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Caribbean Vacation Packages

Have a warm beach vacation at any time of year on your choice of lush tropical islands. Snorkel, dive, sail or simply relax and enjoy laid-back island life.

The Caribbean islands offer an amazing choice of beach vacations, high-end shopping and fascinating cultures. Stop in major ports on a luxury cruise or charter a sailboat to hop from one to another of thousands of islands. Sunbathe on vast sandy shores. Scuba and snorkel in clear waters filled with colorful fish. 

Beautiful beaches are common across the region, while art, architecture, cuisine and customs vary from island to island. Appreciate the pleasing mix of cultures of the indigenous island people and descendants of European settlers. 

Aruba, Bonaire and Curaçao off the coast of Venezuela display Dutch influence. Have rijstaffel, a Dutch colonial meal of rice accompanied by 20 to 30 side dishes. Aruba has an unusually dry terrain, with miles of sandy beaches on the northwestern shores. Look for divi divi trees blown to the side in the region’s strong winds. Bonaire’s marine park and donkey sanctuary feature a range of wildlife. On Curacao, swim with dolphins and participate in extreme sports. 

See the colorful buildings in old San Juan and the castles across the U.S. territory of Puerto Rico. St. Thomas of the U.S. Virgin Islands is a popular tour boat stop for buying diamonds and lazing on beaches. Nearby St. John is dominated by the Virgin Islands National Park, on land and in the underwater reefs. Learn about the 2,000 years of human occupants, including native Caribs, in the Salt River Bay National Historical Park on St. Croix.

For many people, Cuba has for decades been a land of mystery under Communist rule. While U.S. residents are not allowed to visit strictly for tourism, licensed visits can be arranged for various purposes. While here, see the cathedrals, squares and museums of Old Havana and visit exceptional beaches.

View the tropical plants in Hunte’s Gardens on Barbados. Dive and sample rum at a distillery on the Cayman Islands. Observe waterfalls and wildlife in the Dominican Republic. On the western side of the island, explore the Citadelle of Haiti. Golf, ride a bobsled and listen to steel drum music on Jamaica. Learn about Christopher Columbus and the native Arawaks while visiting the more than 700 islands of the Bahamas

Most important of all, enjoy beach after beach after beach in the Caribbean region.


Top Hotel Deals

See all Hotels near Caribbean
Riu Palace Aruba All Inclusive

Riu Palace Aruba All Inclusive

J.E. Irausquin Blvd 79, Noord
4.2
of 5, from 1,497 reviews
4.5 out of 5.0

Nestled on the beach, this Noord resort is within a 10-minute walk of Old Windmill, Butterfly Farm and Omnibus Tennis. Bubali Bird Sanctuary and Paseo Herencia Shopping Mall are also within 15 minutes.

Hotel Plaza De Armas Old San Juan

Hotel Plaza De Armas Old San Juan

Viejo San Juan, San Jose St, 202, San Juan
3.5
of 5, from 1,099 reviews
2.5 out of 5.0

Located in Old San Juan, this hotel is within a 10-minute walk of Museo del Nino's, Plaza de Armas and Museum of the Americas. Museo de Casa Blanca is 0.3 mi (0.5 km) away.

Holiday Inn Express San Juan Condado

Holiday Inn Express San Juan Condado

1 Mariano Ramirez Bages, San Juan
3.9
of 5, from 689 reviews
3.5 out of 5.0

Located in Condado, this hotel is 0.1 mi (0.1 km) from Parque La Ventana al Mar and within 3 miles (5 km) of Puerto Rico Convention Center and Jose Miguel Agrelot Coliseum. Castillo de San Cristobal is 2.8 mi (4.4 km) away.

€246
The Jamaica Pegasus Hotel

The Jamaica Pegasus Hotel

81 Knutsford Boulevard, Kingston
3.6
of 5, from 305 reviews
4.0 out of 5.0

This family-friendly Kingston resort is located near the airport, within 2 mi (3 km) of Emancipation Park, National Stadium and National Heroes Park. Bob Marley Museum is 1.6 mi (2.6 km) away.

Windward Passage Hotel

Windward Passage Hotel

Veterans Drive Charlotte Amali, St. Thomas
3.2
of 5, from 1,539 reviews
3.5 out of 5.0

Located in Charlotte Amalie, this hotel is within a 10-minute walk of Magic Ice Gallery, Fort Christian and Emancipation Garden. Blackbeard's Castle and Magens Bay Park are also within 3 miles (5 km).

€134
Renaissance Curacao Resort & Casino

Renaissance Curacao Resort & Casino

Baden Powelweg 1, Willemstad
4.4
of 5, from 835 reviews
4.5 out of 5.0

Located in Otrabanda, this beachfront resort is in the city centre, just steps away from Renaissance Shopping Mall and Rif Fort. Queen Emma Bridge and Museum Kura Hulanda are also within 10 minutes.

Rooms on the Beach Ocho Rios

Rooms on the Beach Ocho Rios

Main Street Ocho Rios, Ocho Rios
3.3
of 5, from 419 reviews
3.0 out of 5.0

Located in Ocho Rios, this beachfront hotel is connected to a shopping centre, just steps away from Ocho Rios Craft Park and Turtle Beach. Dunn's River Falls and Dolphin Cove are also within 3 miles (5 km).

€352
San Juan Marriott Resort and Stellaris Casino

San Juan Marriott Resort and Stellaris Casino

1309 Ashford Avenue, San Juan
4.4
of 5, from 4,481 reviews
5.0 out of 5.0

Nestled on the beach, this Condado resort is within 3 mi (5 km) of Plaza Antonia Quinones, Puerto Rico Convention Center and Jose Miguel Agrelot Coliseum. Castillo de San Cristobal is 3.1 mi (5 km) away.

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