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Book Your Dream Puerto Rico Vacation with AAA | Pleasant Holidays
from $625 pp

  • Destinations: Caribbean, Puerto Rico, United States

The island of Puerto Rico offers diverse vacation experiences to thrill every sort of traveler. Here, you’ll find the lush El Yunque tropical rainforest, magnificent beaches, an array of dining options to satisfy the most discerning palate and historic Old San Juan in the island’s capital city. Book the ultimate getaway to Puerto Rico with AAA Travel and Pleasant Holidays.

Call to Book 1-800-222-7448
Included With Your Trip

Member Benefits:

  • Get a $50 optional activities credit per booking
  • Bounce Back Offer* – Save up to $100 on your next vacation

AAA Vacations® Amenities:

  • DOUBLE MEMBER BENEFIT – Get a $100 optional activities credit per booking on packages of 5 nights or more at properties rated 4 stars or higher
  • Best Price Guarantee
  • 24/7 Member Care

AAA Travel Advisors Help Plan Your Trip:

AAA membership grants you access to your own travel team! Let a AAA travel advisor personalize your trip from start to finish. Wherever you want to go, our travel team has likely been there, so ask questions and gain insider information.

Additional Information

FEATURED RESORTS:

HYATT REGENCY GRAND RESERVE

4 nights | starting at $625 per person

Set on 72 acres of tropical gardens just 15 minutes from the nation’s only tropical rainforest, El Yunque, Hyatt Regency Grand Reserve Puerto Rico is a unique destination known for having the largest guestrooms in Puerto Rico, including the Regency Suites and Villas en La Reserva. Every one of its 579 rooms offer UV light purifying air conditioning units. The resort is home to four pools including Puerto Rico’s largest lagoon-style pool, a full-service newly renovated spa, 11 on-site culinary eateries and an 18-hole world-class Tom Kite-designed championship golf course.

Rate is based 4-night stay beginning on June 1, 2025 in a king guest room. Rate includes taxes and mandatory resort fee. Advance purchase rate: Full payment is due at time of booking and is non-refundable. Cancellations, no shows, early departures, name and/or date changes will be billed for the full length of stay.


SAN JUAN MARRIOTT RESORT & STELLARIS CASINO

4 nights | starting at $1,125 per person

Indulge in this full-service luxury resort set along Condado Beach in San Juan, offering the perfect balance of adventure and relaxation. Unwind under a beachfront palm or make a splash in the resort-style pool, complete with a waterslide and whirlpool. Spa treatments also are available in the wellness center. Relax in an upscale guest room or suite, featuring all of the comforts of home in stylish accommodations with spacious balconies and breathtaking views.

Rate is based 4-night stay beginning on March 16, 2025 in a fully renovated city view king, main tower guest room. Prices are based on single or double occupancy. Additional occupants will incur a charge of $25 plus tax per person, per night, payable directly to the hotel at check-in and subject to change without notice. More dates are available.


ROYAL SONESTA SAN JUAN

4 nights | starting at $702 per person

Overlooking palm-fringed Isla Verde Beach and the sparkling Atlantic, the Royal Sonesta San Juan invites guests to indulge in an upscale resort experience.

Rate is based on check-in on June 1, 2025 in a deluxe king guest room. European plan: no meals/beverages included. More dates are available.


SHERATON PUERTO RICO RESORT & CASINO

Old San Juan

This remarkable hotel near historic Old San Juan overlooks the bay, affording splendid views and a wealth of amenities.

 

About Pleasant Holidays:

Founded over 60 years ago, Pleasant Holidays is one of the largest travel companies in the United States offering customized vacation packages all over the world! 

Departure Dates
Start: March 16, 2025
End: March 20, 2025
Price: $1,125 pp


Price My Trip
Start: June 1, 2025
End: June 5, 2025
Price: $625 pp


Price My Trip
Start: June 1, 2025
End: June 5, 2025
Price: $702 pp


Price My Trip
Price My Trip
Product Code: AAA-Caribbean_PuertoRico_HotelsPackages_061824_ZD

All pricing and offers for accommodations and other non-air travel are per person, based on double occupancy, capacity controlled and subject to availability and change without notice. Pricing does not include taxes, fees, fuel surcharges, gratuities, resort fees, or airfare unless otherwise noted and is valid on new bookings only. Prices, fees, and other restrictions are subject to supplier policies. All offers, including but not limited to, bonus amenities, upgrades, prices, and group benefits are based on select dates, resorts, room categories, and/or fare codes. Specialty pricing may require proper identification. Cancellation penalties, blackout dates, and other restrictions may apply. When traveling outside the United States a valid passport is required. It is the sole responsibility of the passenger to have the proper documentation and identification required by the United States and other governments at the time of travel. When passports are required, it must be valid for a minimum of six months past your date of return. AAA strongly recommends the purchase of AAA Travel Protection. Usage of a credit card for travel arrangements may provide additional protection, please consult your credit card policies. Under certain circumstances the package price may be subject to supplemental price increases imposed by the supplier. Price increases include, but are not limited to fuel surcharges, taxes or fluctuations in foreign exchange markets that may be imposed after the date of purchase. Air-inclusive prices do not include government imposed taxes and fees, including but not limited to a September 11th Security Fee, U.S. or international government imposed taxes and fees, Federal Excise Fees, among others. Some carriers charge additional fees for checked bags, fuel surcharge, meals, etc. Please check the carriers website for details. Air-inclusive pricing is based on select departure cities. Prices from other cities may vary. AAA Northeast acts solely as a sales agent for travel suppliers and is not responsible for the actions or inactions of such suppliers. We monitor all of the information presented on our website; however, we do not assume responsibility for any errors or omissions in the content of the offers displayed. Review full Travel Disclosure and Consent at time of booking.

*Bounce Back offer: To be booked within 12 months of original trip with no travel expiration date (3-night minimum). Bounce Back does not apply to Air by Pleasant. United States bounce back/FTC 3-night minimum. Call for more details.



  • $25 per booking discount on next Vacation to Mainland USA or Canada

  • $50 per booking discount on next Vacation to Hawaii, Mexico, Caribbean Central/South America

  • $100 per booking discount on next vacation to Australia, New Zealand Tahiti, Fiji, Cook Islands or Europe



Rates and inclusions may vary by property, destination, date of departure and itinerary. Unless otherwise indicated: rates quoted are accurate at time of publication and are per person, based on double occupancy. Airfare, taxes, surcharges, gratuities, transfers and excursions are additional. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel at checkout; such fee amounts will be advised at the time of booking. Rates, terms, conditions, availability, itinerary, government taxes, surcharges, deposit, payment, cancellation terms/conditions and policies subject to change without notice at any time. Cruise rates capacity controlled. Other restrictions may apply, including, but not limited to, baggage limitations and fees, standby policies and fees, non-refundable tickets and change fees with pre-flight notification deadlines and blackout dates. Fees and policies vary among airlines. Contact airline directly for any details or questions. Advance reservations through AAA Travel required to obtain Member Benefits and savings which may vary based on departure date. Not responsible for errors or omissions. Pleasant Holidays acts only as an agent for cruise & tour providers listed. CST# 1007939-10. ST#37983. Copyright©2024 Pleasant Holidays, LLC. All Rights Reserved.