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Caribbean Vacation Packages

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Caribbean Vacation Package Deals

Caribbean Vacation Package Deals

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  • Dreams Cap Cana - All Inclusive

    5 star hotel
    TripAdvisor Traveler Rating
    based on TripAdvisor Reviews
    All-Inclusive
    Dominican Republic, Punta Cana
    Best Priced Departure Dates
    2026: May 1, May 2, May 5, May 7, May 12, May 19, May 21, May 22
    3 Nights Includes Taxes + Fees
    $589 per person
  • TripAdvisor Traveler Rating
    based on TripAdvisor Reviews

    Secrets Baby Beach Aruba - All Inclusive - Adults Only

    5 star hotel
    TripAdvisor Traveler Rating
    based on TripAdvisor Reviews
    All-Inclusive
    Aruba
    Best Priced Departure Dates
    May 8, 2026
    3 Nights Includes Taxes + Fees
    $1,112 per person
  • TripAdvisor Traveler Rating
    based on TripAdvisor Reviews

    Bahia Principe Luxury Ambar - All Inclusive - Adults Only

    5 star hotel
    TripAdvisor Traveler Rating
    based on TripAdvisor Reviews
    All-Inclusive
    Dominican Republic, Punta Cana
    Best Priced Departure Dates
    2026: May 17, May 21, May 22
    4 Nights Includes Taxes + Fees
    $688 per person
  • TripAdvisor Traveler Rating
    based on TripAdvisor Reviews

    Breathless Punta Cana Resort & Spa - All Inclusive - Adults Only

    5 star hotel
    TripAdvisor Traveler Rating
    based on TripAdvisor Reviews
    All-Inclusive
    Dominican Republic, Punta Cana
    Best Priced Departure Dates
    2026: May 5, May 19
    3 Nights Includes Taxes + Fees
    $663 per person
  • TripAdvisor Traveler Rating
    based on TripAdvisor Reviews

    Dreams Dominicus La Romana - All Inclusive

    5 star hotel
    TripAdvisor Traveler Rating
    based on TripAdvisor Reviews
    All-Inclusive
    Dominican Republic, Punta Cana
    Best Priced Departure Dates
    2026: May 1, May 2, May 12, May 14 - May 22 (Thu, Fri Departures); May 19
    3 Nights Includes Taxes + Fees
    $621 per person
  • Dreams Flora Resort & Spa - All Inclusive

    5 star hotel
    TripAdvisor Traveler Rating
    based on TripAdvisor Reviews
    All-Inclusive
    Dominican Republic, Punta Cana
    Best Priced Departure Dates
    2026: May 12, May 14
    3 Nights Includes Taxes + Fees
    $523 per person
  • Dreams La Romana - All Inclusive

    5 star hotel
    TripAdvisor Traveler Rating
    based on TripAdvisor Reviews
    All-Inclusive
    Dominican Republic, Punta Cana
    Best Priced Departure Dates
    2026: May 12, May 14, May 15, May 19
    3 Nights Includes Taxes + Fees
    $612 per person
  • TripAdvisor Traveler Rating
    based on TripAdvisor Reviews

    Dreams Macao Beach Punta Cana - All Inclusive

    5 star hotel
    TripAdvisor Traveler Rating
    based on TripAdvisor Reviews
    All-Inclusive
    Dominican Republic, Punta Cana
    Best Priced Departure Dates
    Apr 27, 2026
    3 Nights Includes Taxes + Fees
    $573 per person
  • TripAdvisor Traveler Rating
    based on TripAdvisor Reviews

    Dreams Onyx Resort & Spa - All Inclusive

    5 star hotel
    TripAdvisor Traveler Rating
    based on TripAdvisor Reviews
    All-Inclusive
    Dominican Republic, Punta Cana
    Best Priced Departure Dates
    May 5, 2026
    3 Nights Includes Taxes + Fees
    $543 per person
  • Dreams Playa Esmeralda Resort & Spa - All Inclusive

    5 star hotel
    TripAdvisor Traveler Rating
    based on TripAdvisor Reviews
    All-Inclusive
    Dominican Republic, Punta Cana
    Best Priced Departure Dates
    2026: May 12, May 19, May 21, May 22
    3 Nights Includes Taxes + Fees
    $465 per person
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Caribbean Vacation Packages

Ready to plan your Caribbean vacation? Whether you're looking for an island adventure or a secluded retreat on the surrounding mainland, the region has something for everyone, from solo travelers to friends to couples and families. Best of all, arranging an all-inclusive trip to the Caribbean islands can help make the experience more fun and more affordable for everyone. Resorts, meals, entertainment, and even excursions are all covered under one price. There are no surprises and no worries about what the final bill will be!

