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 Summer
Set your sights on Jamaica, Bahamas or Dominican Republic for a once-in-a-lifetime summer vacation.

  • Book by 06/30/24 for select travel through 12/16/24

Jamaica Expert Tip

Book flights to and from Ocho Rios Ian Fleming International Airport (OCJ) for convenient access to the northern and eastern parts of Jamaica. American Airlines services Ocho Rios International Airport nonstop from Miami International Airport (MIA), ideal for travelers staying at Sandals & Beaches Ocho Rios, Couples Tower Isle, Moon Palace, and Riu Ocho Rios.

  • Jamaica, Negril Sandals' Luxury Included vacation includes fine dining, unlimited premium brand drinks, entertainment, selected water sports, guided scuba dives, championship golf, use of all amenities, airport transfers, tips, hotel taxes and more!

    *** ULTIMATE ALL-INCLUSIVE FOR FAMILIES & EVERYONE *** This resort on Negril's Seven Mile Beach offers a fun-filled experience for the entire family.

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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, Montego Bay Sandals' Luxury Included vacation includes fine dining, unlimited premium brand drinks, entertainment, selected water sports, guided scuba dives, championship golf, use of all amenities, airport transfers, tips, hotel taxes and more!

    *** LUXURY INCLUDED® FOR COUPLES ***
    Nestled on the northern shores of Jamaica this resort is renowned for its exclusive refinements.

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  • Jamaica, Montego 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.

    A sheltered swimming beach and first-class service make this the perfect Montego Bay escape.

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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, Ocho Rios Sandals' Luxury Included vacation includes fine dining, unlimited premium brand drinks, entertainment, selected water sports, guided scuba dives, championship golf, use of all amenities, airport transfers, tips, hotel taxes and more!

    This is the most iconic resort in the heart of Ocho Rios. The completely reimagined all-inclusive resort features accommodations that have been elevated to new heights.

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  • Jamaica, Montego 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.

    For relaxation and tranquility, look no further than this adults-only resort which offers free access to Riu Party and Splash Water World.

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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.

    Pleasure-seekers find beachside bliss at this adults-only resort tucked away in a secluded northern-shore enclave.

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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.

    Wake up in paradise at this beautiful all-inclusive resort offering plush accommodations and attentive service.

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  • Jamaica, Montego 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.

    With a secluded setting bordering the Montego Bay Marine Park, this all-inclusive, adults-only resort offers breathtaking views of the bay and surrounding mountains and spectacular snorkeling.

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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.

    Dive right into an all-inclusive family getaway in paradise at this luxury beachfront Montego Bay resort. Spend quality time together with activities and adventures for all ages, from water sports and nightly shows to creative cuisine and more.

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  • Jamaica, Montego Bay Our 5-Star classification designates those select properties that provide exquisite service and amenities. The discriminating traveler will find the accommodations, ambiance, dining, and staff assistance of the highest caliber. These properties offer the utmost in luxury and will provide an outstanding experience.

    Experience Endless Privileges®, where everything is included, at this boutique resort by the sea in the upscale Rose Hall neighborhood.

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Caribbean Summer: Valid on new bookings made 05/20/24 – 06/30/24 for select travel 05/20/24 – 12/16/24 unless otherwise stated. Roundtrip airfare and accommodations at a participating resort required. Offers vary by hotel and travel dates, and may be category-specific, require advanced 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. Subject to availability. 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.]