Panoramic view of with ships in the bay, Ocho Rios, Jamaica

Jamaica Vacation Packages

 
Miles and miles of excellent beaches make Jamaica one of the top destinations for beach travel in the Caribbean. This truly is a place to relax, unwind and take life a little slower for a time. The island is home to a variety of resorts, from upscale hideaways on forgotten beaches to all-inclusive complexes where the party never stops. Whether you're looking for a romantic getaway or the family trip of a lifetime, you'll find accommodation in Jamaica.

There's more to Jamaica than beaches, of course. Venture outside the resort and find your own vibe, whether it's exploring the island's jungles and waterfalls or immersing yourself in the unique food, music and people that have made this island the household name it is today.

Caribbean Vacations
$100 OFF per booking

  • Book by 06/20/2021 for select travel through 12/17/2021
Vacations Include: Round-trip flights, hotel accommodations, taxes and more
  • Jamaica, Rose Hall Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    Experience the magic of this family-friendly resort with activities for all ages and get exclusive access to all the facilities at the nearby Iberostar Rose Hall Beach.

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  • Jamaica, Rose Hall Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This indulgent adult-only all-inclusive escape offers sophisticated and contemporary suite accommodations within the Rose Hall resort area.

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  • Jamaica, Montego Bay Our 4.5-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This hip all-inclusive resort draws inspiration from the Ethiopian roots of Jamaica’s African ancestors. Guest perks include exchange privileges at the neighboring Secrets St. James.

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  • Jamaica, Runaway Bay Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    Discover a secluded adults-only tropical paradise. Enjoy an array of signature Jewel Resorts amenities and world class services, including Jamaica’s only oceanfront, two-story spa.

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  • Jamaica, Negril Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    This elegant Victorian-style hotel is set above Bloody Bay, bathed by the warm waters of the Caribbean.

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  • Jamaica, Trelawny Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    This luxurious all-inclusive resort offers elegant accommodations and a wealth of activities for adults and kids alike.

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  • Jamaica, Negril Our 4-Star classification designates those properties with well-appointed, deluxe accommodations, extensive amenities and comprehensive guest services. Expect attention to detail and a warm and hospitable staff ready to cater to your needs. These superb properties offer a truly refined getaway.

    An oceanfront paradise, this resort is set on a pristine stretch of Seven Mile Beach. The resort features a romantic adults-only section.

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Exclusive Caribbean Hot Deals $100 OFF per booking Offer: Valid on new bookings made by 06/20/2021 for select travel through 12/17/2021. Minimum 3-night hotel accommodations at participating property and roundtrip airfare required. Savings is per booking and taken at time of booking.
Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]