1. Home
  2. Vacations
  3. Caribbean

Caribbean Vacation Deals*

*Some taxes, fees extra. Vacation prices are per person, based on double occupancy, unless noted.
$3225 -- Cuba: Luxury Guided Vacation incl. Hotel & Tours
 
Source: Cuba Explorations | By Allison Friendly

Embark on a cultural exchange with the people of Cuba through a package that offers the best hotels, authentic cuisine & visits to historic landmarks.
Depart on select 2015-2016 dates

More »
Source: CheapCaribbean.com

Unwind at the all-inclusive Presidential Suites in Punta Cana with this deal that includes airfare
August-October departures; more dates available

 
Source: CheapCaribbean.com

Open courtyards and lush gardens adorn this Jamaica resort where breakfast is included
April-July departures; additional dates available

 
Source: Friendly Planet Travel

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

 
Source: Apple Vacations

Spend three nights at a beach resort in Punta Cana with this all-inclusive package at a resort that has a water park, three restaurants and 14 bars
Select dates in April

 
Source: Vacation Express

Book stays at 4-star all-inclusive resorts in the Caribbean and Mexico and save up to 60% on peak season prices
Select May-December departures

 
Source: Southwest Airlines Vacations

Celebrate spring with an all-inclusive Punta Cana beach escape
April 13-16, 19-20

 
Source: Delta Vacations

Stay seven nights on the "Spice Island" at the Radisson Grenada Beach Resort; roundtrip air and ground transfers included
Select June-September departures

 
Source: Friendly Planet Travel

Includes stays in 4.5-star hotels, meals, escorted tours and more
Select April-October departures

 

More Deals on Caribbean Vacations *

 
April-July departures; additional dates available
CheapCaribbean.com
 
May-August departures; additional dates available
CheapCaribbean.com
 
August departures; more dates available
CheapCaribbean.com
 
April-July departures; additional dates available
CheapCaribbean.com
 
Deals through December
Featured Destination: Cayman Islands
 
Select May-June departures
Vacation Express
 
Select dates May-June; other dates also on sale
CheapCaribbean.com
 
Select dates May-June; other dates also on sale
CheapCaribbean.com
 
Select departures in April
Apple Vacations
 
 
Select dates August-October; other dates on sale
CheapCaribbean.com
 
Select dates May-June; other dates also on sale
CheapCaribbean.com
 
Select dates April-June; other dates also on sale
CheapCaribbean.com
 
Select dates July-August; April-June on sale
CheapCaribbean.com
 

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