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Caribbean Vacation Packages from $369

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 $679


3 nights from $555

Dominican Republic

3 nights from $515

More Great Deals

Puerto Rico

3 nights from $369

St. Lucia

3 nights from $1,295

Turks & Caicos

3 nights from $1,059


3 nights from $889

Grand Cayman

3 nights from $745


3 nights from $749

US Virgin Islands

3 nights from $519


3 nights from $645

British Virgin Islands

3 nights from $1,299

Rates are based on roundtrip air travel to/from Atlanta (ATL) departures to Aruba, Miami (MIA) departures to Bahamas, Curacao, Dominican Republic, Jamaica and Puerto Rico, New York (JFK) departures to Bermuda, British Virgin Islands, Cayman Islands and St. Lucia and Boston (BOS) departures to Turks & Caicos and US Virgin Islands, and are per person, based on double occupancy. Advertised vacation rate(s) valid for departure 10/27/14 for Aruba, Cayman Islands, Puerto Rico and US Virgin Islands, 11/17/14 for St. Lucia and the Dominican Republic, 12/1/14 for Bahamas, British Virgin Islands, Curacao, Jamaica and Turks & Caicos and 1/12/15 for Bermuda. Rates for other travel dates may vary. Rates, terms, conditions and itinerary are subject to availability. Certain restrictions apply. Rates shown include government-imposed fees and taxes. Airline fees for optional services, including, but not limited to, baggage fees, may apply. Airline tickets are non-refundable and subject to airline change/cancellation penalties and rules, including pre-flight notification deadlines. Fees and policies vary among airlines and are subject to change without notice. Please contact the airline directly for details and answers to specific questions you may have. Additional restrictions apply. Advertised rates do not include any applicable daily resort or facility fees payable directly to the hotel operator at check-out; such fee amounts will be advised at the time of booking. Where applicable, kids stay free in same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with full paying adult. 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.]

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