Caribbean Pleasant Holidays

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Book Your Dream Caribbean Vacation with AAA

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.

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 4 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.

FEATURED RESORTS:

THE LANDINGS RESORT AND SPA

Special Offer: Get 40% off when you book by Dec. 14, 2024

4 nights | starting at $773 per person

St. Lucia | 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 casual, open-air setting of The Beach Club restaurant and fine dining at The Palms.

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


THE VERANDAH ANTIGUA

4 nights | starting at $966 per person

Antigua and Barbuda | All-Inclusive | Adults-Only

Retreat in luxury at a truly All-Inclusive, Exclusively-Adult hideaway in Antigua. Superbly located on 30 acres of palm-studded beach front and indented coastlines, The Verandah Antigua is the perfect tropical paradise for your next romantic escape.

Rate is for check-in on December 8, 2024 in a King Hillside Suite. Rate is nonrefundable, includes mandatory resort fee (currently $24 per room, per night), but excludes $5.00 per person, per night government tourism guest levy.


WINDJAMMER LANDING VILLA BEACH RESORT

4 nights | starting at $751 per person

St. Lucia 

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 on May 18, 2025 in an oasis guestroom and includes breakfast-only.


JEWEL PARADISE COVE ADULT BEACH RESORT & SPA

Jamaica | All-Inclusive | Adults-Only

Tropical tranquility and fun in the sun meet at Jewel Paradise Cove Beach Resort & Spa. Embodying an all-inclusive health, fitness and spa theme, this adults-only oasis invites you to escape and rejuvenate in a vacation setting that truly inspires.


JW MARRIOTT ST. MAARTEN BEACH RESORT & SPA

St. Maarten | European Plan | NEW RESORT!

The JW Marriott St. Maarten Beach Resort & Spa is beautifully located on awe-inspiring Dawn Beach. It is a serene spa and island getaway, nestled amidst lush greenery and pristine white sandy beaches. 


AVILA BEACH HOTEL

Curaçao | European Plan

This 140-room hotel is an authentic reflection of the island of Curacao and dates back to the 18th Century. Friendly, intimate, understated and welcoming, it is famous for its quiet, restful tranquility.

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!