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All-Inclusive Jamaica Vacation Packages | Pleasant Holidays
from $660 pp

  • Destinations: Caribbean, Jamaica

Jamaica is an island gem in the middle of sparkling Caribbean seas, about 90 miles south of Cuba. The island's resorts are nestled along the perfect coastlines of Montego Bay, Negril and Ocho Rios.

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

Member Benefits:

  • Up to $50 savings per booking*
  • Bounce Back Offer – Up to $100 savings on your next vacation**

All-Inclusive Resorts Provide Value and Convenience:

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

  • Meals and drinks
  • Select non-motorized watersports
  • Daily activities for adults and children
  • Nightly entertainment
  • Hotel taxes


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

SANDALS® JAMAICA ALL-INCLUSIVE ADULTS-ONLY RESORTS:

SANDALS DUNN'S RIVER

Ocho Rios | AAA Four Diamond designated

5 nights | starting at $2,279 per person

On the north coast of Jamaica, rivers meander through forests and rushing waterfalls wash over the landscape. In this secluded spot, filled with the Earth’s abundance, love flows naturally. It is handpicked by Sandals® founder for its pristine beach and close distance to Jamaica’s spectacular natural wonder.

Promotional rate is for a 5-night stay beginning on May 25, 2025 in a Travertine Luxury guest room. Other dates/rates are also available.


SANDALS® SOUTH COAST

White House, Jamaica

5 nights | starting at $2,020 per person

Water is the inspiration for everything magnificent at Sandals South Coast. Set along a 2-mile stretch of the pristine south coast of Jamaica, this entire all-inclusive resort has been designed to embrace the coastline. The newly reimagined beachfront swim-up suites are all about the healing powers of water. And nowhere else is this more evident than in the brand-new Rondoval Village, where you can swim up to an exotic rondoval — the first of its kind, anywhere. So come discover the seductive pleasures of water in a secluded destination where every luxury has been created for pure bliss.

Promotional rate is for check-in on May 18, 2025 in a Silver Sun Beachfront Club Level guest room.


SANDALS ®ROYAL CARIBBEAN RESORT AND PRIVATE ISLAND

Montego Bay

5 nights | starting at $2,130 per person

Two distinct cultures combine for a truly majestic experience at Sandals Royal Caribbean. This luxury all-inclusive resort in Jamaica embraces the refined British heritage with a Georgian-style great house, manicured gardens with roaming peacocks, authentic British pub and afternoon tea traditions. Just a short ferry away is the resort’s private offshore island with Bali-inspired beach cabanas, a Balinese-style pool with a swim-up bar and whirlpool, Red Lane® Spa Escape and an authentic Thai restaurant. Here, a nature-inspired experience leads to the Caribbean’s first overwater bungalows and villas — where you can revel in the peaceful serenity of your floating sanctuary with a private pool, or a Tranquility Soaking Tub™ and an overwater hammock for two. This unique all-inclusive resort creates two vacations in one where you’ll also find an island sampling warm hospitality, steel drum sounds and the rhythms of a chic Caribbean nightlife.

Promotional rate is for check-in on June 5, 2025 in a Crystal Lagoon Hideaway Jr. Suite with Balcony Tranquility Soaking Tub. 


SANDALS® NEGRIL BEACH RESORT

5 nights | starting at $1,793 per person

Closer to the water’s edge than anywhere else in Negril, life can truly be what you imagine in the relaxed, chic, free-spirited Sandals Negril. The hotel has an ambience that melds relaxed tropical luxury with barefoot elegance; it closely hugs its coveted seaside location on famed Seven Mile Beach, creating Negril’s ultimate beachfront all-inclusive resort. Here in this laid-back hideaway, there are no schedules to follow and no clocks to obey. So, kick back and chill out as you drift away in a swaying hammock for two — then take in the legendary sunsets before indulging in one of the hotel's eight gourmet restaurants. It’s easy to have the time of your life with the love of your life at Sandals Negril, where you’ll experience the playfully exotic side of a paradise widely known as “Seven Miles of 7th Heaven.”

