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Caribbean Vacation Packages from $405

BOOK ONLINE OR CALL 1-800-742-9244
SAVE up to $100 per booking!
On minimum 3-night vacation packages
Book by 11/30/14 for travel through 12/17/15
$200 Instant Air Credit
Valid from select Midwest gateways*
Book by 12/31/14 for travel anytime
Pleasant Caribbean Holidays
Jamaica

3 nights from $675

Bahamas

3 nights from $535

Dominican Republic

3 nights from $665

More Great Deals






Puerto Rico

3 nights from $405

St. Lucia

3 nights from $1,039

Turks & Caicos

3 nights from $1,035

Aruba

3 nights from $1,129

Grand Cayman

3 nights from $865

Antigua

3 nights from $1,595

St. Kitts and Nevis

3 nights from $1,599

St. Martin

3 nights from $755

US Virgin Islands

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Rates are based on roundtrip air travel to/from Newark (EWR) departures to Antigua and Grand Cayman, Cleveland (CLE) departures to Aruba, Orlando (MCO) departures to Bahamas and Jamaica, Tampa (TPA) departures to Dominican Republic, Puerto Rico and St. Martin/Maartin, Boston (BOS) departures to St. Lucia and Turks & Caicos and New York (JFK) departures to St. Kitts & Nevis and are per person, based on double occupancy. Advertised vacation rate(s) valid for departure 1/26/15 for Aruba and Antigua and 12/8/14 for all other destinations. 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 made10/20 - 11/30/14 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.

$200 Instant Air Credit Offer: Valid on new bookings made 9/15 - 12/31/14 for travel any time to Mexico, the Caribbean or Central America. Minimum 3-night hotel accommodations and roundtrip airfare required. Discount is per booking and taken at the time of booking. *Travel must originate from one of the following departure gateways only: Detroit (DTW), Flint (FNT), Grand Rapids (GRR), Kalamazoo/Battle Creek (AZO), Lansing (LAN), Saginaw (MBS), Traverse City (TVC), Duluth (DLH), Minneapolis (MSP), Rochester (RST), Appleton (ATW), Eau Claire (EAU), Green Bay (GRB), La Crosse (LSE), Madison (MSN), Milwaukee (MKE), Wausau (CWA), Bismarck (BIS), Fargo (FAR), Grand Forks (GFK), Minot (MOT), Rapid City (RAP), Sioux Falls (FSD), Lincoln (LNK), Omaha (OMA), Cincinnati (CVG), Cleveland (CLE), Columbus (CMH) and Pittsburgh (PIT). Offer is subject to change or cancellation at any time at the sole discretion of Pleasant Holidays. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]



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