Title: Kid friendly Vacations in Lesser Antilles 2026 | Expedia.ca ![](https://images.trvl-media.com/place/3000655870/4e44b64c-f868-42db-a6b5-d230f6850ee4.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Lesser Antilles Kid friendly Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Flight and Kid friendly hotel deals in Lesser Antilles Price found within the past 48 hours. Click for updated prices. ![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Vacation Club Flamingo Beach St. Maarten Pelican Key CA $1,218 per person Mar 26 - Mar 29 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,339 reviews) The room was clean. Devin provided amazing customer service. Reviewed on Jan 23, 2026 ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simpson Bay Resort, Marina & Spa Pelican Key CA $2,168 per person Mar 25 - Apr 1 found 24 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) We never did the breakfast, but we did order a room service pizza couple times which was more affordable than eating at the restaurants nearby. It would be nice if there was music around the pool room service was great. Our rooms were clean zero complaints on that. The roads around the property definitely need work, but overall, we definitely enjoyed our stay. Reviewed on Jan 19, 2026 ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at Simpson Bay Resort Pelican Key CA $1,441 per person Mar 26 - Mar 29 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) Staff and facilities, including dining options all excellent Reviewed on Jan 18, 2026 ![The Verandah Antigua - All Inclusive - Adults Only](https://images.trvl-media.com/lodging/2000000/1670000/1660200/1660198/4279b353_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Verandah Antigua - All Inclusive - Adults Only CA $2,319 per person Apr 16 - Apr 20 found 21 hours ago Roundtrip non-stop flight included Montreal (YUL) to St. John's (ANU) 8.6/10 Excellent! (552 reviews) Rooms were big overall pretty clean. Need more bar staff. Reviewed on Jan 22, 2026 ![St. James's Club Antigua - All Inclusive](https://images.trvl-media.com/lodging/1000000/880000/874200/874142/8aba9268_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### St. James's Club Antigua - All Inclusive CA $2,281 per person Mar 26 - Mar 31 found 5 hours ago Roundtrip flight included Toronto (YYZ) to St. John's (ANU) 8.4/10 Very Good! (766 reviews) Staff was courteous and helpful. Food was good. The rooms were clean but a little dated. More mosquitos than expected but not enough to spoil the trip. Reviewed on Jan 18, 2026 Don't see what you're looking for? See all available trips from Columbus to Lesser Antilles [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-23/2026-03-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Kid friendly holidays in Lesser Antilles Price found within the past 48 hours. Click for updated prices. ![The Ritz-Carlton, St. Thomas](https://images.trvl-media.com/lodging/1000000/330000/329500/329494/e194d77e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Ritz-Carlton, St. Thomas CA $4,377 per person Mar 26 - Mar 30 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to St. Thomas (STT) 8.4/10 Very Good! (434 reviews) We came home one afternoon after being on the Lady Lynsey for the day to find our hotel room ajar. No belongings were disturbed & I'm guessing maybe housekeeping didn't pull the door hard enough to latch it but I would expect less carelessness. Reviewed on Jan 19, 2026 Don't see what you're looking for? See all available trips from Columbus to Lesser Antilles [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-23/2026-03-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Kid friendly holidays in Lesser Antilles Price found within the past 48 hours. Click for updated prices. ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simpson Bay Resort, Marina & Spa Pelican Key CA $1,165 per person Mar 2 - Mar 5 found 5 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) We never did the breakfast, but we did order a room service pizza couple times which was more affordable than eating at the restaurants nearby. It would be nice if there was music around the pool room service was great. Our rooms were clean zero complaints on that. The roads around the property definitely need work, but overall, we definitely enjoyed our stay. Reviewed on Jan 19, 2026 ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at Simpson Bay Resort Pelican Key CA $1,441 per person Mar 26 - Mar 29 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) Staff and facilities, including dining options all excellent Reviewed on Jan 18, 2026 ![St. James's Club Antigua - All Inclusive](https://images.trvl-media.com/lodging/1000000/880000/874200/874142/8aba9268_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### St. James's Club Antigua - All Inclusive CA $1,677 per person Apr 16 - Apr 19 found 4 hours ago Roundtrip flight included Toronto (YTO) to St. John's (ANU) 8.4/10 Very Good! (766 reviews) Staff was courteous and helpful. Food was good. The rooms were clean but a little dated. More mosquitos than expected but not enough to spoil the trip. Reviewed on Jan 18, 2026 Don't see what you're looking for? See all available trips from Columbus to Lesser Antilles [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-23/2026-03-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Kid friendly holidays in Lesser Antilles Price found within the past 48 hours. Click for updated prices. ![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/3eb207bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Princess Heights Luxury Boutique Condo Hotel Oyster Pond CA $1,164 per person Feb 23 - Feb 27 found 24 hours ago Roundtrip non-stop flight included Detroit (DTW) to Philipsburg (SXM) 9.2/10 Wonderful! (973 reviews) The Breakfast was great and fresh but nothing compared to the service that we received from the front desk clerk. A+ From all the hotels i stayed im pleased. Reviewed on Jan 19, 2026 ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simpson Bay Resort, Marina & Spa Pelican Key CA $1,534 per person Apr 2 - Apr 6 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) We never did the breakfast, but we did order a room service pizza couple times which was more affordable