach, Grand Cayman
The price is $279 per night from Jul 25 to Jul 25
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 ...
4.4/5Wonderful! (62 reviews)
"Sunshine Grill was excellent. Very friendly and helpful staff-"

Reviewed on Mar 16, 2020

Sunshine Suites 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.

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 15-minute walk of Governor's Beach and Camana Bay. Port of ...
4.5/5Wonderful! (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

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 ...
4.4/5Excellent! (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

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 0.2 mi (0.4 km) from Tiki Beach and 2.5 mi (4 km) from Camana Bay. Seven Mile Beach and North Sound are ...
4.8/5Exceptional! (53 reviews)
Families like: outdoor pools, 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

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 0.2 mi (0.2 km) from Cemetery Beach and 2.6 mi (4.2 km) from Cayman Turtle Farm. Seven Mile Beach ...
5/5Exceptional! (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

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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Orbitz offers large discounts on a wide range of Cayman Islands flights. Through our easy-to-use site, you can find, plan, and reserve your desired flights to Cayman Islands while taking advantage of the lowest fares around.

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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.