Last-Minute Festive Offers
Reduced rates, FREE nights, resort credits and more

Book by 11/24/19 for travel through 1/5/20

All Deals Include: Round-trip flights, hotel accommodations, taxes and more

Dominican Republic Vacation Package: 3 nights with air from $545
 The white-sand beaches, impressive mountain ranges veined with spectacular rivers and waterfalls, and saltwater lakes teeming with exotic wildlife are just part of the Dominican Republic’s appeal. Whether you’re looking to party, relax or explore, the Dominican Republic has a lot to offer.

Jamaica Vacation Packages: 3 nights with air from $635 

Undeniably unique, discover the natural beauty of Dunn’s River Falls, explore the Blue Mountains or ride a bamboo raft down the Rio Grande.

Bahamas Vacation Packages: 3 nights with air from $735

 To split a geographical hair, The Bahamas is not part of the Caribbean, as many people think. Rather, it is part of the North American plate and is bordered to the east by the Atlantic Ocean and to the west by the Gulf Stream.

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Turks & Caicos Vacation Packages: 3 nights with air from $1,195

 At first glance these oddly named and misshapen islands may not appear to be the prettiest in the Caribbean, covered as they are with cactus and thorny acacia trees. They are, however, fringed with exquisite beaches and several hundred miles of coral reef that keeps the Turks & Caicos on the world’s top 10 dive list.

Saint Lucia Vacation Packages: 3 nights with air from $1,055

 A spate of resort developments on St Lucia has made this high, green island one of the Caribbean’s fashionable destinations, but it’s still a long way from being sanitized and overdeveloped. Bananas are still bigger business than tourism in this archetypal island paradise.

 Aruba Vacation Packages: 3 nights with air from $825

 This speck of an island off the coast of Venezuela has guaranteed sunshine and is blessed with beaches that make you say ‘ahhh’.

Antigua Vacation Packages: 3 nights with air from $959

 Antigua’s tourist office boasts that the island has 365 beaches, ‘one for each day of the year’. It has great reefs and wrecks for diving and snorkeling. On neighboring Barbuda you can track the island’s fabled frigate birds and visit the Caribbean’s largest rookery.

Barbados Vacation Packages: 3 nights with air from $1,175

 All the comforts of home are close at hand as Barbados is one of the most developed islands in the region. Most famous for its endless pink-sand beaches, this charming tropical island offers a peaceful mix of classic calypso rhythms, an island-time vibe, and world-famous rums.

Bermuda Vacation Packages: 3 nights with air from $795

 Think Bermuda and images of tidy pastel cottages, pink-sand beaches, and quintessential British traditions like cricket matches and afternoon tea spring to mind. Here, challenging golf courses, 75 miles of pristine coastline, an incredible coral reef, underground caverns, nature reserves, and historic Hamilton invite endless exploration.

 Curacao Republic Vacation Packages: 3 nights with air from $915

 “Choose your own adventure” perfectly describes life on Curacao. Its ruggedly beautiful landscape provides an endless bounty of fun diversions and Curacao’s historic capital city, Willemstad, is a stunning example of community spirit and architectural restoration.

 Grand Cayman Vacation Packages: 3 nights with air from $845

 Located near the deepest part of the Caribbean sea, south of Cuba and north of Jamaica, the three Cayman Islands are known for snorkeling, scuba diving, and offshore banking.

 Grenada Vacation Packages: 3 nights with air from $1,759

 Experience the natural beauty of Grenada, from its cascading waterfalls to its meandering rivers and silky stretches of white-sand beach.

 Puerto Rico Vacation Packages: 3 nights with air from $679

 Puerto Rico’s tropical climate and variety of land and seascapes make the island a perfect place to get active outdoors. Lovely sandy beaches and protected bays let you indulge in swimming, body surfing, and kayaking just offshore. The lush mountains are great for hiking, birdwatching and relishing the sounds of croaking frogs.

St. Kitts and Nevis Vacation Packages: 4 nights with air from $1,219

St. Kitts and Nevis are alive with nature’s bounty and vibrant wildlife. From the breathtaking National Park and Crater Lake to the magnificent coral beds, myriad species of birds and green vervet monkeys, St. Kitts engages all the senses.

 U.S. Virgin Islands Vacation Packages: 3 nights with air from $2,255

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The laid-back vibe and some of the most magnificent coast on earth provide a taste of paradise and a bit of light relief to millions each year.

St. Martin Vacation Packages

It’s not quite as cosmopolitan as Martinique, nor is it the royalty and rock-star magnet that is chic St Barth – nevertheless, St. Martin has fine French restaurants, European-inspired duty-free shops, and glorious beaches.

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Rates are based on roundtrip air travel from Baltimore (BWI) to Jamaica and Puerto Rico, New York (JFK) to Saint Lucia, Antigua, Barbados, Bermuda, Curacao and Grenada and Miami (MIA) for all other destinations and are per person, based on double occupancy. Advertised vacation rate(s) valid for departures 12/9/19 for Grand Cayman and 12/2/19 for all other destinations. Dominican Republic: Rates do not include a $10 per person Tourist Card fee payable upon arrival in the Dominican Republic.

Caribbean – Last-Minute Festive Offers: Valid on new bookings at participating resorts made 10/28 – 11/24/19 for select travel 10/28/19 – 01/05/20. 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 itineraries 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 the same room as adults using existing bedding. Occupancy limits apply. Where applicable, kids eat free with a full paying adult. Not responsible for errors or omissions. [Pleasant Holidays acts only as an agent for the various travel providers shown above.]