Deals on vacations and trips to Caribbean Islands

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Caribbean Islands flight + hotel vacation packages

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Sea Palace by Capital Vacations
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort
Princess Heights Luxury Boutique Condo Hotel
Divi Little Bay Beach Resort

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Top reasons for your vacation to Caribbean Islands

  • Breathtaking Beaches: The Caribbean Islands boast some of the most breathtaking beaches in the world, with pristine white sands, turquoise waters, and palm-fringed shores.
  • Vibrant Local Culture: Immerse yourself in the vibrant local culture of the Caribbean Islands as you explore colorful towns, participate in traditional festivities, and learn about the rich history and customs of the region.
  • Exciting Excursions: Embark on exciting excursions in the Caribbean Islands, whether it's snorkeling in crystal clear waters, exploring fascinating Mayan ruins, or indulging in thrilling water sports like jet skiing and parasailing.
  • Beautiful Resorts: Discover the beautiful resorts of the Caribbean Islands, such as Punta Cana, where you can relax in luxurious accommodations, enjoy world-class amenities, and soak up the sun by the pool or on the private beaches.
  • Fun-filled Activities: Experience a wide range of fun-filled activities in the Caribbean Islands, from island hopping adventures and sightseeing tours to lively pool parties and engaging in local attractions like Grand Cayman and Ocho Rios.

Explore the best activities and sights in Caribbean Islands

Planning a culture vacation to the Caribbean Islands? Get ready for an unforgettable experience filled with beachside relaxation, island hopping excursions, and a rich local culture. With its close proximity to the sea and tropical landscapes, the Caribbean Islands offer a variety of family-friendly activities. Engage in destination activities, take tours and sightseeing trips, or explore the fascinating Mayan ruins. Don't miss out on the local attractions in Grand Cayman and Ocho Rios, where you can immerse yourself in the vibrant culture. And if you're looking for some fun, join the lively pool parties that are popular in the area.

  1. Playa Dorada: This stunning beach destination offers a picturesque setting for a beach experience. With its crystal-clear turquoise waters and powdery white sand, Playa Dorada is a paradise for sunbathers and swimmers. The beach is lined with palm trees, providing the perfect spot for relaxation and shade. Enjoy the gentle sea breeze as you soak up the sun or take a leisurely stroll along the shore. Playa Dorada is the ideal destination for beach lovers, offering a serene and tranquil atmosphere.
  2. Assembly Hall of Jehovah's Witnesses: This temple is a cultural hotspot that offers a unique blend of history and modern amenities. Immerse yourself in the friendly atmosphere as you explore the various dining and shopping options. The temple's proximity to the sea provides breathtaking views, allowing visitors to experience the beauty of the Caribbean while enjoying a peaceful environment. The historical significance of the temple adds to its charm, making it a must-visit for history enthusiasts. Whether you're looking to relax, dine, or explore, the Assembly Hall of Jehovah's Witnesses offers a diverse range of experiences.
  3. Cayo Levantado: This secluded island paradise is the perfect destination for outdoor and beach experiences. Surrounded by stunning islands, Cayo Levantado offers a sense of luxury and romance. Relax on the pristine beaches and take a dip in the crystal-clear waters for a refreshing swimming experience. Indulge in fine dining options or enjoy entertainment and recreation activities. The island's seclusion provides a sense of tranquility and serenity, making it an ideal spot for couples looking for a romantic getaway. Cayo Levantado is a hidden gem, offering a unique combination of natural beauty and luxury amenities.

Where to stay in Caribbean Islands

Get ready for a cultural vacation like no other in the Caribbean Islands. With its stunning beaches and close proximity to Central America, you and your family are in for a treat. Immerse yourselves in the vibrant local culture as you explore the colorful towns and take part in traditional festivities. Don't miss the chance to visit Punta Cana, known for its beautiful resorts and exciting excursions. Whether you're snorkeling in crystal clear waters or enjoying breathtaking sunsets, the Caribbean Islands offer a perfect blend of relaxation and adventure for your family vacation.

  1. Bonao: Bonao is a popular city located 28.6 miles away from the Caribbean Islands. This region offers a unique experience with its secluded camping spots, horseback riding trails, stunning waterfalls, and swimming opportunities. Families can also enjoy various recreational activities such as hiking and exploring the beautiful mountains. Bonao is known for its natural parks and monuments, providing a rich cultural experience for visitors. With its serene atmosphere and breathtaking landscapes, Bonao is an ideal destination for a culture vacation with your family.
  2. Bani: Bani is a popular city located 16.6 miles away from the Caribbean Islands. This region is known for its vibrant culture and friendly locals. Families can immerse themselves in the local affinities by exploring the city's historic landmarks and enjoying traditional delicacies. Bani also offers a picturesque atmosphere, making it a great place for leisurely walks and enjoying the local scenery. With its charming markets and cultural heritage, Bani provides a unique cultural experience for families on a vacation.
  3. San Jose de Ocoa: San Jose de Ocoa is a popular city located 7.1 miles away from the Caribbean Islands. This region offers a tranquil and laid-back atmosphere, perfect for a relaxing family vacation. Families can explore the local culture and interact with friendly locals. San Jose de Ocoa is also known for its natural beauty, with stunning landscapes and picturesque surroundings. Visitors can enjoy outdoor activities such as hiking and nature walks. With its peaceful atmosphere and natural charm, San Jose de Ocoa is worth visiting for a culture vacation with your family.

