Title: Ski Vacations in Dutch Antilles 2026 | Expedia.ca ![](https://images.trvl-media.com/place/937/11594743-3270-4959-8179-a2ad07ecad84.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Dutch Antilles Ski Vacations ## Book a Hotel + Flight or Car together to unlock savings Photo by Off The Beaten Track - ## 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 Ski hotel deals in Dutch Antilles Price found within the past 48 hours. Click for updated prices. ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at Simpson Bay Resort Pelican Key CA $1,311 per person May 16 - May 21 found 3 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,384 reviews) The property was excellent. Our room was clean and spacious .The Ocean view was gorgeous The staff were friendly and professional , There are several restaurants at this location The beach and pool was great I did not get a chance to visit the spa( but next) love the property Reviewed on Mar 9, 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 $2,352 per person Apr 13 - Apr 20 found 1 day ago Roundtrip flight included Montreal Metropolitan Airport (YHU) to Philipsburg (SXM) 8.8/10 Excellent! (1,614 reviews) Staff were friendly but not exceedingly helpful. Someone could have taken 2 minutes to show us to our room. Instead we struggled to find the place in the rain. Also, when we entered the room we noticed a message that they would fumigate room next day and we climbed to have that done. The property should do that when place is vacant. Does not make for a great impression when one first arrives. The room is designed nicely but a little tired and needs to become modernized. I had assumed that the gym would be included but not so. One has to pay extra for that. Lastly… room cleaning seems very erratic. We ran out of towels and had to ask for cleaning. Would not rate this anywhere near a 9 but more like a 6.5. Reviewed on Mar 8, 2026 ![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/19c532b7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oyster Bay Beach Resort Oyster Pond CA $1,467 per person Apr 14 - Apr 21 found 1 day ago Roundtrip flight included Hamilton (YHM) to Philipsburg (SXM) 8.6/10 Excellent! (1,009 reviews) We staying in an ocean view room and it was great! Clean, had everything we needed to be perfectly comfortable. We greatly enjoyed having a full sized fridge and kitchenette so we could make our own food. It was lovely to sit on the patio and enjoy breakfast as we watched the birds and listened to the waves. The pool area was beautiful! It looked like you were swimming in the ocean with the infinity pool. We didn't venture to the beach, it looked lovely but with the Atlantic exposure on this side of the island we chose to go explore some of the beaches on the Caribbean side of the island instead. The staff hotel and restaurant staff were very competent. We used the hotel suggested car services (taxi) and met Juan the first day, he turned into our unofficial tour guide and restaurant suggester for the our stay on St. Maarten. We also enjoyed meeting the other guests who were at the resort, many of whom had been back to this resort and St. Maarten regularly for 10, 20 or even 30 years. This is a lovely property and even though we were in the older part of the complex, we were very happy with our stay at Oyster Bay. Reviewed on Mar 10, 2026 ![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/d40e64ea_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Morgan Resort Spa Village CA $1,726 per person May 16 - May 21 found 3 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Philipsburg (SXM) 9/10 Wonderful! (2,016 reviews) The infinity pool is wonderful. Beautifully designed with the area made to look like you're wading on the edge of the beach, plus the view to the ocean is lovely. The rooms are nice, bathrooms are very nice. My only complaint is that housekeeping is TERRIBLE. We had our room cleaned ONCE in six days, after requesting service and being out of the room for six hours at a time each day. Also had to ask for more toilet paper, kleenex, and towels, which is really substandard for a hotel of otherwise high quality. Reviewed on Mar 9, 2026 ![La Playa Orient Bay](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/1f35d541_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Playa Orient Bay CA $1,406 per person May 16 - May 21 found 3 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Philipsburg (SXM) 9.4/10 Exceptional! (663 reviews) Clean room, modern, staff very friendly and responsive, had ocean view Reviewed on Mar 9, 2026 Don't see what you're looking for? See all available trips from Columbus to Dutch Antilles [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-11/2026-04-18/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Ski holidays in Dutch Antilles Price found within the past 48 hours. Click for updated prices. ![Sonesta Ocean Point All Inclusive, Adults Only Resort](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3837h2556x3y4-c2a46bdf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sonesta Ocean Point All Inclusive, Adults Only Resort CA $3,686 per person May 23 - May 30 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 8.6/10 Excellent! (1,002 reviews) Clean room and the view looks out to the beach and the pool. staff are nice. Reviewed on Mar 10, 2026 ![Villa Amalia](https://images.trvl-media.com/lodging/38000000/37990000/37988000/37987913/853e9d22_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Villa Amalia CA $15,028 per person Apr 14 - Apr 21 found 1 day ago Roundtrip flight included Hamilton (YHM) to Philipsburg (SXM) No reviews Don't see what you're looking for? See all available trips from Columbus