Title: Romantic Vacations in Sint Maarten 2026/2026 | 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 Romantic 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 Romantic 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 $1,078 per person Feb 7 - Feb 11 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 8.6/10 Excellent! (952 reviews) room was very clean staff very friendly and courteous. Reviewed on Dec 7, 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 $1,991 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) Great location with lots to do within walking distance. Our room was perfect, very clean and modern. Staff members were welcoming and helpful. The beaches surrounding this resort are far better than the others we checked out in other areas. I'd 100% come back here! Reviewed on Dec 8, 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 $1,735 per person Feb 7 - Feb 11 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) top end room, towels, bed and kitchen. Reviewed on Dec 8, 2025 ![Divi Little Bay Beach Resort](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Divi Little Bay Beach Resort CA $1,965 per person Feb 7 - Feb 11 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 8.4/10 Very Good! (1,002 reviews) Beautiful property, fantastic beach resort was extremely clean.Staff were very kind and helpful. The food at both gizmo's beach bar and the mix rooftop restaurant was exceptional. I would highly recommend visiting mix on barbecue night. Reviewed on Dec 7, 2025 ![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 $1,451 per person Feb 7 - Feb 11 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,002 reviews) Room clean and tide. Breakfast good variations and well done. property well maintained. Reviewed on Dec 7, 2025 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/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Romantic holidays in Sint Maarten 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/w3840h2557x0y3-4d27245d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sonesta Ocean Point All Inclusive, Adults Only Resort CA $3,691 per person Feb 7 - Feb 12 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 8.6/10 Excellent! (1,001 reviews) Room was nice. Food delicious especially Azul. Staff are wonderful and really made our stay extra special! Everyone’s super nice! Reviewed on Dec 6, 2025 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/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Romantic holidays in Sint Maarten 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 $1,371 per person Feb 9 - Feb 12 found 20 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) top end room, towels, bed and kitchen. Reviewed on Dec 8, 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 $1,609 per person Feb 9 - Feb 12 found 20 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) Great location with lots to do within walking distance. Our room was perfect, very clean and modern. Staff members were welcoming and helpful. The beaches surrounding this resort are far better than the others we checked out in other areas. I'd 100% come back here! Reviewed on Dec 8, 2025 ![Divi Little Bay Beach Resort](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Divi Little Bay Beach Resort CA $1,597 per person Feb 9 - Feb 12 found 20 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 8.4/10 Very Good! (1,002 reviews) Beautiful property, fantastic beach resort was extremely clean.Staff were very kind and helpful. The food at both gizmo's beach bar and the mix rooftop restaurant was exceptional. I would highly recommend visiting mix on barbecue night. Reviewed on Dec 7, 2025 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/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Romantic holidays in Sint Maarten 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 $1,334 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 $1,991 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) Great location with lots to do within walking distance. Our room was perfect, very clean and modern. Staff members were welcoming and helpful. The beaches surrounding this resort are far better than the others we checked out in other areas. I'd 100% come back here! Reviewed on Dec 8, 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 $1,735 per person Feb 7 - Feb 11 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) top end room, towels, bed and kitchen. Reviewed on Dec 8, 2025 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/2026-01-08/2026-01-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan unforgettable romantic Sint Maarten vacations #### What are some of the benefits of booking a romantic Sint Maarten vacation? When booking a romantic Sint Maarten vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in Caribbean. #### How can I find the best vacation packages for couples? If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Sint Maarten destination, and you'll be met with an array of options for you and your partner to enjoy. #### Can I find cheap romantic vacations for 2 in Sint Maarten? Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $1,078 and can enjoy savings of up to 23 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first. #### What do I need to consider when booking a romantic getaway in Sint Maarten? Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Sint Maarten certainly come in handy here. #### What amenities should I look for in a luxury romantic vacation? If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Sint Maarten. #### Can I book a romantic Sint Maarten vacation with a hot tub? Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them. #### How can I find romantic vacation getaways that are all-inclusive? An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Sint Maarten search. #### Can I book a romantic trip to Sint Maarten that is fully refundable? Several romantic Sint Maarten vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements. #### Why should I book a romantic vacation with Expedia? Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage. ## Romantic Hotels in Sint Maarten ![Sonesta Ocean Point All Inclusive, Adults Only Resort](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3840h2557x0y3-4d27245d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta Ocean Point All Inclusive, Adults Only Resort 1A Rhine Rd. Lowlands - 4 min walk from Maho Beach CA $759 CA $918 total Dec 9 - Dec 10 includes taxes & fees Book a stay at this luxury property in Lowlands. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ... 8.6/10 Excellent! (1,011 reviews) Staff was amazing. Environment was clean. Reviewed on Dec 2, 2025 [](https://expedia.ca/Lowlands-Hotels-Sonesta-Ocean-Point-All-Inclusive.h8822353.Hotel-Information) ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/45414036_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 1 Rhine Road Lowlands - 4 min walk from Maho Beach CA $446 CA $540 total Dec 9 - Dec 10 includes taxes & fees Book a stay at this beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ... 7.8/10 Good! (2,747 reviews) The room was real comfortable. The food selection overall was good but i just wished i was able to experience the culture food. Reviewed on Dec 5, 2025 [](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ![Great Bay Beach Resort, Casino & Spa](https://images.trvl-media.com/lodging/1000000/530000/527200/527117/8b1a8cb7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Great Bay Beach Resort, Casino & Spa Little Bay Rd 19 Philipsburg - 8 min drive from Maho Beach Book a stay at this beach property in Philipsburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maho Beach and Orient Bay Beach are ... Hotel is nice for a smaller hotel. Food was great! A majority of the staff was great! Tried the rooms with Bali beds out front and that was a waste of money. No view and filled with ants. Get a higher room with an ocean view. The beach was useless as it is steep and ground seashells for sand. That said, you cannot beat the view of ... Reviewed on Jan 24, 2018 [Get rates](https://expedia.ca/Philipsburg-Hotels-Great-Bay-Beach-Resort.h527117.Hotel-Information) [](https://expedia.ca/Philipsburg-Hotels-Great-Bay-Beach-Resort.h527117.Hotel-Information) [See all 1,677 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) ### Top Romantic Vacation Destinations > - [Romantic vacations in Toronto ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178314/Toronto) > - [Romantic vacations in Nova Scotia ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11173/Nova-Scotia) > - [Romantic vacations in Montreal ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178288/Montreal) > - [Romantic vacations in Vancouver ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178315/Vancouver) > - [Romantic vacations in Quebec ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/180017/Quebec) > - [Romantic vacations in the Niagara Falls ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/602721/Niagara-Falls) > - [Romantic vacations in Alberta ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11111/Alberta) > - [Romantic vacations in Victoria ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/1418/Victoria) > - [Romantic vacations in Jasper ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/8028/Jasper) > - [Romantic vacations in Banff ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/4332/Banff) > - [Romantic vacations in Ottawa ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178296/Ottawa) > - [Romantic vacations in Mont Tremblant ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/55374/Mont-Tremblant) > - [Romantic vacations in Kingston ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/180034/Kingston) > - [Romantic vacations in Whistler ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/4115/Whistler) > - [Romantic vacations in Winnipeg ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/6141041/Winnipeg) > - [Romantic vacations in Muskoka ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/6343146/Muskoka-District) > - [Romantic vacations in Collingwood ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11938/Collingwood) > - [Romantic vacations in Calgary ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178245/Calgary) > - [Romantic vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/31/Canada) ## 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