A “Pleasant” Caribbean Experience

A chain of diverse islands come together to offer a destination with a little of everything. If you seek clear waters, warm weather and fascinating history, the Caribbean is the perfect place. Islands like the Dominican Republic feature exceptional opportunities for eco-tourism and active travel, while others, like Jamaica, are known around the world for their magnificent beaches and relaxation.

The sun-drenched Caribbean sparks your mind’s imagination, calling travelers from all over the globe to turquoise seas, miles of white-sand beaches, snorkeling and scuba diving amidst schools of rainbow-colored fish.

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 like a necklace of gems awaiting discovery. Your greatest challenge is deciding which beautiful pearl to choose. The islands offer boutique hotels, and some of the largest all-inclusive paradises in the world. AAA Travel Advisors craft the perfect island getaway, which often includes a stay on a Pleasant Holiday property.

Pleasant Holidays offers a variety of all-inclusive deals throughout the Caribbean. From adults-only resorts to all-inclusive family vacations, the Caribbean has a wide range of choices. There is so much to love about an all-inclusive vacation, especially the one price that includes your meals, drinks, daily activities, nightly entertainment, non-motorized water sports, and resort tips.

Not familiar with Pleasant Holidays? One of the largest travel companies in the U.S., Pleasant offers customizable vacation packages including flights, hotel and cruise accommodations, airport transfers and car rentals, exciting sightseeing tours and activities, travel protection coverage, and more.

Popular destinations and resorts include:

Dominican Republic

Located just two hours south of Miami, the Dominican Republic feels worlds away. Surrounded by translucent turquoise seas and covered with lush mountains and rainforests, this second-largest Caribbean country offers almost 1,000 miles of tropical coastline with various resorts in Punta Cana.

Riu Bambu, Punta Cana

Riu Bambu is a family-friendly, fun hotel in Punta Cana, featuring 1000 bungalow-style guestrooms on one of the most beautiful beaches in the Dominican Republic. The resort offers 24-hour all-inclusive (snacks and beverage) service, exciting activities, nightly outdoor entertainment, and a nightclub surrounded by inviting swimming pools and tropical vegetation. The resort also features an Asian restaurant and a 24-hour sports bar. Guests within the RIU hotel complex have free unlimited access to Splash Water World.

$347 per person (9/20/2021 check-in date) 5 nights
Double Room. All-Inclusive includes all meals, drinks, snacks, activities and more.
PLUS Up to $1689 in resort credit


Jamaica is an island gem in the middle of sparkling Caribbean seas, about 90 miles south of Cuba. Many of its resorts are clustered along the magnificent beaches of Montego Bay in the northwest. Set on a peninsula surrounded by the colors of the Caribbean, this quiet AAA Four Diamond resort offers adults the pinnacle of relaxation & romance and all the privileges of Unlimited-Luxury®. Secrets St. James Montego Bay offers 350 luxurious smoke-free guest suites, each featuring British colonial décor, a king-size bed (or two queen-size beds), whirlpool tub, private balcony, complimentary mini-bar and much more. Guests staying at Secrets St. James have free flow access to Secrets Wild Orchid right next door and Preferred Club guests have access to the party at nearby Breathless Montego Bay.

Secrets St. James Montego Bay, Jamaica

Set on a peninsula surrounded by the colors of the Caribbean, this all-inclusive resort offers adults the pinnacle of relaxation & romance and all the privileges of Unlimited-Luxury

$1118 per person (9/20/2021 check-in date) 5 nights
Adults Only.
Junior Suite Garden View Double Room.
Meals, drinks, snacks, activities and more. PLUS $200 in resort coupon.


Here, you’ll find everything from superb natural wonders, cosmopolitan cities and stunning architecture to white-sand beach towns and world-famous cuisine and more, from Baja California Sur to the Yucatán Peninsula.

Catalonia Costa Mujeres All Suites & Spa Resort, Mexico

Discover the new Catalonia Costa Mujeres All Suites & Spa Resort hotel in the most exclusive area of Cancun. A place to experience the true spirit of Mexico, from its beautiful white-sand beaches and clear waters to the origins of the Mayan civilization. An all-inclusive resort to enjoy the Caribbean to the full: spacious suites, all with a terrace or balcony, an extensive gastronomic offering, a complete entertainment program and high-end facilities make Catalonia Costa Mujeres an ideal hotel for a memorable holiday with your partner or family. A tropical paradise on one of Mexico’s loveliest beaches!

$495 per person (9/20/2021 check-in date)  5 nights
Family Suite.
All-Inclusive includes all meals, drinks, snacks, activities and more. 

Estudio Playa Mujeres, Mexico

Estudio Playa Mujeres is a family boutique resort in Playa Mujeres devoted to delivering a unique experience that stands out from all other Cancun all-inclusive hotels. This resort offers an adventure for the senses where all-inclusive luxury blends in harmony with contemporary Mexican art, energizing natural surroundings and culinary proposals. Little guests visiting Estudio Playa Mujeres will discover a sun-and-fun splashed experience. At their arrival, children will discover a whole new world at Doodle Camp, full of interactive and creative games that will let their imagination fly. Grown-ups will indulge their senses with unparalleled service and relaxing services. Estudio Playa Mujeres resort is an inviting sanctuary crafted to share moments while enjoying a family getaway in Cancun-Playa Mujeres.

$495 per person (9/20/2021 check-in date)  5 nights
Junior Suite Double Room.
All-Inclusive includes all meals, drinks, snacks, activities and more. 

No matter the destination, AAA Travel Advisors are here to help you find the right vacation. Together, you can unlock the world all while ensuring you take advantage of every perk and discount available through your AAA membership. Share your dreams with a AAA Travel Advisor now.