to Dutch Antilles [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-11/2026-04-18/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Ski holidays in Dutch 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 $1,204 per person Apr 17 - Apr 20 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Philipsburg (SXM) 8.8/10 Excellent! (1,614 reviews) Staff were friendly but not exceedingly helpful. Someone could have taken 2 minutes to show us to our room. Instead we struggled to find the place in the rain. Also, when we entered the room we noticed a message that they would fumigate room next day and we climbed to have that done. The property should do that when place is vacant. Does not make for a great impression when one first arrives. The room is designed nicely but a little tired and needs to become modernized. I had assumed that the gym would be included but not so. One has to pay extra for that. Lastly… room cleaning seems very erratic. We ran out of towels and had to ask for cleaning. Would not rate this anywhere near a 9 but more like a 6.5. Reviewed on Mar 8, 2026 ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at Simpson Bay Resort Pelican Key CA $1,404 per person Apr 17 - Apr 20 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Philipsburg (SXM) 9.2/10 Wonderful! (1,384 reviews) The property was excellent. Our room was clean and spacious .The Ocean view was gorgeous The staff were friendly and professional , There are several restaurants at this location The beach and pool was great I did not get a chance to visit the spa( but next) love the property Reviewed on Mar 9, 2026 ![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/d40e64ea_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Morgan Resort Spa Village CA $1,376 per person Apr 17 - Apr 20 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Philipsburg (SXM) 9/10 Wonderful! (2,016 reviews) The infinity pool is wonderful. Beautifully designed with the area made to look like you're wading on the edge of the beach, plus the view to the ocean is lovely. The rooms are nice, bathrooms are very nice. My only complaint is that housekeeping is TERRIBLE. We had our room cleaned ONCE in six days, after requesting service and being out of the room for six hours at a time each day. Also had to ask for more toilet paper, kleenex, and towels, which is really substandard for a hotel of otherwise high quality. Reviewed on Mar 9, 2026 Don't see what you're looking for? See all available trips from Columbus to Dutch Antilles [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-11/2026-04-18/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Ski holidays in Dutch Antilles Price found within the past 48 hours. Click for updated prices. ![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/2af67816_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Princess Heights Luxury Boutique Condo Hotel Oyster Pond CA $1,298 per person May 14 - May 18 found 20 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,003 reviews) Beautiful view, clean property, and friendly staffs. Reviewed on Mar 10, 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 $1,509 per person Apr 27 - May 1 found 20 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Philipsburg (SXM) 8.8/10 Excellent! (1,614 reviews) Staff were friendly but not exceedingly helpful. Someone could have taken 2 minutes to show us to our room. Instead we struggled to find the place in the rain. Also, when we entered the room we noticed a message that they would fumigate room next day and we climbed to have that done. The property should do that when place is vacant. Does not make for a great impression when one first arrives. The room is designed nicely but a little tired and needs to become modernized. I had assumed that the gym would be included but not so. One has to pay extra for that. Lastly… room cleaning seems very erratic. We ran out of towels and had to ask for cleaning. Would not rate this anywhere near a 9 but more like a 6.5. Reviewed on Mar 8, 2026 ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at Simpson Bay Resort Pelican Key CA $1,607 per person Apr 27 - May 1 found 20 hours ago Roundtrip non-stop flight included Halifax (YHZ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,384 reviews) The property was excellent. Our room was clean and spacious .The Ocean view was gorgeous The staff were friendly and professional , There are several restaurants at this location The beach and pool was great I did not get a chance to visit the spa( but next) love the property Reviewed on Mar 9, 2026 Don't see what you're looking for? See all available trips from Columbus to Dutch Antilles [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-11/2026-04-18/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the ultimate ski vacation in Dutch Antilles #### What are some benefits when booking ski vacations in Dutch Antilles? If you're interested in skiing, there's nothing quite like a ski vacation. These trips are designed to allow you to enjoy being on the slopes and relax in tranquil and convenient accommodations at the end of the day. Amenities on ski trips can be pretty upscale, so it's easy to relax in a hot tub or at a spa in between your skiing excursions. Plus, they can put you right next to the slopes. You'll even find a variety of different vacation types available whether you're looking for family friendly, cheap, or even last minute ski vacations. #### How can I book the best ski vacation in Dutch Antilles? It is most important to implement the ski filter in your search when trying to find a ski vacation that will make you happy. Using the filter will automatically remove any entries that don't offer