Cayman Islands Vacation Packages
Cayman Islands Scuba
Cayman Islands Stingray

Cayman Islands Vacations

With sweeping beaches and tranquil cerulean seas, the Cayman Islands promises an idyllic island escape, just one hour from Miami. The three islands: Grand Cayman, Cayman Brac and Little Cayman, are steeped in a deep cultural history that celebrates their unique seafaring heritage. Visitors can sample culinary delicacies from the Caribbean and beyond, dive Guardian of the Reef and other underwater treasures, and discover the rare indigenous Blue Iguanas at the Queen Elizabeth II Botanic Park. Few other sun-kissed islands in the Caribbean can offer the diversity of experiences in one place like the Cayman Islands.

All Deals Include: Round-trip airfare, hotel accommodations, taxes and more

Cayman Islands

  • 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.

    • Island View
    • Exclusive $100 Off per booking

    3 nights with flight from $723+

    Miami, Florida (MIA) departures, valid for travel 08/19/19 - 08/22/19

  • 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.

    • Garden View
    • Exclusive $100 Off per booking

    3 nights with flight from $841+

    Miami, Florida (MIA) departures, valid for travel 08/19/19 - 08/22/19

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.]