Promotional rate is for check-in on May 11, 2025 in a paradise deluxe guest room.


FEATURED ALL-INCLUSIVE RESORTS:

JEWEL GRANDE MONTEGO BAY RESORT & SPA

4 nights | starting at $661 per person

AAA Four Diamond designated

Enjoy a personal butler service, world-class full-service spa, two sparkling swimming pools, a state-of-the-art fitness facility, private beachside cabanas and accommodations with spectacular oceanfront views. Lavished with a dazzling array of amenities, Jewel Grande is the ultimate all-inclusive luxury resort in Montego Bay, Jamaica. Only 15 minutes from Sangster Airport, you'll feel like you're a world away while being near Montego Bay's most popular attractions.

Rate is based on check-in Aug 31, 2025 in a king junior suite. More dates are available.


AZUL BEACH RESORT NEGRIL BY KARISMA

4 nights | starting at $683 per person

Situated on a coveted stretch of world-famous Seven Mile Beach, Azul Beach Resort Negril by Karisma is a pristine paradise where couples, families and friends can reconnect beneath brilliant blue skies and tropical sunshine. The resort offers spacious, contemporary oceanfront accommodations, with special adults-only sections dedicated exclusively to romantic honeymoon suites. As the foundation of the Karisma Gourmet Inclusive® Experience, dining at the resort is an epicurean adventure. Enjoy a world-class spa, live entertainment and an endless list of activities for kids, teens and adults alike.

Promotional rate is for check-in May 11, 2025 in a deluxe suite. More dates are available.


RIU PALACE TROPICAL BAY

5 nights | starting at $886 per person

The completely renovated Riu Palace Tropical Bay showcases 452 guest rooms, dining options, wellness facilities, swimming pools, a complete makeover of the entire property and much more. This elegant, Victorian-style hotel is situated above the famous beach of Bloody Bay, bathed by the warm waters of the Caribbean Sea. Children can enjoy their own pool and playground. Free weddings are available, and golf is nearby. Guests receive exchange privileges at Riu Negril.

Rate is based on check-in May 5, 2025. More dates available.


HILTON ROSE HALL RESORT & SPA

4 nights | starting at $660 per person

Nestled between the scenic Jamaica mountains and turquoise Caribbean waters, along shores that once served as the site of an 18th-century estate, this all-inclusive haven exudes an unforgettable ambiance in a stunning tropical setting. Minutes from Montego Bay’s airport, Hilton Rose Hall Resort & Spa features luxurious, modern accommodations, 2,500 feet of enhanced sandy beachfront, the exhilarating Sugar Mill Falls Water Park, kids club, teen zone, superb dining outlets, full-service spa, championship golf nearby, shopping shuttle, over 41,000 square feet of meeting and event facilities, memorable wedding and honeymoon packages and more.

Rate is based on check-in May 11, 2025 in a resort-view guest room with two queen beds. More dates are available.


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: April 27, 2025
End: May 1, 2025
Price: $857 pp


Price My Trip
Start: May 5, 2025
End: May 10, 2025
Price: $886 pp


Price My Trip
Start: May 11, 2025
End: May 15, 2025
Price: $660 pp


Price My Trip
Start: May 11, 2025
End: May 15, 2025
Price: $683 pp


Price My Trip
Start: May 11, 2025
End: May 16, 2025
Price: $1,793 pp


Price My Trip
Start: May 18, 2025
End: May 23, 2025
Price: $2,020 pp


Price My Trip
Start: May 25, 2025
End: May 30, 2025
Price: $2,297 pp


Price My Trip
Start: June 5, 2025
End: June 10, 2025
Price: $2,130 pp


Price My Trip
Start: August 31, 2025
End: September 4, 2025
Price: $661 pp


Price My Trip
Price My Trip
Product Code: AAA-Caribbean_Jamaica_AllInclusve_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 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, nonrefundable tickets and change fees with preflight 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 and tour providers listed. CST# 1007939-10. ST#37983. Copyright©2024 Pleasant Holidays, LLC. All Rights Reserved.