Caribbean Vacation Deals

In the Caribbean, you can hike through national parks and scuba dive along underwater mountains. But perhaps your idea of the perfect island vacation is to plunk yourself down on the sands with a frosted drink in hand. The Caribbean has something for everyone.

$200 OFF per Booking

Book from 03/16/26 to 05/10/26, travel from 03/16/26 to 12/15/26

Serene palm trees and beach, Punta Cana, Caribbean
Serene palm trees and beach, Punta Cana, Caribbean
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Caribbean Vacation Deals

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Riu Palace Jamaica
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$300 OFF Jamaica Vacations

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Jamaica, Montego Bay

Book from 01/19/26 to 03/31/26, travel from 01/19/26 to 12/15/26

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    $300 OFF per booking

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Property
Property
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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JOIA Rose Hall by Iberostar
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$300 OFF Jamaica Vacations

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Jamaica, Rose Hall

Book from 01/19/26 to 03/31/26, travel from 01/19/26 to 12/15/26

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    $300 OFF per booking

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Property
Property
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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Riu Palace Aquarelle
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$300 OFF Jamaica Vacations

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Jamaica, Trelawny

Book from 01/19/26 to 03/31/26, travel from 01/19/26 to 12/15/26

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    $300 OFF per booking

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Main
Main
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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Iberostar Selection Rose Hall Suites
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$300 OFF Jamaica Vacations

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Jamaica, Rose Hall

Book from 01/19/26 to 03/31/26, travel from 01/19/26 to 12/15/26

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    $300 OFF per booking

Book this deal View hotel arrow-right icon
Property
Property
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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Ocean Coral Spring
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$300 OFF Jamaica Vacations

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Jamaica, Trelawny

Book from 01/19/26 to 03/31/26, travel from 01/19/26 to 12/15/26

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    $300 OFF per booking

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Resort
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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Grand Palladium Jamaica Resort & Spa
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$300 OFF Jamaica Vacations

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Jamaica, Lucea

Book from 01/19/26 to 03/31/26, travel from 01/19/26 to 12/15/26

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    $300 OFF per booking

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Pool
Pool
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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Riu Negril
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$300 OFF Jamaica Vacations

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Jamaica, Negril

Book from 01/19/26 to 03/31/26, travel from 01/19/26 to 12/15/26

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    $300 OFF per booking

Book this deal View hotel arrow-right icon
Property
Property
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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Iberostar Waves Rose Hall Beach
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$300 OFF Jamaica Vacations

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Jamaica, Rose Hall

Book from 01/19/26 to 03/31/26, travel from 01/19/26 to 12/15/26

  • check-small icon

    $300 OFF per booking

Book this deal View hotel arrow-right icon
Property
Property
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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Grand Palladium Lady Hamilton
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$300 OFF Jamaica Vacations

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Jamaica, Lucea

Book from 01/19/26 to 03/31/26, travel from 01/19/26 to 12/15/26

  • check-small icon

    $300 OFF per booking

Book this deal View hotel arrow-right icon
Property
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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Riu Reggae
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$300 OFF Jamaica Vacations

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Jamaica, Montego Bay

Book from 01/19/26 to 03/31/26, travel from 01/19/26 to 12/15/26

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    $300 OFF per booking

Book this deal View hotel arrow-right icon
Property
Property
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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Azul Beach Resort Negril, by Karisma
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$300 OFF Jamaica Vacations

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Jamaica, Negril

Book from 01/19/26 to 03/31/26, travel from 01/19/26 to 12/15/26

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    $300 OFF per booking

Book this deal View hotel arrow-right icon
Swim Up Pool
Swim Up Pool
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
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Couples Sans Souci
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$300 OFF Jamaica Vacations

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Jamaica, Ocho Rios

Book from 01/19/26 to 03/31/26, travel from 01/19/26 to 12/15/26

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    $300 OFF per booking

Book this deal View hotel arrow-right icon
Property
Minimum 5-night hotel accommodations at participating property and round-trip airfare required. Savings is per booking and taken at time of booking. Not valid for contracted groups. This entire offer is based on availability and can be modified or closed out at any time.
Beach - Samana | Dominican Republic

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