Couple with santa hats on Caribbean beach

Caribbean Holiday Season Travel

 
With balmy weather and fantastic beaches year-round, the islands of the Caribbean are the perfect place to call home for the holidays. And with unprecedented savings and value-adds available for peak holiday season travel, you’ll find there’s no better time to plan your Caribbean getaway.
Alexandra Resort, Turks & Caicos

Alexandra Resort, Turks & Caicos

  • Up to 60% OFF room rates
 
 
Caribe Hilton, Puerto Rico

Caribe Hilton, Puerto Rico

  • 20% OFF room rates for travel 12/22 – 12/31/20
 
 
Ladera Resort, Saint Lucia

Ladera Resort, Saint Lucia

  • 20% OFF room rates for travel 12/22 – 12/31/20
 
 
Moon Palace Jamaica

Moon Palace Jamaica

  • 20% OFF room rates for travel 12/22 – 12/31/20
 
 
The Ritz-Carlton Golf Resort, Naples Florida

The House, Barbados

  • 20% OFF room rates for travel 12/22 – 12/31/20
  • $200 booking credit per room, per stay
 
 

The Alexandra Resort, Turks & Caicos: Up to 60% OFF room rates valid for new bookings made by 12/1/20 for travel through 1/1/21. Offer is date inclusive, valid for GR1, GRS, SOA, SOX, 1BQ, H1Z, HOH, B2K, H2F, 2DO room categories and not combinable with any other promotions. Minimum 4-night stay required.

Caribe Hilton, Puerto Rico: 20% off room rates offer valid for new bookings through 10/31/20 for travel 12/22 – 12/31/20. Certain restrictions apply.

Ladera Resort, Saint Lucia: Up to 30% off room rates valid for new bookings through 10/31 for travel 12/24/20 – 1/3/21. Offer is date inclusive and not combinable with any other promotions. Minimum 5-night stay is required. Offer is subject to change without notice.

Moon Palace Jamaica: Up to two kids age 4-17 stay FREE with paying adults. Offer is valid for new bookings made by 12/23/20 for travel 12/24/20 - 12/23/21 in the following room categories: OWO/DRC/A9D/QCG/APS. Offer is date inclusive. Promotion is subject to change or may be discontinued without prior notice. Blackout dates may apply.

The House, Barbados: Offer valid for new bookings made by 10/31/20 for select travel 11/1/20 - 1/2/21. Offer is date inclusive, valid in select room categories GJR/OCN/GXP/AJO/LFO and not combinable with any other promotions. Applicable to new bookings only. 5-night minimum stay required.

Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]