A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

Caribbean Kid friendly Vacations

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Top Kid friendly vacation packages in Caribbean

Price found within the past 48 hours. Click for updated prices.
  • Oct 6 - Oct 11

    Hyatt Vacation Club at Hacienda del Mar, Dorado + Flight

    Sabana
    5 nights
    3.5 star property
    9.4/10 - Exceptional (3,828 reviews)
    "Thank you!"
    Reviewed July 23, 2026
    Roundtrip Tokyo (TYO) - San Juan (SJU)
    HND - SJU1 stop SJU - HND2 stops
    ¥421,630
    ¥399,643
    per traveler
    found 15 hours ago
    Hyatt Vacation Club at Hacienda del Mar, Dorado
  • Oct 6 - Oct 11

    Wyndham Grand Rio Mar Rainforest Beach and Golf Resort + Flight

    Mameyes II
    5 nights
    5.0 star property
    8.6/10 - Excellent (2,167 reviews)
    Roundtrip Tokyo (TYO) - San Juan (SJU)
    HND - SJU1 stop SJU - HND1 stop
    ¥588,420
    ¥542,976
    per traveler
    found 15 hours ago
    Wyndham Grand Rio Mar Rainforest Beach and Golf Resort
  • Oct 6 - Oct 11

    Hyatt Regency Grand Reserve Puerto Rico + Flight

    Zarzal
    5 nights
    4.0 star property
    9.0/10 - Wonderful (3,117 reviews)
    "It was a beautiful place! Very peaceful and calm, the pool was very nice and relaxing. The private beach access was very convenient and there were no waves so very chill waters. Will definitely stay here again!"
    Reviewed July 23, 2026
    Roundtrip Tokyo (TYO) - San Juan (SJU)
    HND - SJU1 stop SJU - HND1 stop
    ¥684,410
    ¥632,605
    per traveler
    found 15 hours ago
    Hyatt Regency Grand Reserve Puerto Rico
  • Oct 6 - Oct 11

    The Condado Plaza Hotel + Flight

    Condado
    5 nights
    4.0 star property
    8.0/10 - Very Good (2,622 reviews)
    "-"
    Reviewed July 23, 2026
    Roundtrip Tokyo (TYO) - San Juan (SJU)
    HND - SJU1 stop SJU - HND1 stop
    ¥490,188
    ¥467,783
    per traveler
    found 15 hours ago
    The Condado Plaza Hotel
  • Oct 6 - Oct 11

    Embassy Suites by Hilton San Juan Hotel & Casino + Flight

    Isla Verde
    5 nights
    3.5 star property
    9.0/10 - Wonderful (4,794 reviews)
    "Overall nice stay with the family."
    Reviewed July 23, 2026
    Roundtrip Tokyo (TYO) - San Juan (SJU)
    HND - SJU1 stop SJU - HND1 stop
    ¥471,833
    ¥452,738
    per traveler
    found 15 hours ago
    Embassy Suites by Hilton San Juan Hotel & Casino

Discover the most popular places to visit in Caribbean

Top Kid friendly Caribbean Hotels

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.

FAQs: family vacation packages in Caribbean

How can I find the best family vacation packages in Caribbean?

For fam-tastic vacation packages in Caribbean, check the family-friendly filter and add child-charming amenities, like water parks and pools. Read reviews written by other broods to be sure your chosen stay packs plenty of rest and play.

How can I book family-friendly vacations in Caribbean on a budget?

For family- and wallet-friendly trips, filter your search results by budget. You can also sort by price. When bringing the whole brigade on a budget, consider staying in low season or outside the city or. To save more coin, accommodation with a kitchen can be your friend—a bowl of pasta at home is always cheaper than feeding the team at a restaurant.

What does a family trip to Caribbean cost?

You could book your amazing family trip to Caribbean just ¥399,642. But with so many brilliant breaks on offer, there’s something for every wallet. Prices and availability are subject to change. Additional terms may apply.

Can I book an all-inclusive Caribbean family vacation package?

Check the all-inclusive filter for an all-you-could-ever-wish-for family vacay. Click more of your favorite filters for even more extravagance. Perhaps an ocean view, spa, or hot tub. Maybe a water park, epic kids club, or activities galore.

How can I plan a fun family vacation in Caribbean?

Search for stays with kid-satisfying extras, like water parks, and teenage-friendly free Wi-Fi, so they can post about all their vacation adventures for all their buddies back home. Book up local attractions, excursions, and experiences—and they might even put their phone down for a few minutes.

How can I find Caribbean family vacation deals?

Delightful deals often dwell outside high season, so move your travel dates around for top deals. You can also book up a little away from the major Caribbean landmarks to save cash. Whenever you wish to travel, sort your search results by deals for the most brilliant bargains.

Can I book a Caribbean family vacation package with free cancellation and/or flexible dates?

Free cancellation makes for a hassle-free family vacation. Filter by payment option to find fully flexible trips, including buy now, pay later options.

Why should I book my Caribbean family trip with Expedia?

You can easily find fun for all the family with the super-handy filters. It’s easy to build your dream kid-friendly vacation in just a few clicks. And you can bundle your accommodation, airfare, and car rental in just a few more.

What are some of the best things to do in the Caribbean for budget travelers?

The Caribbean is much more than a luxury getaway experience. If you want to plan one of the best Caribbean vacations for cheap, make the most of self-guided street food tours and sample local delicacies such as Barbados' cou-cou and flying fish and Antigua's bread pudding. For a very modest entry fee, hike through tropical forests and cloud-capped mountains in Jamaica's Blue and John Crow Mountains National Park. And of course, enjoy a bounty of free beaches and the always stunning spectacle of the sun going down over the horizon.