![Panoramic view of with ships in the bay, Ocho Rios, Jamaica](/media/ffffffffb3ee39d3/spot/images/landing-page-headers/custom-headers/vacation-deals/deals-caribbean/5-col-carousel-car-jamaica.jpg)
![Woman wading through waves on Dominican Republic beach](/media/249c3930/spot/images/landing-page-headers/custom-headers/vacation-deals/deals-caribbean/5-col-carousel-car-dominican-rep.jpg)
![Boating along clear blue waters, Bahamas](/media/535785d6/spot/images/landing-page-headers/custom-headers/vacation-deals/deals-caribbean/5-col-carousel-car-bahamas.jpg)
![Sunset on Barbados Beach with palms](/media/471b03e4/spot/images/landing-page-headers/custom-headers/vacation-deals/deals-caribbean/5-col-carousel-car-barbados.jpg)
Caribbean Vacation Packages
Hot Deals: Caribbean
$150 OFF 5-Night Vacations
- Book by 08/11/24 for select travel through 04/30/25
![Dominican Republic All-Inclusive](https://res.cloudinary.com/pleasant-holidays/image/upload/c_fill,h_360,ar_3:2,g_auto:subject/v1705692208/Destinations/Caribbean/Dominican Republic/dominican-republic-beach3.jpg)
![Bahamas Snorkel](https://res.cloudinary.com/pleasant-holidays/image/upload/c_fill,h_360,ar_3:2,g_auto:subject/v1705692208/Destinations/Caribbean/Bahamas/bahamas-3.jpg)
![Aruba](https://res.cloudinary.com/pleasant-holidays/image/upload/c_fill,h_360,ar_3:2,g_auto:subject/v1705692208/Destinations/Caribbean/Aruba/aruba-main.jpg)
![British Virgin Islands](https://res.cloudinary.com/pleasant-holidays/image/upload/c_fill,h_360,ar_3:2,g_auto:subject/v1705692208/Destinations/Caribbean/British Virgin Islands/british-virgin-islands-vi-main.jpg)
![Curacao](https://res.cloudinary.com/pleasant-holidays/image/upload/c_fill,h_360,ar_3:2,g_auto:subject/v1705692208/Destinations/Caribbean/Curacao/curacao-main.jpg)
![Women on beach deck, Grand Cayman Islands](https://res.cloudinary.com/pleasant-holidays/image/upload/c_fill,h_360,ar_3:2,g_auto:subject/v1705692208/Destinations/Caribbean/Grand Cayman Island/grand-cayman-island-main.jpg)
![San Juan, Puerto Rico](https://res.cloudinary.com/pleasant-holidays/image/upload/c_fill,h_360,ar_3:2,g_auto:subject/v1705692208/Destinations/Caribbean/Puerto Rico/puerto-rico-main.jpg)
![Frigate Bay, St. Kitts](https://res.cloudinary.com/pleasant-holidays/image/upload/c_fill,h_360,ar_3:2,g_auto:subject/v1705692208/Destinations/Caribbean/St. Kitts - Nevis/st-kitts-nevis-frigate-bay.jpg)
![St. Martin](https://res.cloudinary.com/pleasant-holidays/image/upload/c_fill,h_360,ar_3:2,g_auto:subject/v1705692208/Destinations/Caribbean/St. Martin - St. Maarten/car-st-martin-aerial-as.jpg)
![Saint Vincent Grenadines](https://res.cloudinary.com/pleasant-holidays/image/upload/c_fill,h_360,ar_3:2,g_auto:subject/v1705692208/Destinations/Caribbean/St. Vincent - the Grenadines/st-vincent-the-grenadines-main.jpg)
Caribbean Hot Deals Offer: Valid on new bookings made 07/01/24 – 08/11/24 for select travel 07/01/2024 – 04/30/2025 unless otherwise indicated. Minimum 5-night stay at participating property and roundtrip airfare required. Savings is per booking and taken at time of booking. 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.]