EXCLUSIVE $100 SAVINGS per booking
Minimum 3-night vacation packages
Book by 10/30/16 for travel through 12/15/17

All Deals Include: Round-trip airfare, Hotel accommodations, Taxes and more

Puerto Rico Vacation Packages

 from $545

Caribe Hilton and Condado Lagoon Villas


Exclusive $100 savings per booking. Kids 17 and younger stay FREE.


3 nights with air from $545

  Book Now

Sheraton Puerto Rico Hotel and Casino


Exclusive $100 savings per booking. FREE Wi-Fi. Kids 17 and younger stay FREE.


3 nights with air from $585

  Book Now

The Ritz-Carlton, San Juan


Exclusive $100 savings per booking. FREE Wi-Fi and more. Kids 17 and younger stay FREE.


3 nights with air from $975

  Book Now

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Rates are based on roundtrip air travel to/from Manchester (MHT) and are per person, based on double occupancy. Advertised vacation rate(s) valid for departures 12/6/16.
Caribbean - $100 Savings Offer: Valid on new bookings made 9/5 - 10/30/16 for select travel 9/5 - 12/15/17. Minimum 3-night stay and roundtrip airfare required. Blackout dates apply.
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.]