![]() Caribbean VacationsCaribbean Packages from $459 per person!
Pricing based on Boston departures. More deals from other U.S. cities and shorter/longer stays are available (prices may vary).
Aruba: The Mill Resort & Suites 3 Nights Hotel & Airfare Book a Vacation, Get a 25% Discount! $25 Food & Beverage Credit! Offer valid select January travel dates. Aruba: Holiday Inn Sunspree Resort & Casino Aruba Beach 3 Nights Hotel & Airfare Offer valid select January travel dates. Aruba: The Westin Aruba Resort 3 Nights Hotel & Airfare Stay 3 nights, save 30%! Offer valid select January travel dates. Aruba: Aruba Marriott Resort & Stellaris Casino 3 Nights Hotel & Airfare Save up to 30% off! Offer valid select January travel dates. Aruba: Tierra del Sol Resort, Spa & Country Club 3 Nights Hotel & Airfare Stay 5 nights, save 30%. Plus receive a $50 resort credit! Offer valid select January travel dates. Aruba: Riu Palace Aruba All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Stay 3 nights, save 28%! Offer valid select January travel dates. Aruba: Occidental Grand Aruba 3 Nights All-Inclusive Hotel & Airfare Honeymoon Promotion: Book a Vacation, Get FREE Bottle of Champagne & More! Offer valid select January travel dates. Aruba: Tamarijn Aruba All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Aruba: Divi Aruba All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Honeymoon Promotion: FREE Bottle of Champagne & More! Offer valid select January travel dates. La Romana: Catalonia Gran Dominicus 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. La Romana: Viva Wyndham Dominicus Beach All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Honeymoon Promotion: FREE Upgrade, Bottle of Champagne, Fruit Basket & More! Offer valid select January travel dates. La Romana: Viva Wyndham Dominicus Palace All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Honeymoon Promotion: FREE Upgrade, Bottle of Champagne, Fruit Basket & More! Offer valid select January travel dates. La Romana: Oasis Canoa Resort All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. La Romana: Dreams La Romana Resort & Spa 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. La Romana: Gran Bahia Principe La Romana 3 Nights Hotel & Airfare Offer valid select January travel dates. La Romana: Casa De Campo 3 Nights Hotel & Airfare Up to a $300 resort credit! Offer valid select January travel dates. Montego Bay: Royal Decameron Montego Beach All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Montego Bay: Holiday Inn Resort All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Save up to 50% until December 23rd, save 40% off 2 nights in 2010! Offer valid select January travel dates. Montego Bay: Riu Montego Bay 3 Nights All-Inclusive Hotel & Airfare Stay 3 nights, save up to 30%! Offer valid select January travel dates. Montego Bay: Sunset Beach Resort & Spa All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Montego Bay: Grand Palladium Jamaica Resort & Spa All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Save up to 30%! Offer valid select January travel dates. Nassau: Sandyport Beaches Resort 3 Nights Hotel & Airfare Save 30%! Offer valid select January travel dates. Nassau: Comfort Suites Paradise Island 3 Nights All-Inclusive Hotel & Airfare Stay 3 nights save 30%! Offer valid select January travel dates. Nassau: Paradise Island Harbour Resort All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Nassau: Wyndham Nassau Resort 3 Nights Hotel & Airfare Save up to 50%! Stay 3 Nights, Get 4th Night FREE! $50 Resort Credit! Offer valid select January travel dates. Nassau: Guanahani Village 3 Nights Hotel & Airfare Stay 3 nights, save 30%! Offer valid select January travel dates. Nassau: Sheraton Nassau Beach Resort 3 Nights Hotel & Airfare Stay 3 Nights, Get 4th Night FREE! $100 Resort Credit! Book a Vacation, Get FREE Breakfast! Offer valid select January travel dates. Nassau: Comfort Suites Paradise Island 3 Nights Hotel & Airfare Offer valid select January travel dates. Nassau: Breezes Resort Bahamas All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Nassau: Atlantis Beach Tower 3 Nights Hotel & Airfare Love, Atlantis Style Promotion! Offer valid select January travel dates. Nassau: Riu Palace Paradise Island All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Stay 3 nights, save 30%! Offer valid select January travel dates. Negril: Samsara Resort 3 Nights All-Inclusive Hotel & Airfare Save up to 40%! Offer valid select January travel dates. Negril: Legends Beach Resort 3 Nights All-Inclusive Hotel & Airfare Save up to 40%! Offer valid select January travel dates. Negril: CocoLaPalm Seaside Resort 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Negril: Riu Negril All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Stay 3 nights, save up to 30%! Offer valid select January travel dates. Negril: Idle Awhile Resort 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Negril: Riu Palace Tropical Bay All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Stay 3 nights, save up to 30%! Offer valid select January travel dates. Ocho Rios: Club Ambiance All-Inclusive Adults Only 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Ocho Rios: Paradise Las Palmas Beach Front 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Ocho Rios: Riu Ocho Rios All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Stay 3 nights, save up to 30%! Offer valid select January travel dates. Ocho Rios: Sunset Jamaica Grande All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Puerto Plata: Viva Wyndham Playa Dorado All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Honeymoon Promotion: FREE Upgrade, Bottle of Champagne, Fruit Basket & More! Offer valid select January travel dates. Puerto Plata: Allegro Playa Dorado 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Puerto Plata: Riu Merengue All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Puerto Plata: Casa Marina Beach & Reef Resort All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Stay 2 nights, save up to 35%! Offer valid select January travel dates. Puerto Plata: Riu Bachata All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Stay 3 nights, save up to 25%! Offer valid select January travel dates. Puerto Plata: Barcelo Puerto Plata All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Puerto Plata: Riu Mambo All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Puerto Plata: Grand Oasis Marien Resort All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Stay 4 nights, save 30%! Offer valid select January travel dates. Punta Cana: Riu Taino All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Punta Cana: Grand Paradise Bavaro Beach All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Punta Cana: Occidental Grand Punta Cana 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Punta Cana: Riu Palace Macao All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Stay 2 nights, save up to 35%! Offer valid select January travel dates. Punta Cana: Melia Caribe Tropical All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Punta Cana: Riu Palace Punta Cana All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Stay 2 nights, save up to 38%! Offer valid select January travel dates. Punta Cana: Natura Park Beach Eco Resort & Spa 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Punta Cana: Bavaro Princess All Suites & Resorts All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Punta Cana: Barcelo Punta Cana All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Punta Cana: Grand Oasis Punta Cana All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Stay 4 nights, save 30%! Offer valid select January travel dates. Punta Cana: Dreams Punta Cana 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Punta Cana: Majestic Colonial Punta Cana All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Punta Cana: Majestic Elegance Punta Cana - Luxury All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. Punta Cana: Excellence Punta Cana Luxury Adults Only All-Inclusive 3 Nights All-Inclusive Hotel & Airfare Offer valid select January travel dates. St. Thomas: Bolongo Bay Beach Resort 3 Nights Hotel & Airfare Offer valid select January travel dates. St. Thomas: Antilles Point Pleasant Resort 3 Nights Hotel & Airfare Offer valid select January travel dates. St. Thomas: Wyndham Sugar Bay Resort & Spa 3 Nights Hotel & Airfare Book a Stay in a "Reconnect Package" Category, Get FREE Breakfast and $100 Resort Credit! Offer valid select January travel dates. St. Thomas: Best Western Emerald Beach Resort 3 Nights Hotel & Airfare Offer valid select January travel dates. St. Thomas: Marriott Frenchman's Reef & Morning Star Beach Resort 3 Nights Hotel & Airfare Stay 2 Nights, Get 2nd and 3rd Nights FREE! $100 Food & Beverage Credit! Offer valid select January travel dates. St. Thomas: The Ritz Carlton, St. Thomas 3 Nights Hotel & Airfare Offer valid select January travel dates. Turks & Caicos: Royal West Indies Resort 3 Nights Hotel & Airfare Offer valid select January travel dates.
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