Caribbean Vacation Packagesfrom $619
If there is one word that describes the Caribbean islands, it is unhurried. Do it all or do nothing; the pace is relaxed. Miles of sun-drenched beaches and amenity-rich resorts invite you to swim, sail, dive, golf or spin the roulette wheel—the options are as diverse as the cultures. Experience Jamaica's rainforests, visit historic sites in Puerto Rico, discover Aruba's tranquil turquoise sea or revel in the Bahamas' exhilarating nightlife, duty-free shopping and gourmet dining. Discover world-class golf courses in the Dominican Republic or the spectacular half-mile peaks of the Pitons in St. Lucia. Pleasant Holidays offers a dream selection of custom vacations suited to every taste among these idyllic islands.
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
Enjoy Caribbean Vacations with the Caribbean at Pleasant Holidays
Founded in 1959, Pleasant Holidays is one of the largest tour operators in the U.S., offering vacation packages, flights, hotels, cruises, car rentals, travel protection and related travel services to the world’s most popular destinations including the Caribbean.
Caribbean - The Best Deals: Valid on new bookings at participating resorts made 7/2 - 7/29/18 for select travel through 12/21/18. 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.