Title: Kid friendly Vacations in Lesser Antilles 2026/2026 | 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. ![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 CA $1,611 per person Feb 8 - Feb 12 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) Beautiful I will always go back Reviewed on Dec 4, 2025 ![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 $3,439 per person Feb 5 - Feb 12 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to St. John's (ANU) 8.4/10 Very Good! (766 reviews) Hotel is dated needs upgrade, lack entertainment for guest,beach being worked on for excessive sea weeds.i would grade it a ⭐️ ⭐️ ⭐️ Hotel. Reviewed on Aug 4, 2025 ![Secret Harbour Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/900/866/95202a14_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Secret Harbour Beach Resort CA $4,803 per person Feb 6 - Feb 12 found 15 hours ago Roundtrip non-stop flight included Montreal (YUL) to St. Thomas (STT) 9/10 Wonderful! (1,001 reviews) The room was super. Clean and comfortable. Everyone was friendly and very helpful. Reviewed on Dec 1, 2025 ![The Buccaneer Beach & Golf Resort](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/b1e64d96_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Buccaneer Beach & Golf Resort CA $3,496 per person Feb 6 - Feb 12 found 15 hours ago Roundtrip non-stop flight included Montreal (YUL) to Christiansted (STX) 9.2/10 Wonderful! (1,001 reviews) Room was beautiful clean the balcony was GENEROUS. Place is gorgeous. Im already planning the next trip. This place understands the assignmemt. Myra THE best beach waitress i ever had. The attention to detail in this place doesnt go unoticed. Reviewed on Dec 1, 2025 ![Point Pleasant Resort](https://images.trvl-media.com/lodging/9000000/8350000/8347800/8347772/2e209b2e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Point Pleasant Resort CA $1,964 per person Feb 12 - Feb 16 found 17 hours ago Roundtrip non-stop flight included Toronto (YYZ) to St. Thomas (STT) 8.6/10 Excellent! (1,000 reviews) Staff were wonderful. Our stay was for 3 weeks and we would have appreciated the cleaning staff to come and vacuum on weekends otherwise stay was fantastic! Reviewed on Nov 21, 2025 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/2026-01-06/2026-01-13/?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 $5,046 per person Jan 8 - Jan 12 found 17 hours ago Roundtrip flight included Calgary (YYC) to St. Thomas (STT) 8.4/10 Very Good! (434 reviews) Staff was top notch! Reviewed on Nov 24, 2025 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/2026-01-06/2026-01-13/?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 $1,238 per person Jan 8 - Jan 11 found 14 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) Great, friendly staff! Nice rooms. Great location Reviewed on Dec 6, 2025 ![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 CA $1,363 per person Mar 1 - Mar 4 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) Beautiful I will always go back Reviewed on Dec 4, 2025 ![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 $1,941 per person Feb 12 - Feb 15 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to St. John's (ANU) 8.6/10 Excellent! (552 reviews) Second time there in the same year tells you all you need to know. This time went with friends and had the best time. The Verandah is the absolute ideal resort in the sun. The staff, food and facilities were exceptional. Planning for next year already. Reviewed on Nov 29, 2025 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/2026-01-06/2026-01-13/?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 $1,375 per person Feb 8 - Feb 12 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (973 reviews) The stay at Princess Heights was wonderful as usual, staff was friendly and courteous as always. The room was clean, bed was comfortable and the continental breakfast was fantastic. We asked for a room directly off the parking lot and they delivered. I would highly recommend Princess Heights. Reviewed on Nov 29, 2025 ![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 CA $1,611 per person Feb 8 - Feb 12 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) Beautiful I will always go back Reviewed on Dec 4, 2025 ![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 $1,738 per person Feb 11 - Feb 15 found 14 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) Great, friendly staff! Nice rooms. Great location Reviewed on Dec 6, 2025 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/2026-01-06/2026-01-13/?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! (1,007 reviews) It was great . The room was so clean . Reviewed on Dec 6, 2025 [](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! (1,156 reviews) One of my favorite places to stay. Reviewed on Dec 2, 2025 [](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! (1,494 reviews) This was place was the best most amazing place ever would definitely come back with my family again Reviewed on Dec 3, 2025 [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) [See all 14,782 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