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Home > Hotel Deals > Hotel Packages > Best Caribbean Vacations & Packages

Best Caribbean Vacations & Packages

Enjoy the best Caribbean vacation any time of the year.

What better place to enjoy the perfect vacation than the Caribbean Islands? Indulge yourself with the best Caribbean vacation and look for our Holiday Inn Express Hotels in some of the best destinations in the world. Surround yourself with white sand beaches and fun-filled island entertainment and stay in our hotels to enjoy inclusive breakfast and the warm familiar service of our Holiday Inn brands while you take advantage of the best local events for this season.

InterContinental San Juan

The beachfront InterContinental San Juan is a great setting for both business and pleasure and is located on the best sparkling beach in San Juan. Enjoy perfect weather, sizzling nightlife entertainment in addition to luxurious accommodations.

San Juan Family Beach Vacation Package Link will open in new browser window.
San Juan Breakfast 4 a Penny Package

Holiday Inn Aruba-Beach Resort & Casino
The beachfront Holiday Inn Resort Aruba offers the best location on Palm Beach with non-stop entertainment, great dining and well appointed guestrooms.

Aruba All Inclusive Vacation Package Link will open in new browser window.
Aruba Family Vacation Package

Holiday Inn Sunspree Montego Bay

The beachfront, all inclusive Holiday Inn SunSpree Resort Montego Bay offers the perfect getaway for couples, singles and families. Enjoy water sports, delicious dining, Spa and well appointed accommodations.

Montego Bay All-Inclusive Fun & Savings Package Link will open in new browser window.
Book a Jamaica vacation & earn 1,000 Points

Presidente InterContinental Cancun Resort

Ideally situated just a few steps from the sea, the Presidente InterContinental Cancun Resort offers a unique Caribbean experience. Renowned for its white sand beach it is considered the widest, safest and simply the best beach in Cancun by locals and guests alike.

Cancun Best Flex Rate and Breakfast Package Link will open in new browser window.

Holiday Inn Mayaguez & Tropical Casino

Visit Mayaguez for an authentic tropical island vacation. Surround yourself with the most exotic beaches in Puerto Rico and walk around Plaza Colon, the most beautiful square in the city.

Book a Mayaguez vacation & earn 1,000 Points per night! Link will open in new browser window.
Book Early & Save with Breakfast Package

InterContinental V Centenario Santo Domingo

Treat yourself with an ocean view and relax at our luxurious Santo Domingo hotel. Spend your Caribbean vacation in Santo Domingo to feel the warmth of its people and to enjoy their year-long celebrations.

Santo Domingo Romantic Escape Package Link will open in new browser window.
Santo Domingo Leisure Escape Package

Holiday Inn Express Trincity Trinidad Airport

Our Trinidad hotel offers a convenient location near Piarco International Airport and Trincity Mall. Take advantage of our Caribbean vacation packages and stay near Trinidad’s famous Carnival celebrations.

1,000 Bonus Point Package: 1,000 Bonus Points for Every Night Link will open in new browser window.

Holiday Inn Cartagena

Our beautiful and modern Cartagena hotel offers a spectacular view to the Cienaga de la Virgen and direct access to the beach. We are exclusively located only 5 minutes from the airport and only 10 minutes from the renowned Historical City.

Weekend Family Package Link will open in new browser window.
Explore Cartagena de Indias Hotel Package

Holiday Inn Ponce & Tropical Casino

Check out the beautiful Caribbean ocean view at our Holiday Inn Ponce hotel. Visit this charming colonial town where Puerto Rico’s traditional carnival takes place.

Ponce Best Flex Rate and Breakfast Package Link will open in new browser window.
Book a Ponce vacation & earn 1,000 Points

Holiday Inn Santo Domingo

Our Santo Domingo hotel is located near most attractions and exclusive places in town. Take advantage of our Caribbean Vacation packages and learn to party the Dominican way at the island’s multiple dance festivals.

Book a Santo Domingo vacation & earn 1,000 Points Link will open in new browser window.
Book Early & Save with Breakfast Package

Presidente InterContinental Cozumel Resort Spa

Visit our luxurious resort for the ultimate Caribbean vacation. Set on half mile of white, sandy beach and just steps from the world’s second largest coral reef and clear water, our hotel exudes an atmosphere of calm, tranquility and elegance.

Cozumel Best Flex Rate and Breakfast Package Link will open in new browser window.
Book a Cozumel vacation & earn Double Points & additional benefits

Best Caribbean Vacations & Packages

Enjoy the best Caribbean vacation any time of the year.

Book online or call:

1 888 HOLIDAY

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