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.
 

EXCLUSIVE $100 OFF per booking

  • Minimum 3-night vacation packages
  • Book by 10/27/19 for travel through 6/28/20
All Deals Include: Round-trip flights, hotel accommodations, taxes and more
  • 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.

    Enjoy an affordable fun-in-the-sun vacation experience on the white sand beaches of Jamaica – just steps away from the crystal clear Caribbean Sea.

    • Deluxe Double
    • Unlimited-Fun includes all meals, drinks, snacks, activities and more
    • Exclusive $100 Off per booking
    • $200 in resort coupons per room

    3 nights with flight from $602+

    Miami, Florida (MIA) departures, valid for travel 12/02/19 - 12/05/19

  • 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.

    • Double Ocean View
    • All-Inclusive includes all meals, drinks, snacks, activities and more
    • Exclusive $100 Off per booking
    • $35 spa credit per adult

    3 nights with flight from $734+

    Miami, Florida (MIA) departures, valid for travel 12/02/19 - 12/05/19

  • 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.

    Experience the adults-only, all-inclusive, luxury Jewel Dunn’s River Beach Resort and Spa, located just moments from spectacular Dunn’s River Falls, one of Jamaica’s must-see attractions.

    • Sapphire Mountain View
    • Adults Only
    • All-Inclusive includes all meals, drinks, snacks, activities and more
    • Exclusive $100 Off per booking

    3 nights with flight from $734+

    Miami, Florida (MIA) departures, valid for travel 12/02/19 - 12/05/19

  • 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.

    • Luxury Junior Suite Ocean View
    • Adults Only
    • All-In Luxury includes all meals, drinks, snacks, activities and more
    • Exclusive $100 Off per booking
    • $300 resort credit per room

    3 nights with flight from $950+

    Miami, Florida (MIA) departures, valid for travel 12/02/19 - 12/05/19

  • 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.

    • Ocean Front Premium Junior Suite Double
    • All-Inclusive includes all meals, drinks, snacks, activities and more
    • Exclusive $100 Off per booking

    3 nights with flight from $950+

    Miami, Florida (MIA) departures, valid for travel 12/02/19 - 12/05/19

  • 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
    • Exclusive $100 Off per booking
    • Complimentary airport transfers
    • $500 resort coupon per room

    3 nights with flight from $1002+

    Miami, Florida (MIA) departures, valid for travel 12/02/19 - 12/05/19

  • 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.

    An oceanfront paradise, this resort is set on a pristine stretch of Seven Mile Beach. The resort features a romantic adults-only section.

    • Ocean View Deluxe
    • Gourmet Inclusive includes all gourmet meals, drinks, snacks, activities and more
    • Exclusive $100 Off per booking

    3 nights with flight from $1058+

    Miami, Florida (MIA) departures, valid for travel 12/02/19 - 12/05/19

  • 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.

    Located on a tranquil stretch of white sand dotted with coconut palms and lush tropical foliage, Couples Negril is a beachfront playground, offering a multitude of activities for on-the-go guests.

    • Deluxe Garden View
    • Couples Only (18+)
    • All-Inclusive includes all meals, drinks, snacks, activities, airport transfers and more
    • Exclusive $100 Off per booking

    3 nights with flight from $1104+

    Miami, Florida (MIA) departures, valid for travel 12/02/19 - 12/05/19

  • 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
    • Exclusive $100 Off per booking

    3 nights with flight from $1120+

    Miami, Florida (MIA) departures, valid for travel 12/02/19 - 12/05/19

Caribbean - EXCLUSIVE $100 OFF per booking offer: Valid on new bookings at participating resorts made 8/26 - 10/27/19 for travel 8/26/19 - 6/28/20. Roundtrip airfare and minimum 3-night stay at a participating hotel or resort required. Discount is per booking, taken at time of booking and reflected in rates shown.
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.]