1. Home
  2. Vacations
  3. Caribbean

Best Caribbean Vacation Deals*

*Some taxes, fees extra. Vacation prices are per person, based on double occupancy, unless noted.
$2799 -- 4-Star Cuba Getaway w/Air, Hotels & Tours
Source: Friendly Planet Travel | By Dee Fabbricatore

Stay five nights on an escorted trip through Cuba, including visits to Havana and Varadero
Select May-October departures

Go to site »
Source: Delta Vacations

Includes roundtrip air, ground transfers and extra perks at a 4-star hotel
Priced for April; more departures available

 
Source: JetBlue Getaways

Includes stay at adults-only Papagayo Beach Hotel
Valid select dates in February and March

 
Source: CheapCaribbean.com

A discounted package to the posh Caribbean island of Barbados is a rare find
Select dates Feb. 23 - April 30

 
Source: Apple Vacations

Head to Punta Cana during peak season with this weeklong, all-inclusive vacation
Select departures, January-March

 
Source: CheapCaribbean.com

Kick back on one of the best beaches in Jamaica with this all-inclusive special; upgrades to the Grand Palladium Lady Hamilton are also on sale
Select departures February-July

 
Source: Delta Vacations

Stay at a beachfront resort in sun-drenched Puerto Rico; nonstop roundtrip air included
Priced for February; more departures available

 
Source: Atlantis, Paradise Island, Bahamas

Seize deals on three towers and score a $250 air credit.
Travel April 12 - June 10

91% (221 ratings)
 
Source: Regent Seven Seas Cruises

This deal includes prepaid gratuities, unlimited shore excursions, unlimited drinks, transfers, a hotel stay & cruise through exotic Caribbean ports.
Depart March 8

 
Source: Regent Seven Seas Cruises

Sail aboard Regent with a deal that includes free air, unlimited shore excursions, transfers, prepaid gratuities, unlimited drinks & more.
Depart March 28

 

More Deals on Caribbean Vacations *

 
Select March-August departures
Vacation Express
 
Select April-August departures
Vacation Express
 
Select April-May departures
Vacation Express
 
Select April-May departures
Vacation Express
 
Select April-June departures
Vacation Express
 
Select April-August departures
Vacation Express
 
 
Select March-July departures
Vacation Express
 
January-April departures
CheapCaribbean.com
 
February-June departures
CheapCaribbean.com
 
January-August departures
CheapCaribbean.com
 
January-February departures
CheapCaribbean.com
 
January-June departures
CheapCaribbean.com
 
February-August departures
CheapCaribbean.com
 
January-June departures
CheapCaribbean.com
 
February-June departures
CheapCaribbean.com
 
February-June departures
CheapCaribbean.com
 
January-July departures
CheapCaribbean.com
 
Select Jan-Feb departures
Pleasant Holidays
 
 
 
Select departures, February-March
Apple Vacations
 
Select departures, February-March
Apple Vacations
 
Select departures in February
Apple Vacations
 
Select departures in February-March
Apple Vacations
 

Compare Multiple Travel Sites in One Search

From: To: Travelers:
Depart: Return: One-way
Round-trip   
Enter city: Guests:
Check-in: Check-out: Rooms:
From: To: Travelers:
Depart: Return: Rooms:
Enter city: Pick-up Time:
Pick-up Date: Return Date: Return Time:

Compare Air + Hotel

Travelzoo Tips

Monica Caron — Travel, Entertainment and Local Deal Expert
Monica Caron
Deal Expert, New York
Leaving our typical adventurous trips behind, I wanted the beach and relaxation. More