EXCLUSIVE $100 OFF per booking
Minimum 3-night vacation packages
Book by 5/7/17 for travel through 12/16/17

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

Puerto Rico Vacation Packages

 from $459

Sheraton Puerto Rico Hotel and Casino


Traditional. Exclusive $100 OFF per booking. 20% discount on Zen Spa treatment. Kids 17 and younger stay FREE.


3 nights with air from $459

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Wyndham Grand Rio Mar Beach Resort & Spa


Rainforest View - King Bed. Exclusive $100 OFF per booking. Kids 17 and younger stay FREE.


3 nights with air from $475

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Condado Plaza Hilton


King Bed. Exclusive $100 OFF per booking. FREE Wi-Fi.


3 nights with air from $489

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The St. Regis Bahia Beach Resort


Superior. Exclusive $100 OFF per booking. Full American buffet breakfast daily for adults. 20% OFF green fees and more. Kids 17 and younger stay FREE. Stays of 4 nights or more receive a FREE 6-Course Tasting Menu with Wine Paring at Fern, a Chef Jean-Georges restaurant.


3 nights with air from $915

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Rates are based on roundtrip air travel from Boston (BOS) to San Juan and are per person, based on double occupancy. Advertised vacation rate(s) valid for departures 8/22/17.
Caribbean – Exclusive $100 OFF: Valid on new bookings made 3/27 – 5/7/17 for travel 3/27 – 12/16/17 at participating hotels and resorts. Roundtrip air and 3-night minimum stay required. Savings is per booking and taken at time of booking.
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.]