Lesser Antilles Kid friendly Vacations 2026

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Top Kid friendly vacation packages in Lesser Antilles

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

Simpson Bay Resort, Marina & Spa

Pelican Key

Save 100% on your flight

$462

per person

Oct 5 - Oct 8

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Philipsburg (SXM)

9/10 Wonderful! (1,987 reviews)

Great stay. Beach was nearby, food was good. Nearby clubs.

Reviewed on Sep 4, 2026

The Verandah Antigua - All Inclusive - Adults Only

Save 100% on your flight

$1,462

per person

Oct 6 - Oct 10

found 4 hours ago

Roundtrip non-stop flight included

Washington (DCA) to St. John's (ANU)

8.6/10 Excellent! (640 reviews)

Everything was great. The staff was friendly and helpful. Just had a great time and loved everyone.

Reviewed on Sep 3, 2026

The Villas at Simpson Bay Resort

Pelican Key

$895

per person

Nov 5 - Nov 8

found 22 hours ago

Roundtrip flight included

Atlanta (ATL) to Philipsburg (SXM)

9.2/10 Wonderful! (1,525 reviews)

St. James's Club Antigua - All Inclusive

Save 100% on your flight

$1,070

per person

Oct 5 - Oct 8

found 11 hours ago

Roundtrip non-stop flight included

Orlando (MCO) to St. John's (ANU)

8.2/10 Very Good! (829 reviews)

It would have been better if the night life was later. 11:00 pm everything is closed. I booked because i saw that they have a night club but there was no club .

Reviewed on Sep 4, 2026

Sonesta Maho Beach All Inclusive Resort Casino & Spa

$1,215

per person

Oct 5 - Oct 10

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)

8/10 Very Good! (3,177 reviews)

Everything was amazing. It’s just that the rooms were a little hot or I’m not entire shift. AC wasn’t working, but besides that everyone is very sweet and kind and I enjoyed my stay would recommend going to again and will come back with family.

Reviewed on Sep 4, 2026

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See all available trips from Columbus to Lesser Antilles

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5* Kid friendly vacations in Lesser Antilles

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

The Ritz-Carlton, St. Thomas

$1,805

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to St. Thomas (STT)

8.4/10 Very Good! (492 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Lesser Antilles

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3 Night Kid friendly vacations in Lesser Antilles

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

Simpson Bay Resort, Marina & Spa

Pelican Key

Save 100% on your flight

$462

per person

Oct 5 - Oct 8

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Philipsburg (SXM)

9/10 Wonderful! (1,987 reviews)

Great stay. Beach was nearby, food was good. Nearby clubs.

Reviewed on Sep 4, 2026

The Verandah Antigua - All Inclusive - Adults Only

Save 100% on your flight

$1,302

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

New York (JFK) to St. John's (ANU)

8.6/10 Excellent! (640 reviews)

Everything was great. The staff was friendly and helpful. Just had a great time and loved everyone.

Reviewed on Sep 3, 2026

The Villas at Simpson Bay Resort

Pelican Key

$895

per person

Nov 5 - Nov 8

found 22 hours ago

Roundtrip flight included

Atlanta (ATL) to Philipsburg (SXM)

9.2/10 Wonderful! (1,525 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Lesser Antilles

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4 Night Kid friendly vacations in Lesser Antilles

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

Simpson Bay Resort, Marina & Spa

Pelican Key

Save 100% on your flight

$840

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Philipsburg (SXM)

9/10 Wonderful! (1,987 reviews)

Great stay. Beach was nearby, food was good. Nearby clubs.

Reviewed on Sep 4, 2026

The Villas at Simpson Bay Resort

Pelican Key

Save 100% on your flight

$842

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Philipsburg (SXM)

9.2/10 Wonderful! (1,525 reviews)

The Verandah Antigua - All Inclusive - Adults Only

Save 100% on your flight

$1,381

per person

Nov 5 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to St. John's (ANU)

8.6/10 Excellent! (640 reviews)

Everything was great. The staff was friendly and helpful. Just had a great time and loved everyone.

Reviewed on Sep 3, 2026

Don't see what you're looking for?

See all available trips from Columbus to Lesser Antilles

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How can I find the best family vacation packages in Lesser Antilles?

For fam-tastic vacation packages in Lesser Antilles, 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 Lesser Antilles 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 Lesser Antilles cost?

You could book your amazing family trip to Lesser Antilles just $462. 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.

When is the best time of year for family vacations to Lesser Antilles?

If you’re crowd-cautious, the quieter months of are positively perfect in Lesser Antilles. But it’s if you’d rather mingle with the masses. Match your wardrobe to the weather and it’s always a wonderful time to visit Lesser Antilles.

Can I book an all-inclusive Lesser Antilles 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 Lesser Antilles?

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 Lesser Antilles 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 Lesser Antilles landmarks to save cash. Whenever you wish to travel, sort your search results by deals for the most brilliant bargains.

Can I book a Lesser Antilles 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 Lesser Antilles 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.

Top Kid friendly Lesser Antilles Hotels

The Westin St. Thomas Beach Resort & Spa

5 Estate Bakkeroe St. Thomas St. Thomas

4 hours drive from Oyster Bay Marina

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 ...

Hilton Vacation Club Royal Palm St. Maarten

115 Welfare Road Simpson Bay

10 min drive from Oyster Bay Marina

Book a stay at this beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay

10 min drive from Oyster Bay Marina

Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...

9/10 Wonderful! (1,992 reviews)

Families like: Outdoor pools, kitchen, playground, babysitting

Travelers say...

"Great stay. Beach was nearby, food was good. Nearby clubs."

Reviewed on Sep 4, 2026

See all 15,238 properties in Lesser Antilles

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.