Puerto Rico Deals

Puerto Rico Vacation Packages

 
Sun, sea, sand and history - come experience it all! Puerto Rico's status as a US commonwealth means you can leave your passport at home, so there's no excuse to let the beauty of this Caribbean island pass you by.

Walk the colorful streets of Old San Juan and visit colonial fortresses, letting your imagination carry you on a journey into the past. Relax on miles of pristine tropical beach or get your feet wet with swimming, snorkeling, kayaking and some of the area's best surfing. Or, if you're the type to travel on your stomach, explore the amazing local cuisine and try some of Puerto Rico's famous rum.

Fall & Winter Sale
EXCLUSIVE $100 OFF per booking

  • For new bookings made by 04/19/20
  • For travel through 12/20/20
All Deals Include: Round-trip flights, hotel accommodations, taxes and more
  • Carolina 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 private retreat, once a plantation, features beautiful beachfront accommodations, three spectacular 18-hole golf courses and the historic Rockefeller Nature Trail.

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1Exclusive Caribbean Hot Deals $100 OFF per booking Offer: Valid on new bookings made 03/09/2020 – 04/19/2020 for select travel 3/9/2020 – 12/20/2020. Minimum 3-night hotel accommodations at participating property and roundtrip airfare required. Savings is per booking and taken at time of booking.
2Rate is per person, based on double occupancy, for check-in on 2/27/2020, Deluxe King Room, & includes roundtrip coach air transportation from BOS or JFK as shown. See General Disclaimer for terms and conditions of air-inclusive offer.
Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]