Caribbean destinations
Featured deals to the Caribbean
Featured deals to the Caribbean
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JOIA Bavaro by Iberostar (Formerly Iberostar Grand Bavaro) - All InclusiveAll-inclusive
Dominican Republic, Punta Cana
Best priced departure dates2024: Nov 20 - Dec 31 2025: Jan 1 - Feb 153 nights hotel + flight fromGet Price -
Dreams Flora Resort & Spa - All InclusiveAll-inclusive
Dominican Republic, Punta Cana
Best priced departure dates2024: Nov 20 - Dec 31 2025: Jan 1 - Feb 153 nights hotel + flight fromGet Price -
Riu Republica Adults Only - All InclusiveAll-inclusive
Dominican Republic, Punta Cana
Best priced departure dates2024: Nov 20 - Dec 31 2025: Jan 1 - Feb 157 nights hotel + flight fromGet Price -
Secrets St. James Montego Bay - All InclusiveAll-inclusive
Jamaica, Montego Bay
Best priced departure dates2024: Nov 20 - Dec 31 2025: Jan 1 - Feb 155 nights hotel + flight fromGet Price -
- Accessible Resort
JOIA Rose Hall by Iberostar (Formerly Iberostar Grand Rose Hall) - All InclusiveAll-inclusiveJamaica, Montego Bay
Best priced departure dates2024: Nov 20 - Dec 31 2025: Jan 1 - Feb 153 nights hotel + flight fromGet Price -
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Bahia Principe Grand Punta Cana- All IncAll-inclusive
Dominican Republic, Punta Cana
Best priced departure dates2024: Nov 20 - Dec 31 2025: Jan 1 - Feb 153 nights hotel + flight fromGet Price -
Dreams Onyx Resort & Spa - All InclusiveAll-inclusive
Dominican Republic, Punta Cana
Best priced departure dates2024: Nov 20 - Dec 31 2025: Jan 1 - Feb 153 nights hotel + flight fromGet Price -
Riu Ocho Rios - All InclusiveAll-inclusive
Jamaica, Montego Bay
Best priced departure dates2024: Nov 20 - Dec 31 2025: Jan 1 - Feb 153 nights hotel + flight fromGet Price -
Riu Palace Tropical Bay - All InclusiveAll-inclusive
Jamaica, Montego Bay
Best priced departure dates2024: Nov 20 - Dec 31 2025: Jan 1 - Feb 153 nights hotel + flight fromGet Price -
Secrets Wild Orchid Montego Bay - All InclusiveAll-inclusive
Jamaica, Montego Bay
Best priced departure dates2024: Nov 20 - Dec 31 2025: Jan 1 - Feb 154 nights hotel + flight fromGet Price -
Royalton Blue Waters Montego Bay, An Autograph Collection - All InclusiveAll-inclusive
Jamaica, Montego Bay
Best priced departure dates2024: Nov 20 - Dec 31 2025: Jan 1 - Feb 155 nights hotel + flight fromGet Price
†First and second checked bags. Weight and size limits apply. A golf bag can be substituted for one checked bag.
Seats are limited and may not be available on some flights that operate during peak travel times and holiday periods. Flight and hotel rates may vary by day of week. Hotel surcharges may apply to weekends, holidays, and convention periods. Flights available on published, scheduled service only. Rates may be subject to change until purchased. Discounts are valid per reservation before taxes are applied. Offer not valid on existing reservations and may not be combined with any other offer. Subject to availability. Restrictions apply. ALG Vacations Corp. is the tour operator for Southwest Vacations®.