the skiing opportunities you want. After that, you'll need to think about what specifically you want from Dutch Antilles, and think about the time of year that's best to visit. #### How can I find cheap ski vacations? Cheap ski vacations are readily available in Dutch Antilles with some as cheap as CA $1,204\. You can see the cheapest options by sorting your accommodation choices by price, which automatically puts the least-expensive results at the top of the list. You may also want to consider an accommodation with a kitchen, so you can cook instead of eating out. #### Can I book ski packages? Yes, ski packages are readily available throughout Dutch Antilles. All you have to do is put in your travel dates and see what's available. When you book a ski package, you may be able to enjoy discounts with savings of up to 48 when you book your accommodation and your flight together. #### What should I consider when booking family ski vacations? The key to a successful family ski vacation is ensuring that your family is kept happy and entertained. Consider what your family members are interested in and the kind of vacation they want. If they have little skiing experience, for example, you may want to opt for an accommodation that offers ski lessons or a kid's club. Various slope difficulties may be essential in providing opportunities for everyone at Dutch Antilles. #### Can I book all-inclusive ski vacations in Dutch Antilles? Yes, all-inclusive ski trips are available and may be precisely what you're looking for. All you have to do is include the filter for all-inclusive stays, and your search results will only show the accommodations that provide this handy feature that allows you to plan your entire trip to Dutch Antilles in advance. #### What's the best time of year to plan a ski trip? The apparent answer to when you should plan a ski trip is in winter, but other details are important too. If you book for Dutch Antilles's high season around January and February, you'll likely find increased prices. It's generally best to opt for the early or late season in December and April, as prices tend not to be quite as high. #### How can I find the best deals on ski packages in Dutch Antilles? When you're looking for cheap ski vacations, there are a few factors you can take advantage of to help get the best deals. Travelling during the off-season can be cheaper since there's more availability. However, the beginning and end of the season tend to be the most affordable for skiing. #### Can I book a ski vacation that's fully refundable? Being fully refundable is a feature you'll find on several accommodation packages in Dutch Antilles. You can even search for it explicitly using a filter for full refundability. #### Why should I book a ski vacation package with Expedia? When you book with Expedia, you'll find everything you need for cheap ski vacations, luxury ski vacations and everything in between in one central location. You may even be able to enjoy discounts for booking your accommodation and your flight together with savings of up to 48\. With Expedia Rewards, you can earn points towards your next booking. ## 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 Ski Vacation Destinations > - [Ski vacations in Whistler ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4115/Whistler) > - [Ski vacations in Banff ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/4332/Banff) > - [Ski vacations in Mont Tremblant ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/55374/Mont-Tremblant) > - [Ski vacations in Jasper ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/8028/Jasper) > - [Ski vacations in Jackson ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180006/Jackson) > - [Ski vacations in France ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/59/France) > - [Ski vacations in Quebec ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/180017/Quebec) > - [Ski vacations in Queenstown ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/3611/Queenstown) > - [Ski vacations in Lake Louise ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/10115/Lake-Louise) > - [Ski vacations in Nelson ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6194600/Nelson) > - [Ski vacations in Kitzbuhel ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6346453/Kitzbuehel) > - [Ski vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/174/Switzerland) > - [Ski vacations in La Plagne ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6034464/La-Plagne) > - [Ski vacations in St Gervais ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/3000402612/St-Gervais-Sur-Mare) > - [Ski vacations in Austria ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/11/Austria) > - [Ski vacations in Germany ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/64/Germany) > - [Ski vacations in Wengen ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/6186871/Wengen) > - [Ski vacations in Ontario ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/2680/Ontario) > - [Ski vacations in Colorado ](https://www.expedia.ca/lp/theme-vacations/ski-vacations/207/Colorado) ## More Vacations Ideas [Flights to Dutch Antilles ](https://expedia.ca/Cheap-Flights-To-Dutch-Antilles.d3000652671.Travel-Guide-Flights)[ Dutch Antilles Hotels ](https://expedia.ca/Dutch-Antilles-Hotels.d3000652671.Travel-Guide-Hotels)[ Dutch Antilles Vacation Rentals ](https://expedia.ca/Dutch-Antilles-Vacation-Rentals.d3000652671.Travel-Guide-VacationRentals)[ Dutch Antilles Car Rentals ](https://expedia.ca/Car-Rentals-In-Dutch-Antilles.d3000652671.Car-Rental-Guide)[ Dutch Antilles Vacations ](https://expedia.ca/Dutch-Antilles.d3000652671.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