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Grand Cayman Vacation Packages from $865

BOOK ONLINE OR CALL 1-800-742-9244
SAVE up to $100 per booking!
On minimum 3-night vacation packages
Book by 10/19/14 for travel through 12/17/15
$200 Instant Air Credit
Valid from select Midwest gateways*
Book by 12/31/14 for travel anytime
Pleasant Caribbean Holidays
  The Westin Grand Cayman Seven Mile Beach Resort & Spa
Includes $100 discount per booking PLUS kids 17 and younger stay FREE!


3 nights with air from $865
  Grand Cayman Marriott Beach Resort
Includes $100 discount per booking PLUS kids 17 and younger stay FREE!


3 nights with air from $949

More Great Deals







Rates are based on roundtrip air travel to/from New York (JFK) to Cayman Islands and are per person, based on double occupancy. Advertised vacation rate(s) valid for departure 12/1/14. 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.


Hot Deals SAVE up to $100 per booking: Valid on new bookings made 8/18 - 10/19/14 for travel through 12/17/15. Roundtrip airfare and minimum 3-night stay at a participating Hot Deals resort required. Discount is per booking, taken at time of booking and reflected in rates shown.

$200 Instant Air Credit Offer: Valid on new bookings made 9/15 - 12/31/14 for travel any time to Mexico, the Caribbean or Central America. Minimum 3-night hotel accommodations and roundtrip airfare required. Discount is per booking and taken at the time of booking. *Travel must originate from one of the following departure gateways only: Detroit (DTW), Flint (FNT), Grand Rapids (GRR), Kalamazoo/Battle Creek (AZO), Lansing (LAN), Saginaw (MBS), Traverse City (TVC), Duluth (DLH), Minneapolis (MSP), Rochester (RST), Appleton (ATW), Eau Claire (EAU), Green Bay (GRB), La Crosse (LSE), Madison (MSN), Milwaukee (MKE), Wausau (CWA), Bismarck (BIS), Fargo (FAR), Grand Forks (GFK), Minot (MOT), Rapid City (RAP), Sioux Falls (FSD), Lincoln (LNK), Omaha (OMA), Cincinnati (CVG), Cleveland (CLE), Columbus (CMH) and Pittsburgh (PIT). Offer is subject to change or cancellation at any time at the sole discretion of Pleasant Holidays. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]


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