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.
  • Jan 24 - Jan 31

    Ocean El Faro Resort - All Inclusive + Flight

    Uvero Alto
    6 nights
    5.0 star property
    8.4/10 - Very good (4,347 reviews)
    "We had an amazing time at Ocean El Faro! It was such a lovely family getaway, and we came home with wonderful memories. We enjoyed trying the different restaurants, and the steaks at the steakhouse were definitely our favourite! A special thank you to our butler, Hector, for taking care of us throughout our stay. He was a huge help with booking our restaurant reservations and was always there whenever we needed assistance. We did encounter a few problems with our room, but we truly appreciated..."
    Reviewed November 7, 2026
    Roundtrip • Hamilton (YHM) - Punta Cana (PUJ)
    YHM - PUJ • 1 stop PUJ - YHM • 1 stop
    CA $3,739
    CA $1,670
    per traveller
    found 1 hour ago
    Ocean El Faro Resort - All Inclusive
  • Jan 31 - Feb 6

    Princess Senses The Mangrove Resort - Luxury Adults Only - All Inclusive + Flight

    Green Island
    6 nights
    5.0 star property
    9.4/10 - Exceptional (1,147 reviews)
    "The best resort we ever stayed at"
    Reviewed November 7, 2026
    Roundtrip • Toronto (YTO) - Montego Bay (MBJ)
    YTZ - MBJ • 1 stop MBJ - YYZ • Nonstop
    CA $5,482
    CA $2,320
    per traveller
    found 2 days ago
    Princess Senses The Mangrove Resort - Luxury Adults Only - All Inclusive
  • Jan 9 - Jan 16

    Majestic Mirage Punta Cana, All Suite Resort - All Inclusive + Flight

    Bávaro
    6 nights
    5.0 star property
    9.2/10 - Wonderful (6,587 reviews)
    Roundtrip • Hamilton (YHM) - Punta Cana (PUJ)
    YHM - PUJ • 1 stop PUJ - YHM • 1 stop
    CA $5,205
    CA $2,225
    per traveller
    found 1 day ago
    Majestic Mirage Punta Cana, All Suite Resort - All Inclusive
  • Jan 9 - Jan 16

    Ocean Blue & Sand Beach Resort - All Inclusive + Flight

    Bávaro
    6 nights
    4.5 star property
    8.6/10 - Excellent (6,269 reviews)
    Roundtrip • Hamilton (YHM) - Punta Cana (PUJ)
    YHM - PUJ • 1 stop PUJ - YHM • 1 stop
    CA $4,278
    CA $1,858
    per traveller
    found 2 days ago
    Ocean Blue & Sand Beach Resort - All Inclusive
  • Jan 9 - Jan 16

    Majestic Colonial Punta Cana - All Inclusive + Flight

    Bávaro
    6 nights
    4.0 star property
    9.0/10 - Wonderful (5,687 reviews)
    Roundtrip • Hamilton (YHM) - Punta Cana (PUJ)
    YHM - PUJ • 1 stop PUJ - YHM • 1 stop
    CA $4,082
    CA $1,825
    per traveller
    found 2 days ago
    Majestic Colonial Punta Cana - All Inclusive

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.

Plan the perfect family-friendly vacation in Caribbean with Expedia

What are some benefits of booking a family-friendly vacation?

Whether it's luxurious or cheap, family vacations in Caribbean are among the most memorable experiences you'll ever have with your family. It can be a great way to bond and explore new destinations with the people you love most. Plus, it's easy to keep an eye on your little ones without having to worry about how they are with a sitter back home. You may even meet some other families and establish long-lasting friendships.

How can I find the best family-friendly vacations?

Using search filters makes finding the perfect family-friendly vacation easy. You can implement the search filter for family-friendly accommodations specifically, but that's just the beginning. You'll also find search filters for price range along with the desired number of bedrooms, so you can ensure you have enough space for everyone you want to bring to Caribbean.

Are there cheap family vacations to Caribbean?

Price varies quite a bit, ranging from CA $1,670 to CA $2,320. The price you'll be paying depends on a variety of factors, and you can filter for them all. You can implement a filter for your budget limitations and also remove any 4- and 5-star stays from your search. You can even filter by accommodation type, which can present you with cheap alternatives to what is typically considered standard.

When should I book family-friendly vacation packages?

The right time to book family-friendly vacation packages in Caribbean depends on what you're looking for. If you're looking to save, booking during least popular month tends to be cheaper compared to the rest of the year, though that's not always a guarantee. Keep in mind that the off-season and the busy season differ from place to place, with family-friendly vacations in Canada being very different compared to options in France and Spain, for example.

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

Yes, you'll find plenty of all-inclusive family vacation packages for Caribbean. To see what's available, just select the all-inclusive filter on your search.

How can I book the best family activity vacation?

If you're looking to make the most out of the available activities in Caribbean, you'll need to consider what your family likes to do. Cater your itinerary to your family's interests, and you'll create memories that you and your kids will hold on to for the rest of your lives whether it's family ski vacations in Caribbean or something a bit more relaxed.

Can I find luxury family vacations in Caribbean?

If you're looking for a luxury family vacation to Caribbean, you can use search filters to find the best options available. Activate the filter for 5-star packages to only see the best of the best. Plus, you'll find a range of first-class flights available to make even the journey there top-of-the-line.

How can I search for family vacation deals?

Finding deals is easy when you take advantage of the array of available search filters. You can set budget limitations and remove 4- and 5-star options from your search. If you don't want to miss out on your favourite amenities, however, you can consider travelling during , which often have lower prices because of the off-season in Caribbean.

Can I book a family vacation package that is fully refundable?

If you're looking for a fully refundable reservation, you won't have to look far on Expedia. Quite a few properties in Caribbean are fully refundable. You can search for this feature, but always make sure to check the specific property's policies and requirements before booking.

Why should I book my family trip with Expedia?

When you book with Expedia, you can book your accommodation and your flight together, with some discounts available for doing both at once. Additionally, you may be able to enjoy special discounts with Expedia Rewards that will earn you points you can then put toward discounts for subsequent bookings.