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Puerto Rico Vacation Packages from $459

BOOK ONLINE OR CALL 1-800-742-9244
SAVE up to $100 per booking!
On minimum 3-night vacation packages
Book by 11/30/14 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
  Sheraton Puerto Rico Hotel and Casino
Includes EXCLUSIVE $100 instant savings PLUS $200 air credit and kids 17 and younger stay FREE!


3 nights with air from $459
  Caribe Hilton San Juan
Includes EXCLUSIVE $100 instant savings PLUS $200 air credit and kids 17 and younger stay FREE!


3 nights with air from $485
  InterContinental San Juan Resort & Casino
Includes EXCLUSIVE $100 instant savings PLUS $200 air credit and up to two kids 18 and younger stay FREE!


3 nights with air from $579
  Wyndham Grand Rio Mar Beach Resort & Spa
Includes EXCLUSIVE $100 instant savings PLUS $200 air credit and VIP Value Card good towards activities, spa and cabana rentals. Kids 17 and younger stay FREE!
3 nights with air from $585

More Great Deals







Rates are based on round-trip air travel from Cleveland (CLE) to Puerto Rico and are subject to airline and/or resort availability. Rates quoted are per person, based on double occupancy unless otherwise stated. Advertised vacation rate(s) valid for select travel 5/4/15. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed taxes and fees. Additional airline restrictions, including, but not limited to fees of up to $45 per bag for the first checked bag and up to $250 per bag for a second checked bag, standby policies and fees, non-refundable tickets and change fees with pre-flight notification deadlines may apply. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly or visit the airline website for details and answers to specific questions you may have. 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 made10/20 - 11/30/14 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: Indianapolis (IND), Kansas City (MCI), Chicago (ORD), Des Moines (DSM), 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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