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.
 

Best Deals to Warm Up Your Winter
Reduced rates, instant savings, FREE nights, resort credits, kids stay FREE and more

  • Book by 1/5/20 for 2019 and 2020 vacations
All Deals Include: Round-trip flights, hotel accommodations, taxes and more
  • 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.

    • Luxury
    • All-In Luxury includes all meals, drinks, snacks, activities and more
    • $300 resort credit per room

    3 nights with flight from $838+

    Miami, Florida (MIA) departures, valid for travel 03/03/20 - 03/06/20

  • 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.

    • Standard Double
    • All-Inclusive includes all meals, drinks, snacks, activities and more

    3 nights with flight from $893+

    Miami, Florida (MIA) departures, valid for travel 03/03/20 - 03/06/20

  • 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.

    • Deluxe Ocean Suite
    • Couples Only (18+)
    • All-Inclusive includes all meals, drinks, snacks, activities and more

    3 nights with flight from $1164+

    Miami, Florida (MIA) departures, valid for travel 03/03/20 - 03/06/20

  • 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.

    If you're looking for relaxation and tranquility, you'll find them at the Hotel Riu Palace Jamaica.

    • Junior Suite Garden View
    • Adults Only
    • All-Inclusive includes all meals, drinks, snacks, activities and more
    • Reduced rate

    3 nights with flight from $1168+

    Miami, Florida (MIA) departures, valid for travel 03/03/20 - 03/06/20

  • 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 brand new beachfront resort located just five minutes from downtown Ocho Rios offers many of the signature amenities travelers have come to love from Palace Resorts.

    • Deluxe Resort View
    • All-Inclusive includes all meals, drinks, snacks, activities and more
    • Complimentary airport transfers
    • $500 resort coupon per room

    3 nights with flight from $1218+

    Miami, Florida (MIA) departures, valid for travel 03/03/20 - 03/06/20

  • 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 ultra-modern all-inclusive resort offers breathtaking views of the bay and surrounding mountains and spectacular snorkeling.

    • Allure Junior Suite Tropical View King
    • Adults Only
    • Unlimited-Luxury includes all meals, drinks, snacks, activities and more
    • $200 in resort coupons per room

    3 nights with flight from $1242+

    Miami, Florida (MIA) departures, valid for travel 03/03/20 - 03/06/20

  • 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.

    • Great Verandah Suite
    • Couples Only (18+)
    • All-Inclusive includes all meals, drinks, snacks, activities, airport transfers and more

    3 nights with flight from $1320+

    Miami, Florida (MIA) departures, valid for travel 03/03/20 - 03/06/20

  • Jamaica, Trelawny 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 on a private peninsula in Montego Bay, this romantic, adults-only, all-inclusive resort features impeccable service and stunning ocean views.

    • Junior Suite Run of House
    • Adults Only
    • All-Inclusive includes all meals, drinks, snacks, activities and more

    3 nights with flight from $1325+

    Miami, Florida (MIA) departures, valid for travel 03/03/20 - 03/06/20

  • 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.

    • Junior Suite Ocean View King
    • Adults Only
    • Unlimited-Luxury includes all meals, drinks, snacks, activities and more
    • $200 in resort coupons per room

    3 nights with flight from $1345+

    Miami, Florida (MIA) departures, valid for travel 03/03/20 - 03/06/20

Caribbean - Best Warm Up Your Winter offers: Valid on new bookings at participating resorts made 11/25/19 - 01/05/20 for select travel in 2019 and 2020. Offers vary by hotel 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. Blackout dates may apply.
Rates quoted are per person, based on double occupancy unless otherwise stated. Rates for other travel dates may vary. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed fees and taxes. Airline fees for optional services, including, but not limited to, baggage fees, may apply. Airline tickets are non-refundable and subject to airline change/cancellation penalties and rules, including pre-flight notification deadlines. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly for details and answers to specific questions you may have. Additional restrictions apply. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel operator at check-out; such fee amounts will be advised at the time of booking. Where applicable, kids stay free in same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with full paying adult. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]