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: Hot Deals - $150 OFF per booking

  • Book by 08/10/25 for travel through 03/31/26

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, 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 4.5-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, 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, 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, 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, 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, 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 an all-inclusive vacation. Expertly decorated suites feature private balconies with garden and ocean views, and complimentary access to the spa’s hydrotherapy circuit.

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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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Caribbean $150 OFF per Booking Offer: Valid on new bookings made 06/30/2025 – 08/10/2025 for select travel 06/30/2025 – 03/31/2026. Minimum 5-night hotel accommodations at participating property and roundtrip airfare required. 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.]