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.

Caribbean – Endless Summer Sale
$150 OFF per booking

  • Book by 08/14/22 for travel through 12/15/22
  • San Juan Marriott Resort & Stellaris Casino
    San Juan Marriott Resort & Stellaris Casino
    San Juan, Puerto Rico Our 4-Star

    Soak up the sun in style at San Juan Marriott Resort & Stellaris Casino. This full-service, four-diamond luxury resort along Condado Beach in San Juan offers the perfect balance of adventure and relaxation.

    Book Now
  • Fairmont El San Juan Hotel
    Fairmont El San Juan Hotel
    Carolina Our 4-Star

    Perfectly located between downtown San Juan and the award-winning Isla Verde Beach this hotel offers authentic Puerto Rican hospitality and spacious guest rooms with upscale amenities.

    Book Now
Caribbean $150 OFF per Booking Offer: Valid on new bookings made 06/20/22 – 08/14/22 for travel 06/20/22 – 12/15/22. Minimum 5-night hotel accommodations at participating property and roundtrip airfare required. Savings is per booking and taken at time of booking. This entire offer is based on availability and can be modified or closed out at any time.
Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]