Kid friendly Vacations in St. Thomas and St. John 2026

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Flight and Kid friendly hotel deals in St. Thomas and St. John

Price found within the past 48 hours. Click for updated prices.

The Westin St. Thomas Beach Resort & Spa

CA $1,213

per person

Oct 14 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

8.4/10 Very good! (1,372 reviews)

Great trip! The staff are so helpful and friendly. Melanie, Reese, and Kendra at the Edge Bar are wonderful. My room was clean and cool. Cashless is easy. Definitely going back

Reviewed on Aug 14, 2026

Secret Harbour Beach Resort

CA $3,676

per person

Sep 14 - Sep 21

found 13 hours ago

Roundtrip flight included

Toronto (YYZ) to St. Thomas (STT)

9/10 Wonderful! (1,001 reviews)

Beautiful room. We had an amazing view. The staff was so friendly and always helpful when we needed a taxi. The restaurant onsite was so good and it was convenient to have on the property. The beach at secret harbour was absolutely incredible!

Reviewed on Aug 14, 2026

Point Pleasant Resort

CA $2,769

per person

Sep 14 - Sep 21

found 13 hours ago

Roundtrip flight included

Toronto (YYZ) to St. Thomas (STT)

8.6/10 Excellent! (1,001 reviews)

The Westin St. John Resort Villas

CA $3,216

per person

Oct 21 - Oct 27

found 1 hour ago

Roundtrip flight included

Montreal (YUL) to St. Thomas (STT)

8.4/10 Very good! (499 reviews)

The property is beautiful and well kept. The service was altogether very slow but very friendly. Just be prepared for waiting for food on property. The room was amazing but had to call a couple times to get it cleaned. All in all would totally recommend and would go back again.

Reviewed on Aug 14, 2026

Marriott's Frenchman's Cove

CA $3,826

per person

Sep 14 - Sep 21

found 13 hours ago

Roundtrip flight included

Toronto (YYZ) to St. Thomas (STT)

9/10 Wonderful! (204 reviews)

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5* Kid friendly holidays in St. Thomas and St. John

Price found within the past 48 hours. Click for updated prices.

The Ritz-Carlton, St. Thomas

CA $3,155

per person

Oct 15 - Oct 20

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

8.4/10 Very good! (486 reviews)

Really enjoyed our stay. The beach was clean, staff was friendly. Utilize the golf carts to get around the property or get your steps in! The lady LINDSEY will pick you up on the beach or other private charters. Our goal was to roam the island and dine at different restaurants, we took advantage of all of the restaurants on property. The coffee shop was easy for a quick breakfast. I would recommend bringing your own yeti or purchasing one in the coffee shop to prevent your drinks from melting so fast. I loved hanging out under the tree. And don’t forget to use the pool and beach near Coconut Cove restaurant/ resident side

Reviewed on Aug 9, 2026

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3 Night Kid friendly holidays in St. Thomas and St. John

Price found within the past 48 hours. Click for updated prices.

The Westin St. Thomas Beach Resort & Spa

CA $1,898

per person

Sep 28 - Oct 1

found 18 hours ago

Roundtrip flight included

Toronto (YTO) to St. Thomas (STT)

8.4/10 Very good! (1,372 reviews)

Great trip! The staff are so helpful and friendly. Melanie, Reese, and Kendra at the Edge Bar are wonderful. My room was clean and cool. Cashless is easy. Definitely going back

Reviewed on Aug 14, 2026

Secret Harbour Beach Resort

CA $2,364

per person

Sep 28 - Oct 1

found 18 hours ago

Roundtrip flight included

Toronto (YTO) to St. Thomas (STT)

9/10 Wonderful! (1,001 reviews)

Reviewed on Aug 14, 2026

The Ritz-Carlton, St. Thomas

CA $2,368

per person

Sep 28 - Oct 1

found 18 hours ago

Roundtrip flight included

Toronto (YTO) to St. Thomas (STT)

8.4/10 Very good! (486 reviews)

Reviewed on Aug 9, 2026

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4 Night Kid friendly holidays in St. Thomas and St. John

Price found within the past 48 hours. Click for updated prices.

Windward Passage Hotel

CA $1,247

per person

Oct 26 - Oct 30

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

7.2/10 Good! (1,486 reviews)

The Westin St. Thomas Beach Resort & Spa

CA $1,946

per person

Oct 26 - Oct 30

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

8.4/10 Very good! (1,372 reviews)

Great trip! The staff are so helpful and friendly. Melanie, Reese, and Kendra at the Edge Bar are wonderful. My room was clean and cool. Cashless is easy. Definitely going back

Reviewed on Aug 14, 2026

Secret Harbour Beach Resort

CA $2,329

per person

Oct 26 - Oct 30

found 24 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to St. Thomas (STT)

9/10 Wonderful! (1,001 reviews)

Reviewed on Aug 14, 2026

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

Whether it's luxurious or cheap, family vacations in St. Thomas and St. John 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 St. Thomas and St. John.

Are there cheap family vacations to St. Thomas and St. John?

Price varies quite a bit, ranging from to . 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 St. Thomas and St. John 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 St. Thomas and St. John?

Yes, you'll find plenty of all-inclusive family vacation packages for St. Thomas and St. John. 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 St. Thomas and St. John, 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 St. Thomas and St. John or something a bit more relaxed.

Can I find luxury family vacations in St. Thomas and St. John?

If you're looking for a luxury family vacation to St. Thomas and St. John, 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 St. Thomas and St. John.

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 St. Thomas and St. John 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.

Kid friendly Hotels in St. Thomas and St. John

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe St. Thomas St. Thomas

11 min drive from Sapphire Beach

Book a stay at this luxury resort in St. Thomas. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean ...

8.4/10 Very good! (1,386 reviews)

"Great trip! The staff are so helpful and friendly. Melanie, Reese, and Kendra at the Edge Bar are wonderful. My room was clean and cool. Cashless is easy. Definitely going back"

Reviewed on Aug 14, 2026

Sugar Bay Resort and Spa

6500 Estate Smith Bay St. Thomas St. Thomas

20 min walk from Sapphire Beach

Book a stay at this luxury hotel in St. Thomas. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Sapphire Beach and Magens Bay Beach are ...

7.2/10 Good! (293 reviews)

not happy

"its not full inclusive no vip room no café for expresso less everything no wet bar in room no room service we didn't have tissue in room I could keep going but the employees awesome the place awesome the bed awesome all inclusive NOT AWESOME"

Reviewed on Sep 15, 2017

Windward Passage Hotel

Veterans Drive Charlotte Amali St. Thomas St. Thomas

13 min drive from Sapphire Beach

Stay at this hotel in St. Thomas. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...

See all 3,755 properties in St. Thomas and St. John

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.