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 - Save up to $200 per booking

  • Book by 01/26/25 for select travel through 12/15/25

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.

  • Antigua 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 luxurious escape awaits at this resort on a private beach offering an exceptional vacation experience for the entire family.

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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.

    This oceanfront haven offers plush accommodations, a waterpark, superb dining, kid/teen clubs, and expansive event facilities.

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  • 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 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, 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, 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, Ocho Rios Our 3.5-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. Half star indicates that the hotel/resort meets all criteria of the designated rating and exceeds in certain areas.

    This resort features fun and entertainment for the entire family, with stage productions, childrens' activities and a 24-hour sports bar.

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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, 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, Ocho Rios 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 powder-sand paradise in Ocho Rios is close to Jamaica’s famous attractions and is a wonderful choice for families, romantic getaways, and groups. Stay where laidback Caribbean charm meets unparalleled all-inclusive offerings.

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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.

    Situated on a coveted stretch of world-famous Seven Mile beach, this resort is a pristine paradise where couples, families and friends can reconnect beneath brilliant blue skies and tropical sunshine.

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  • Jamaica, Ocho Rios 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.

    Set against the backdrop of emerald mountains, facing the Caribbean Sea, this all-suite resort on Jamaica’s sunny northern Caribbean coast exudes a sense of solitude and intimacy.

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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.

    Located oceanfront at White Bay Beach in Falmouth, this new resort offers excellent 24-hour all-inclusive service so you can enjoy an unforgettable holiday by the sea in the company of your family, partner or good friends.

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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, 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.

    Featuring a wide array of all-inclusive features, this luxurious resort in is set on a pristine beach.

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  • Grenada 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 All-In Luxury at Royalton Luxury Resorts’ newest all-inclusive property. Located on two white-sand beaches in Tamarind Bay, in Grenada, the resort offers relaxing ocean views and a host of water sports.

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Caribbean up to $200 OFF per Booking Offer: Valid on new bookings made by 01/26/25 for travel through 12/15/25 at participating hotels. Minimum 5-night hotel accommodations at participating property and roundtrip airfare required. Savings is $200 for vacations of 7 nights or longer or $150 for vacations of 5-6 nights. Savings is per booking and taken at time of booking. 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.]