Featured Caribbean Vacations

  • TripAdvisor Traveler Rating
    based on TripAdvisor Reviews

    Kingston

    Secrets St. James Montego Bay - All Inclusive - Adults Only
  • TripAdvisor Traveler Rating
    based on TripAdvisor Reviews

    Punta Cana

    Riu Palace Punta Cana - All Inclusive
  • TripAdvisor Traveler Rating
    based on TripAdvisor Reviews

    La Romana via Santo Domingo

    Iberostar Selection Hacienda Dominicus - All Inclusive

The Islands of the Caribbean

  • Antigua

    The perfect blend of beaches, restaurants, adventure, and old world charm. Rendezvous Bay offers one of the best beaches in Antigua.
  • Aruba

    This little desert island packs a lot of personality for you and your family. We dare you to run out of things to do.
  • Bahamas

    In this lively area of the Caribbean, every day is a trip to the beach with plenty of attractions and nights on the town.
  • Barbados

    Barbados hosts both British and Caribbean traditions, ranging from afternoon tea and cricket, to scuba and snorkeling on Dottins Reef, and a round of golf on designer oceanside courses. Soak up sun and history.
  • Bermuda

    With 181 islands to explore and a wide variety of attractions and activities, your options are almost limitless. Bermuda is famous for pink-sand beaches like Elbow Beach and Horseshoe Bay.
  • Grand Cayman

    If you love the ocean, the beach, good restaurants, and local attractions, then you’ll adore this island paradise. Stingray City is perfect for family friendly fun.
  • Jamaica

    Reggae music, steel drums, amazing restaurants, beautiful beaches, and local festivals. Who wouldn’t want to vacation in the birthplace of the “no worries” mentality?
  • Puerto Rico

    European charm, Latin flare, stunning attractions, and tropical landscapes - Puerto Rico combines the best of everything.
  • Punta Cana

    Leave your wallet in your room. The luxury of Punta Cana in the Dominican Republic is all-inclusive.
  • St. Kitts

    With so many things to do such as hiking, rock climbing, diving, relaxing on the beach, and enjoying local restaurants, you are sure to discover a unique perspective on culture, nature, and your vacation.
  • St. Lucia

    Highlighted by the Piton Mountains and home to volcanic beaches, St. Lucia is paradise. Mother Nature made this twenty-seven-mile Caribbean island along the Atlantic ocean her masterpiece.
  • St. Maarten (St. Martin)

    This tropical hotspot is bursting with French and Dutch culture, attractions, amazing local restaurants, and pristine beaches along the ocean.
  • Turks & Caicos

    This laid-back string of islands is just a hop, skip, and a jump from the U.S. mainland.
  • U.S. Virgin Islands

    In St. Croix, St. John, and St. Thomas, you will find all the shopping, beaching, snorkeling, dining, and relaxing your family is craving – with all the ease of domestic travel.
FAQ

What is an all-inclusive trip to Caribbean islands? 

An all-inclusive trip to the Caribbean islands can include a flight as well as the hotel stay, or just the hotel — whatever is best for you. Once at an all-inclusive Caribbean resort, indulge in meals, entertainment, and excursions without needing to swipe a card or visit an ATM. You can always add more with special packages or à la carte options during your vacation. 

Where is the cheapest place for all-inclusive Caribbean resorts? 

There are plenty of Caribbean vacation packages for cost-conscious travelers, and being on a budget doesn't mean you have to skimp on comfort. Depending on the season, you can book a three-night stay at an all-inclusive resort in the Dominican Republic for less than $200 per person, including taxes and fees. 

Where is the best place to go for a Caribbean vacation? 

The best place to go for a Caribbean vacation is wherever you want to be and where you feel most comfortable. Some of the most popular destinations are Aruba, the Bahamas, Bermuda, Cancun, Cozumel, the Dominican Republic, Jamaica, Riviera Maya, and the Turks & Caicos.