Title: Adventure Vacations in Sint Maarten 2025/2026 | Expedia.ca ![](https://images.trvl-media.com/place/602829/904d6c1a-f901-4bb5-a277-ae4c807f73b8.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Sint Maarten Adventure 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 Adventure hotel deals in Sint Maarten Price found within the past 48 hours. Click for updated prices. ![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oyster Bay Beach Resort Oyster Pond CA $872 per person Dec 8 - Dec 12 found 6 hours ago Roundtrip non-stop flight included Montreal (YUL) to Philipsburg (SXM) 8.6/10 Excellent! (932 reviews) No ocean view didn't go to the pool Reviewed on Sep 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-08/2025-12-12/?FromAirport=YUL&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1095348&paandie=true&HotelClass=40&dealMarker=f7ItZE713fY5k-vqiJsZn-LjW5cCgLnwmfJUK7vVulPOTJrslBpvPtQa2TMR24uo) ![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 $971 per person Dec 8 - Dec 12 found 6 hours ago Roundtrip non-stop flight included Montreal (YUL) to Philipsburg (SXM) 9.2/10 Wonderful! (1,241 reviews) Everyone was very friendly and helpful. Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-08/2025-12-12/?FromAirport=YUL&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4553784&paandie=true&HotelClass=40&dealMarker=f7ItZE713fY5k-vqiJsZn-LjW5cCgLnwmfJUK7vVulOElluSOBWZHFmF70nWoRyZ) ![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 $1,004 per person Nov 10 - Nov 14 found 23 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,345 reviews) The staff and room are excellent. The beach was hazardous. Normally when you walk from the beach to the water it’s a nice and pleasant experience. This beach had so many jagged rocks when you entered the water your feet got all scratched up, when the waves were coming in my knee got scraped up. I let the woman know at checkout and she simply said “oh”. Reviewed on Oct 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-14/?FromAirport=YYZ&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1256868&paandie=true&HotelClass=40&dealMarker=POmdbPkiUv0elCmAQVkXD85oGJNxUtWDaOsGE_0mc-vYuN2PBYf97Fn1VrHNJkyY) ![Hilton Vacation Club Royal Palm St. Maarten](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Vacation Club Royal Palm St. Maarten CA $1,257 per person Dec 8 - Dec 12 found 6 hours ago Roundtrip non-stop flight included Montreal (YUL) to Philipsburg (SXM) 9/10 Wonderful! (1,116 reviews) Restaurants are nearby. Hotel is very nice and the room was very nice and comfortable. Upon arrival and departure, the receptionists were very cordial and helpful. I will definitely stay at this place again. Thank you for your hospitality. Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-08/2025-12-12/?FromAirport=YUL&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=807815&paandie=true&HotelClass=40&dealMarker=o-VptUOyo6Gfx1un066UMGyk6zjGHFqTb9CloNP0-2fr5cYo2pspRTLQH6QigTaX) ![Holland House Beach Hotel](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/ef6e99b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holland House Beach Hotel Downtown Philipsburg CA $1,225 per person Dec 8 - Dec 12 found 6 hours ago Roundtrip non-stop flight included Montreal (YUL) to Philipsburg (SXM) 9.2/10 Wonderful! (1,004 reviews) The breakfast options were amazing, dinner was amazing .. the view amazing.. definitely consider booking at this resort Check in process was easy Reviewed on Oct 2, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-08/2025-12-12/?FromAirport=YUL&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1160500&paandie=true&HotelClass=40&dealMarker=o-VptUOyo6Gfx1un066UMGyk6zjGHFqTb9CloNP0-2ejPrVCo6MoanWrdrDMtAk4) Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-08/2025-11-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Adventure holidays in Sint Maarten Price found within the past 48 hours. Click for updated prices. ![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oyster Bay Beach Resort Oyster Pond CA $730 per person Nov 9 - Nov 12 found 3 hours ago Roundtrip flight included Philipsburg (SXM) to Philipsburg (SXM) 8.6/10 Excellent! (932 reviews) No ocean view didn't go to the pool Reviewed on Sep 26, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-09/2025-11-12/?FromAirport=SXM&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1095348&paandie=true&HotelClass=40&dealMarker=jwv9v765F4m5YtScFr8WeXINGB4g1t_HZKgvy29p8iZwn0d9BAn-qOwPNMRTO8Y5) ![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 $811 per person Nov 9 - Nov 12 found 3 hours ago Roundtrip flight included Philipsburg (SXM) to Philipsburg (SXM) 9.2/10 Wonderful! (1,241 reviews) Everyone was very friendly and helpful. Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-09/2025-11-12/?FromAirport=SXM&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4553784&paandie=true&HotelClass=40&dealMarker=jwv9v765F4m5YtScFr8WeXINGB4g1t_HZKgvy29p8iZrmbJ7WTECoA7fXKM4cMFe) ![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 $1,094 per person Nov 18 - Nov 21 found 1 day ago Roundtrip non-stop flight included Port of Spain (POS) to Philipsburg (SXM) 9/10 Wonderful! (1,345 reviews) The staff and room are excellent. The beach was hazardous. Normally when you walk from the beach to the water it’s a nice and pleasant experience. This beach had so many jagged rocks when you entered the water your feet got all scratched up, when the waves were coming in my knee got scraped up. I let the woman know at checkout and she simply said “oh”. Reviewed on Oct 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-18/2025-11-21/?FromAirport=POS&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1256868&paandie=true&HotelClass=40&dealMarker=HfwB1AGAvqcdZAmr-dp9EAG4nUKuJqinnVYfu6SWcrcCuXn54i_E8Go1PLhHBBWB) Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-08/2025-11-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Adventure holidays in Sint Maarten 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 $971 per person Dec 8 - Dec 12 found 6 hours ago Roundtrip non-stop flight included Montreal (YUL) to Philipsburg (SXM) 9.2/10 Wonderful! (1,241 reviews) Everyone was very friendly and helpful. Reviewed on Oct 7, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-08/2025-12-12/?FromAirport=YUL&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4553784&paandie=true&dealMarker=f7ItZE713fY5k-vqiJsZn-LjW5cCgLnwmfJUK7vVulOElluSOBWZHFmF70nWoRyZ) ![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 $1,004 per person Nov 10 - Nov 14 found 23 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,345 reviews) The staff and room are excellent. The beach was hazardous. Normally when you walk from the beach to the water it’s a nice and pleasant experience. This beach had so many jagged rocks when you entered the water your feet got all scratched up, when the waves were coming in my knee got scraped up. I let the woman know at checkout and she simply said “oh”. Reviewed on Oct 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-10/2025-11-14/?FromAirport=YYZ&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1256868&paandie=true&dealMarker=POmdbPkiUv0elCmAQVkXD85oGJNxUtWDaOsGE_0mc-vYuN2PBYf97Fn1VrHNJkyY) ![Hilton Vacation Club Royal Palm St. Maarten](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Vacation Club Royal Palm St. Maarten CA $1,257 per person Dec 8 - Dec 12 found 6 hours ago Roundtrip non-stop flight included Montreal (YUL) to Philipsburg (SXM) 9/10 Wonderful! (1,116 reviews) Restaurants are nearby. Hotel is very nice and the room was very nice and comfortable. Upon arrival and departure, the receptionists were very cordial and helpful. I will definitely stay at this place again. Thank you for your hospitality. Reviewed on Oct 5, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-08/2025-12-12/?FromAirport=YUL&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=807815&paandie=true&dealMarker=o-VptUOyo6Gfx1un066UMGyk6zjGHFqTb9CloNP0-2fr5cYo2pspRTLQH6QigTaX) Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.ca/go/package/search/FlightHotel/2025-11-08/2025-11-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Adventure Hotels in Sint Maarten ![Divi Little Bay Beach Resort](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Divi Little Bay Beach Resort Little Bay Road, Philipsburg - 8 min drive from Maho Beach CA $235 CA $305 total Oct 12 - Oct 13 includes taxes & fees Stay at this 4-star beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms ... 8.2/10 Very Good! (1,000 reviews) "We have stayed here before. Beautiful ocean view and well cared for property. Excellent beach. Great parking available and the entire staff was friendly." Reviewed on Sep 28, 2025 [](https://expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.Hotel-Information) ![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Vacation Club Flamingo Beach St. Maarten Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay - 27 min walk from Maho Beach CA $124 CA $167 total Oct 14 - Oct 15 includes taxes & fees Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ... 9/10 Wonderful! (1,261 reviews) "Fabulous" Reviewed on Oct 7, 2025 [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.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 - 25 min walk from Maho Beach CA $153 CA $197 total Oct 9 - Oct 10 includes taxes & fees Stay at this 4-star 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! (1,129 reviews) "Restaurants are nearby. Hotel is very nice and the room was very nice and comfortable. Upon arrival and departure, the receptionists were very cordial and helpful. I will definitely stay at this place again. Thank you for your hospitality." Reviewed on Oct 5, 2025 [](https://expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) [See all 1,687 properties in Sint Maarten](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6143274) 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) ## More Vacations Ideas [Sint Maarten Flights](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Flight-Destinations)[Sint Maarten Hotels](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Hotel-Destinations)[Sint Maarten Vacation Rentals](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Vacation-Rental-Destinations)[Sint Maarten Car Rentals](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Car-Rental-Destinations)[Sint Maarten Vacations](https://expedia.ca/Sint-Maarten.d6143274.Destination-Travel-Guides)[Things to do in Sint Maarten](https://expedia.ca/Things-To-Do-In-Sint-Maarten.d6143274.Travel-Guide-Activities) \* 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 ![QR code to download the app](data:image/png;base64,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)