• Home
  • Vacation Deals
  • Vacation Rentals
  • Cruises
  • Destinations
  • All-Inclusive
  • Group Travel
  • Pleasant Activities
  • Travel Agent Sign In
Vacation Deals
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.

See All Vacations See All Caribbean Vacations

  • See All Vacations
  • See All Caribbean Vacations

  • Antigua
  • Aruba
  • Bahamas
  • Curacao
  • Grand Cayman
  • Dominican Republic
  • Jamaica
  • Saint Lucia
  • Turks & Caicos

Level Up Your Caribbean Vacation with a FREE Room Upgrade

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

Jamaica Expert Tip


  • Sandals Ochi Beach Resort

    Sandals Ochi Beach Resort

    Jamaica, Ocho Rios
    *** LUXURY INCLUDED® FOR COUPLES ***
    Set between hillside gardens and the glistening Caribbean. Enjoy sumptuous accommodations and championship golf.
    Book Now
    *** LUXURY INCLUDED® FOR COUPLES ***
    Set between hillside gardens and the glistening Caribbean. Enjoy sumptuous accommodations and championship golf.
    Book Now
  • Jewel Grande Montego Bay Resort & Spa

    Jewel Grande Montego Bay Resort & Spa

    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.
    Book Now
    A sheltered swimming beach and first-class service make this the perfect Montego Bay escape.
    Book Now
  • Moon Palace Jamaica

    Moon Palace Jamaica

    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.
    Book Now
    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.
    Book Now
  • Couples Tower Isle

    Couples Tower Isle

    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.
    Book Now
    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.
    Book Now
  • Riu Palace Jamaica

    Riu Palace Jamaica

    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.
    Book Now
    For relaxation and tranquility, look no further than this adults-only resort which offers free access to Riu Party and Splash Water World.
    Book Now
  • Riu Palace Aquarelle

    Riu Palace Aquarelle

    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.
    Book Now
    Discover the wonders of Jamaica’s natural beauty at this Falmouth resort.
    Book Now
  • Iberostar Selection Rose Hall Suites

    Iberostar Selection Rose Hall Suites

    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.
    Book Now
    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.
    Book Now
  • Iberostar Waves Rose Hall Beach

    Iberostar Waves Rose Hall Beach

    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.
    Book Now
    This family-friendly resort features organized activities and facilities for junior travelers, along with amenities and services catered to adults only.
    Book Now
  • Couples Sans Souci

    Couples Sans Souci

    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.
    Book Now
    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.
    Book Now
1-800-742-9244
  • 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.]
  • Terms & Conditions
  • Privacy Statement
  • User Agreement
  • Travel Protection Plans
  • Cruise Protection Plans
  • Careers
  • Full site
Copyright © 1999-2025 Pleasant Holidays, LLC. All rights reserved. Pleasant Holidays and the Pleasant Holidays logo are registered trademarks of Pleasant Holidays, LLC.
CST # 1007939-10. UBI# 601 915 263. TAR#5308. Florida ST#37983.

Session info

Session id: