Cayman Islands
Cayman Islands
Cayman Islands
Cayman Islands

Cayman Islands Vacations

 
Schedule Some Cayman time. Dive deep into the Caribbean’s most enchanting travel destination. Dance with stingrays. Explore a crystal cave. Enjoy five-star dining under twinkling stars, or discover the nicest jerk you’ll ever meet, from the culinary capital of the Caribbean. An adventure far from the ordinary is closer than you think. Discover how to Dream In Cayman.

All Deals Include: Round-trip airfare, hotel accommodations, taxes and more
  • Grand Cayman Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    Located on world-famous Seven Mile Beach, this oceanfront hotel invites you to revel in relaxation. The 295 upscale rooms and suites feature luxurious bedding,plush robes and slippers, private balconies and room service.

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  • Grand Cayman Our 5-Star classification designates those select properties that provide exquisite service and amenities. The discriminating traveler will find the accommodations, ambiance, dining, and staff assistance of the highest caliber. These properties offer the utmost in luxury and will provide an outstanding experience.

    This resort on Seven Mile Beach is thoughtfully designed to be an effortless escape for couples, families and groups.

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  • Grand Cayman Our 3.5-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    Influenced by the colors of the Caribbean Sea, the 285 rooms are designed with your comfort and relaxation in mind.

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  • Grand Cayman Our 3.5-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This comfortable all-suite hotel is just moments from the famous Seven Mile Beach.

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  • Grand Cayman Our 5-Star classification designates those select properties that provide exquisite service and amenities. The discriminating traveler will find the accommodations, ambiance, dining, and staff assistance of the highest caliber. These properties offer the utmost in luxury and will provide an outstanding experience.

    This exclusive oceanfront resort delivers a grand level of relaxation and luxury. Situated on 144 acres stretching from the Caribbean Sea to the North Sound, the resort features 365 guestrooms and suites.

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  • Grand Cayman Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This well-appointed resort fronts Seven Mile Beach and affords breathtaking views.

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Rates quoted are per person, based on double occupancy unless otherwise stated. Rates for other travel dates may vary. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed fees and taxes. Airline fees for optional services, including, but not limited to, baggage fees, may apply. Airline tickets are non-refundable and subject to airline change/cancellation penalties and rules, including pre-flight notification deadlines. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly for details and answers to specific questions you may have. Additional restrictions apply. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel operator at check-out; such fee amounts will be advised at the time of booking. Where applicable, kids stay free in same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with full paying adult. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]