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.

Winter Vacation Sale
Up to 70% OFF room rates, FREE nights, resort credits, kids stay FREE offers and more

  • Book by 10/25/21 - 1/2/22 for select travel through 3/31/22
Vacations Include: Round-trip flights, hotel accommodations, taxes and more
  • Jamaica, Negril 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.

    The fun is always included at this all-inclusive, adults-only resort beloved by active guests. Set on 19 acres, on world-famous Seven Mile Beach, it is spread out yet intimate for seclusion.

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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 adults-only resort is near “Hip Strip” and reminiscent of the island’s British Empire era. Unlimited-Luxury® amenities, land and water sports, and free-flow access to a sister resort’s facilities are guest perks.

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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 spectacular all-inclusive resort is set on a pristine white sand beach and offers spectacular views of the Caribbean Sea.

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  • 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, 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, 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 3-Star classification designates those properties where guests experience an ideal mix of comfortable accommodations and modern amenities. Most of these hotels feature a variety of services, and offer distinguished style and comfort.

    This resort is set on a pristine beach and offers a wide range of family-oriented activities and comfortable accommodations.

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Winter Vacation SALE Offer: Valid on new bookings made 10/24/21 – 1/2/22 for select travel through 03/31/2022. Offers vary by hotel and travel dates, and may be category-specific, require advance booking, be restricted to specific days of the week and/or require a minimum night stay. Booking and travel dates vary by hotel. Certain restrictions and blackout dates may apply. This entire offer is based on availability and can be modified or closed out at any time.
Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]