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Caribbean Vacation Packages from $399

BOOK ONLINE OR CALL 1-800-742-9244
SAVE up to $100 per booking!
On minimum 3-night vacation packages
Book by 8/3/14 for travel through 8/31/14
Pleasant Caribbean Holidays

3 nights from $539


3 nights from $715

Dominican Republic

3 nights from $615

More Great Deals

Puerto Rico

3 nights from $399

Grand Cayman

3 nights from $795

Turks & Caicos

3 nights from $1,095


3 nights from $709


3 nights from $995


3 nights from $679


3 nights from $1,435


3 nights from $785

St. Lucia

3 nights from $1,169

British Virgin Islands

3 nights from $1,215


3 nights from $655

St. Kitts and Nevis

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Rates are based on round-trip air travel from Orlando (MCO) departures to Antigua, Dominican Republic and St. Lucia, Atlanta (ATL) departures to Aruba, Tampa (TPA) departures to Bahamas, Jamaica, Puerto Rico and US Virgin Islands, New York (JFK) departures to Barbados, Bermuda, and British Virgin Islands, St. Louis (STL) departures to Cayman Islands, Miami (MIA) departures to Curacao and Newark (EWR) departures to Turks and Caicos, 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 8/21/14 for US Virgin Islands, 8/22/14 for Turks & Caicos, 8/24/14 for Bahamas, 8/27/14 for Antigua, 8/28/14 for Grand Cayman and 8/25/14 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.

August Travel Sale: Valid for new bookings made 7/11 - 8/3/14 for travel 8/1 - 8/31/14. Offer requires roundtrip airfare and minimum 3-night stay at a participating Caribbean Hot Deals resort. Savings is $100 per booking, taken at time of booking and reflected in the rates shown. Certain restrictions may apply. All offers and programs subject to change or cancellation without notice. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]

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