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Book Your Dream Caribbean Vacation with AAA | Pleasant Holidays
from $720 pp

  • Destinations: Antigua and Barbuda, Aruba, Bahamas, Caribbean, Curacao, Dominican Republic, Jamaica, Puerto Rico, St Lucia, St Maarten

From the Gulf Stream waters of the north to the wondrous shores, vibrant wildlife and lush rainforests of the southern Caribbean, these picturesque islands adorn the sea.

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

Member Benefits:

  • Get a $50 optional activities credit or $50 savings per booking (varies by island)
  • Bounce Back Offer – Save up to $100 savings on your next vacation*

AAA Vacations® Amenities:

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

All-Inclusive Resorts Provide Value and Convenience:**

Choose an all-inclusive resort package for the best value. One price covers nearly everything:

  • All meals and drinks
  • Non-motorized water sports
  • Daily activities for adults and children
  • Nightly entertainment
  • Tips and hotel taxes

Enjoy additional services and perks:

  • Gourmet restaurants
  • Premium brand beverages
  • 24-hour room service


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:

ROYALTON SAINT LUCIA

5 nights | starting at $944 per person for Family of 4 | Luxury Resort

Nestled in the lush landscapes of St Lucia, the Royalton Saint Lucia, An Autograph Collection All-Inclusive Resort invites guests to vacation in an upscale environment in style and comfort. Offering modern facilities, friendly staff, fascinating local culture and world-class cuisine, guests can look forward to the best of allinclusive resorts in Saint Lucia with Royalton’s All-In Luxury® concept. Ideal for travelers of all ages, this resort features three distinct sections, including a family-friendly area, a Diamond Club™ section for a higher level of service with exclusive pool, beach and dining areas, and Hideaway, an adults only oasis. Treat the whole family to a vacation where everyone will nd something to keep them entertained. Kids can visit the supervised kids club, which features the Kids Adventures Program, designed for a memorable experience in paradise, while adults mingle over signature cocktails at one of the resort’s elegant bars.

Promotional rate is for check-in on Jun. 22, 2025 in a Luxury Family Suite with ocean view accomodations.


ROYALTON GRENADA

4 nights | starting at $720 per person | Luxury Resort

The Royalton Grenada, a AAA Four Diamond designated hotel, is an all-inclusive resort located in Grenada. The Royalton Grenada provides guests a luxury experience with exquisite cuisine, poolside cocktails, spa and strolls along the Tamarind Bay. The resort offers four restaurants, three swimming pools, spa, sports and fitness facilities, 6 bars, and 269 rooms and suites. 

Promotional rate is for check-in on May 18, 2025 in a luxury guest room.


THE LANDINGS RESORT AND SPA, ST. LUCIA

4 nights | starting at $773 per person

AAA Four Diamond designated | Daily Breakfast Included | Upgrade to a one-bedroom Marina View Villa Suite with Plunge Pool for just an additional $35 per night!

The Landings Resort and Spa is a beachfront luxury resort located on St. Lucia's most gorgeous bay. Expertly designed around water, the resort offers lavish one-, two- and three-bedroom villas in a harbor community. Enjoy first-class amenities including a 7,000 square-foot RockResorts Spa®, a health club, The Beach Club restaurant and fine dining at The Palms.

Promotional rate is for check-in June 1, 2025 in a one-bedroom marina-view villa suite with daily breakfast. 


WINDJAMMER LANDING VILLA BEACH RESORT, ST. LUCIA

4 nights | starting at $751 per person

Balancing culture, entertainment, romance and adventure, this resort provides guests with everything they need to create a memorable experience. With personal touches and attentive service, the resort is ideal for a romantic escape or a relaxing family vacation. Well-appointed guest rooms and suites feature elegant furnishings and lovely views, while oceanfront suites feature terraces with hot tubs.

Rate is for check-in May 18, 2025 in an oasis guest room and includes breakfast.

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: May 18, 2025
End: May 22, 2025
Price: $720 pp


Price My Trip
Start: May 18, 2025
End: May 22, 2025
Price: $751 pp


Price My Trip
Start: June 1, 2025
End: June 6, 2025
Price: $773 pp


Price My Trip
Start: June 22, 2025
End: June 27, 2025
Price: $944 pp


Price My Trip
Price My Trip
Product Code: AAA-Caribbean_HotelsPackages_031524_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, & are per person, based on double occupancy. Airfare, taxes, surcharges, gratuities, transfers & excursions are additional. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel at check-out; such fee amounts will be advised at the time of booking. Rates, terms, conditions, availability, itinerary, government taxes, surcharges, deposit, payment, cancellation terms/conditions & policies subject to change without notice at any time. Cruise rates capacity controlled. Other restrictions may apply, including, but not limited to baggage limitations & fees, standby policies & fees, non-refundable tickets & change fees with pre-flight notification deadlines, & blackout dates. Fees & policies vary among airlines. Contact airline directly for any details or questions. Advance reservations through AAA Travel required to obtain Member Benefits & 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.

‡40% Off: Travel window is May 31 - Oct. 17, 2025. Offer is date inclusive and not combinable with any other promotions. Applicable to new bookings only. A three night minimum stay is required. Must be booked by December 14, 2024. Promotion is subject to change or may be discontinued without prior notice. Blackout Dates: July 1 - August 22, 2025