Caribbean Deals
The Best Offers for Summer
FREE nights, reduced rates, resort credits, kids stay FREE offers, and more
Book by 7/1/18 for travel through 9/3/18
All Deals Include: Round-trip airfare, Hotel accommodations, Taxes and more

Caribbean Vacation Packages

 from $575
Antigua  

Antigua

3 nights with air from $1,129

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Aruba  

Aruba

3 nights with air from $955

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Bahamas  

Bahamas

3 nights with air from $795

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Barbados  

Barbados

3 nights with air from $1,455

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Dominican Republic  

Dominican Republic

3 nights with air from $689

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Cayman Islands  

Grand Cayman

3 nights with air from $789

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Jamaica  

Jamaica

3 nights with air from $685

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Puerto Rico Fort  

Puerto Rico

3 nights with air from $575

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Saint Lucia Teton  

Saint Lucia

3 nights with air from $1,665

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Turks and Caicos  

Turks & Caicos

3 nights with air from $1,389

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Rates are based on roundtrip air travel from Atlanta (ATL) to Turks & Caicos, New York (JFK) to Antigua, Chicago (ORD) to Saint Lucia and Miami (MIA) to Aruba, Bahamas, Barbados, Dominican Republic, Grand Cayman, Jamaica and Puerto Rico, and are per person, based on double occupancy. Advertised vacation rate(s) valid for departures 8/21/18. Dominican Republic: Rates do not include a $10 per person Tourist Card fee payable upon arrival in the Dominican Republic.
Caribbean - The BEST Offers for Summer: Valid on new bookings at participating resorts made 5/21 - 7/1/18 for select travel 5/21 - 9/3/18. Offers vary by hotel and may be category-specific, require advance booking, be restricted to specific days of the week and/or require a minimum night stay. Booking and travel dates vary by hotel. Blackout dates may apply.
Rates quoted are per person, based on double occupancy unless otherwise stated. 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. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]