Jamaica | Pleasant Holidays

Sandals Ochi Beach Resort

$300 OFF Caribbean Vacations

Jamaica, Ocho Rios

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

$300 OFF 5-night vacations

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.

Riu Montego Bay

$300 OFF Caribbean Vacations

Jamaica, Montego Bay

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

$300 OFF 5-night vacations

Book this deal View hotel

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.

Moon Palace Jamaica

$300 OFF Caribbean Vacations

Jamaica, Ocho Rios

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

$300 OFF 5-night vacations

Book this deal View hotel

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.

Ocean Eden Bay

$300 OFF Caribbean Vacations

Jamaica, Montego Bay

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

$300 OFF 5-night vacations

Book this deal View hotel

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.

Couples Negril

$300 OFF Caribbean Vacations

Jamaica, Negril

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

$300 OFF 5-night vacations

Book this deal View hotel

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.

JOIA Rose Hall by Iberostar

$300 OFF Caribbean Vacations

Jamaica, Rose Hall

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

$300 OFF 5-night vacations

Book this deal View hotel

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.

Riu Palace Aquarelle

$300 OFF Caribbean Vacations

Jamaica, Trelawny

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

$300 OFF 5-night vacations

Book this deal View hotel

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.

Riu Negril

$300 OFF Caribbean Vacations

Jamaica, Negril

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

$300 OFF 5-night vacations

Book this deal View hotel

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.

Grand Palladium Lady Hamilton

$300 OFF Caribbean Vacations

Jamaica, Lucea

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

$300 OFF 5-night vacations

Book this deal View hotel

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.

Welcome to

Jamaica

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Choose Your Jamaica Vacation Deal

We've found hotels for you based on your selection.

Sandals Ochi Beach Resort

Riu Montego Bay

Moon Palace Jamaica

Ocean Eden Bay

Couples Negril

JOIA Rose Hall by Iberostar

Riu Palace Aquarelle

Riu Negril

Grand Palladium Lady Hamilton

Did you already have
a destination in mind?

Welcome to Jamaica

Filters

Choose Your Jamaica Vacation Deal

We've found hotels for you based on your selection.

Sandals Ochi Beach Resort

Riu Montego Bay

Moon Palace Jamaica

Ocean Eden Bay

Couples Negril

JOIA Rose Hall by Iberostar

Riu Palace Aquarelle

Riu Negril

Grand Palladium Lady Hamilton

Did you already have a destination in mind?

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Welcome to

Jamaica

Did you already have
a destination in mind?