Best times to go to Caribbean Islands

Caribbean Islands has something in store for you whenever you visit. November is the coldest month of the year, while September is hottest, with average temperatures up to 82.9 degrees Fahrenheit. The wettest month in Caribbean Islands is September, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January79.3°F (26.3°C)No Rain (Dry)Mostly Sunny
February78.8°F (26.0°C)No Rain (Dry)Mostly Sunny
March79.2°F (26.2°C)No Rain (Dry)Mostly Sunny
April80.1°F (26.7°C)Light RainMostly Sunny
May80.4°F (26.9°C)Light RainMostly Sunny
June81.7°F (27.6°C)Light RainMostly Sunny
July82.2°F (27.9°C)Light RainMostly Sunny
August82.8°F (28.2°C)Light RainMostly Sunny
September82.9°F (28.3°C)Light RainMostly Sunny
October82.6°F (28.1°C)Light RainMostly Sunny
November78.3°F (25.7°C)Light RainMostly Sunny
December79.5°F (26.4°C)No Rain (Dry)Mostly Sunny

Food and dining in Caribbean Islands

When visiting the Caribbean Islands, you'll be in for a treat when it comes to local cuisine. One highly popular restaurant you must try is La Cueva Del Mar on Calle Loiza. Known for its seafood, this restaurant is highly rated and a favorite among locals and travelers alike. Another option is Hacienda "La Tormenta," which offers a buffet and is also highly rated. If you're in the mood for Mediterranean Italian cuisine, Gianni's Ristorante is a must-visit. Whether you're looking for restaurant reservations, international cuisine, island fare, a tequila bar, or refreshing coconut water, these restaurants have it all.

How do I find my perfect vacation package with Travelocity?

Ensure your entire crew has an unforgettable time on your upcoming trip. Utilize our user-friendly filters to find a vacation package tailored to your family's needs. Discover destinations that cater to your kids' age groups and accommodations offering additional amenities. Making the right choice can lead to both cost savings and a tantrum-free getaway.

Why should I book with Travelocity?

Conference calls, to-do lists, and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide stress-free travel every time you and your family book with us so that you can spend less time worrying and more time creating cherished memories. To achieve this, we will assist you in finding and planning your perfect trip, along with offering transparent pricing and trustworthy reviews, as well as 24/7 guaranteed customer support before, during, and after your vacation.

How can I save money on my trip to Caribbean Islands?

Save money on your Caribbean vacation by bundling your flights, hotel, and car bookings together for a discounted price. Take advantage of the close proximity to affordable attractions such as beautiful beaches, local island excursions, and breathtaking sunsets. Enjoy the tropical atmosphere, friendly locals, and opportunities for recreation and relaxation. Snorkeling in the crystal-clear waters is a must-do activity that won't break the bank. Make the most of your family trip to the Caribbean Islands while sticking to your budget.

Frequently asked questions

How much are vacation packages to Caribbean Islands?
Travelocity has package deals to Caribbean Islands, as well as flights and hotels, from an impressive $695. With all that extra cash, you could throw in some cool tours or maybe tack on a couple of extra days to your exciting getaway.
Where can I get the best vacation package deals for Caribbean Islands?
There are amazing Caribbean Islands package deals to score with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties around the world? Keep this in mind the next time you’re ready to tick another destination off your travel bucket list.
Why should I purchase my Caribbean Islands vacation package with Travelocity?
Fantastic savings, countless exciting destinations and 24/7 customer service you can rely on — that’s why. And with our Price Match Guarantee, you can rest easy knowing that you’ll always score the best possible deal with Travelocity.
Can I save on my Caribbean Islands car rental if I combine it with a hotel or flight?
Sure can. And our Caribbean Islands vacation packages are the perfect way to do it. With just a few clicks you can save cash and time by combining your bookings. Pick up the keys to your rental car and feel the freedom of the open road. Need to fill your itinerary? Throw some tours or experiences into your package and make savings on those too.
Which airport is best for Caribbean Islands?
The major airport in Caribbean Islands is Las Americas Intl. Airport (SDQ).
What is there to do in Caribbean Islands?
Caribbean Islands boasts hidden gems at every turn, but make sure you plan a trip to Dunn’s River Falls and Dickenson Bay Beach while you’re here. These attractions are a must-see.

Photos of local treasures

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Caribbean Islands
Photo provided by Anguilla Tourist Board
Photo provided by Cayman Islands Department of Tourism
Photo provided by Cayman Islands Department of Tourism
Photo provided by Anguilla Tourist Board