than eating at the restaurants nearby. It would be nice if there was music around the pool room service was great. Our rooms were clean zero complaints on that. The roads around the property definitely need work, but overall, we definitely enjoyed our stay. Reviewed on Jan 19, 2026 ![The Verandah Antigua - All Inclusive - Adults Only](https://images.trvl-media.com/lodging/2000000/1670000/1660200/1660198/4279b353_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Verandah Antigua - All Inclusive - Adults Only CA $2,319 per person Apr 16 - Apr 20 found 21 hours ago Roundtrip non-stop flight included Montreal (YUL) to St. John's (ANU) 8.6/10 Excellent! (552 reviews) Rooms were big overall pretty clean. Need more bar staff. Reviewed on Jan 22, 2026 Don't see what you're looking for? See all available trips from Columbus to Lesser Antilles [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-02-23/2026-03-02/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect family-friendly vacation in Lesser Antilles with Expedia #### What are some benefits of booking a family-friendly vacation? Whether it's luxurious or cheap, family vacations in Lesser Antilles 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 Lesser Antilles. #### Are there cheap family vacations to Lesser Antilles? 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 Lesser Antilles 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 Lesser Antilles? Yes, you'll find plenty of all-inclusive family vacation packages for Lesser Antilles. 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 Lesser Antilles, 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 Lesser Antilles or something a bit more relaxed. #### Can I find luxury family vacations in Lesser Antilles? If you're looking for a luxury family vacation to Lesser Antilles, 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 Lesser Antilles. #### 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 Lesser Antilles 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 Lesser Antilles ![The Westin St. Thomas Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/170000/162200/162117/adea4f9b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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 ... 8.2/10 Very Good! (1,038 reviews) The atmosphere and amenities, the location and the views are breathtaking. It is a wonderful place to visit for a getaway. Reviewed on Jan 18, 2026 [](https://expedia.ca/St-Thomas-Hotels-Marriott-Frenchmans-Reef-And-Morning-Star-Beach-Resort.h162117.Hotel-Information) ![Hilton Vacation Club Royal Palm St. Maarten](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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 ... 9/10 Wonderful! (1,171 reviews) We had an end unit that offered a lovely sunset view. The room was so comfortable and clean. Enjoyed having the kitchen to cook our own breakfast. Location was excellent with many dining options nearby Reviewed on Jan 17, 2026 [](https://expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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 ... 8.8/10 Excellent! (1,581 reviews) We never did the breakfast, but we did order a room service pizza couple times which was more affordable than eating at the restaurants nearby. It would be nice if there was music around the pool room service was great. Our rooms were clean zero complaints on that. The roads around the property definitely ... Reviewed on Jan 19, 2026 [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) [See all 14,550 properties in Lesser Antilles](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=3000655870) 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. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Kid friendly Vacation Destinations > - [Family vacations in the United Kingdom ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/190/United-Kingdom) > - [Family vacations in Bali ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/602651/Bali) > - [Family vacations in Ontario ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/2680/Ontario) > - [Family vacations in France ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/59/France) > - [Family vacations in Spain ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/166/Spain) > - [Family vacations in Paris ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/179898/Paris) > - [Family vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/174/Switzerland) > - [Family vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/86/Italy) > - [Family vacations in South Africa ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/165/South-Africa) > - [Family vacations in Victoria ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/1418/Victoria) > - [Family vacations in Scotland ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/11219/Scotland) > - [Family vacations in Alaska ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/203/Alaska) > - [Family vacations in Bournemouth ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/654/Bournemouth) > - [Family vacations in Philippines ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/145/Philippines) > - [Family vacations in Tenerife ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/6047194/Tenerife) > - [Family vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/10/Australia) > - [Family vacations in Egypt ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/52/Egypt) > - [Family vacations in Tuscany ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/601686/Tuscany) > - [Family vacations in Panama ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/142/Panama) ## More Vacations Ideas [Flights to Lesser Antilles ](https://expedia.ca/Cheap-Flights-To-Lesser-Antilles.d3000655870.Travel-Guide-Flights)[ Lesser Antilles Hotels ](https://expedia.ca/Lesser-Antilles-Hotels.d3000655870.Travel-Guide-Hotels)[ Lesser Antilles Vacation Rentals ](https://expedia.ca/Lesser-Antilles-Vacation-Rentals.d3000655870.Travel-Guide-VacationRentals)[ Lesser Antilles Car Rentals ](https://expedia.ca/Car-Rentals-In-Lesser-Antilles.d3000655870.Car-Rental-Guide)[ Lesser Antilles Vacations ](https://expedia.ca/Lesser-Antilles.d3000655870.Destination-Travel-Guides) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app