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.

Level Up Your Caribbean Vacation with a FREE Room Upgrade

  • Book by 06/29/25 for travel through 02/28/26

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, 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!

    *** LUXURY INCLUDED® FOR COUPLES ***
    Set between hillside gardens and the glistening Caribbean. Enjoy sumptuous accommodations and championship golf.

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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 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, 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.

    Couples' flagship retreat offers an idyllic getaway with its own private island, newly refreshed guest rooms and suites. Eight exclusive Oasis Spa Villas offer personal plunge and the Caribbean's first all-inclusive unlimited spa experience.

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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, 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.

    Discover the wonders of Jamaica’s natural beauty at this Falmouth resort.

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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, Rose Hall 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 family-friendly resort features organized activities and facilities for junior travelers, along with amenities and services catered to adults only.

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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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Caribbean FREE Room Upgrade Offer: FREE room upgrade to the next highest category, subject to availability at time of booking. Valid for new bookings made by 06/29/2025 for travel through 02/28/2026 unless otherwise stated. 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.]