• Call our Travel Experts
  • 1-800-742-9244

Caribbean Vacation Packages from $389

BOOK ONLINE OR CALL 1-800-742-9244
SAVE up to $100 per booking!
On minimum 3-night vacation packages
Book by 10/19/14 for travel through 12/17/15
Pleasant Caribbean Holidays

3 nights from $725


3 nights from $555

Dominican Republic

3 nights from $545

More Great Deals

Puerto Rico

3 nights from $389

St. Lucia

3 nights from $1,659

Turks & Caicos

3 nights from $989


3 nights from $965

Grand Cayman

3 nights from $739


3 nights from $755

US Virgin Islands

3 nights from $579


3 nights from $645

British Virgin Islands

3 nights from $1,129

Rates are based on round-trip air travel from New York (JFK) departures to Aruba, Bermuda, Cayman Islands and St. Lucia Miami (MIA) departures to Bahamas, Curacao and Puerto Rico, Newark (EWR) departures to British Virgin Islands and Jamaica, Tampa (TPA) departures to Dominican Republic and Boston (BOS) departures Turks & Caicos and US Virgin Islands, and are subject to airline and/or resort availability. Rates quoted are per person, based on double occupancy unless otherwise stated. Advertised vacation rate(s) valid for select travel 11/13/14 for Bermuda and British Virgin Islands and 10/6/14 for all other destinations. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed taxes and fees. Additional airline restrictions, including, but not limited to fees of up to $45 per bag for the first checked bag and up to $250 per bag for a second checked bag, standby policies and fees, non-refundable tickets and change fees with pre-flight notification deadlines may apply. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly or visit the airline website for details and answers to specific questions you may have. Rates do not include a $10 per person Tourist Card fee payable upon arrival in the Dominican Republic.

Hot Deals SAVE up to $100 per booking: Valid on new bookings made 8/18 - 10/19/14 for travel through 12/17/15. Roundtrip airfare and minimum 3-night stay at a participating Hot Deals resort required. Discount is per booking, taken at time of booking and reflected in rates shown. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]

Page Up
Contact Us
 Security and Privacy
SessionId: 0001BDSKKZNO9HcMhTeJFAOCX6r:1732cvdpq
Register / Sign InHelp