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Caribbean vacations

Southwest Vacations® offers spectacular vacation deals to the Caribbean. With a variety of exciting destinations and amazing accommodations, you can create an ideal tropical all-inclusive vacation package.

Featured deals to the Caribbean

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  • All-inclusive

    Jamaica, Montego Bay

    Secrets Wild Orchid Montego Bay - Unlimited-Luxury®

    Save $200 + $200 in resort coupon

    Plus, sixth night free, free upgrade and free night certificate for return stay when book six nights or more. Book a flight + hotel package of $500 or more, and save $200 when use the promo code 200INTL20 at the time of booking. Resort coupons are issued per room, per stay. Resort coupons are issued for limited discounts on select amenities including spa treatments, a romantic dining experience, and wine purchases. Three-night minimum stay required. Book by 8/26/20 by 6:00 p.m. CT. Like this deal, but want more flexibility? Look for the Search More Options link to change your length of stay.

    5 nights hotel + flight from
    $ 0 total per person
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  • All-inclusive

    Jamaica, Montego Bay

    Grand Palladium Lady Hamilton Resort & Spa - Al

    Save $200 + save up to 40%

    Plus, $1500 in resort credit. Book a flight + hotel package of $500 or more and save $200 when use the promo code 200INTL20 at the time of booking. Hotel savings vary depending on date of travel. Guests will receive a resort credit of $1500 per room per stay. Three-night minimum stay required. Book by 8/26/20 by 6:00 p.m. CT. Like this deal, but want more flexibility? Look for the Search More Options link to change your length of stay.

    5 nights hotel + flight from
    $ 0 total per person
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  • All-inclusive

    Nassau/Paradise Island - Nassau, Bahamas

    Melia Nassau Beach - AI

    Save $200 + save up to 45%

    Book a flight + hotel package of $500 or more, and save $200 when you use promo code 200INTL20 at the time of booking. Hotel savings vary by date of travel. Three-night minimum stay required. Book by 8/26/20 by 6:00 p.m. CT. Like this deal, but want more flexibility? Look for the Search More Options link to change your length of stay.

    5 nights hotel + flight from
    $ 0 total per person
    View departure dates