Title: Oyster Pond Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,321 Expedia.ca [Oyster Pond Travel Guide](https://expedia.ca/Oyster-Pond-Oyster-Pond.dx6131289)[Hotels in Oyster Pond](https://expedia.ca/Oyster-Pond-Oyster-Pond-Hotels.0-n6131289-0.Travel-Guide-Filter-Hotels)[Oyster Pond Car Rentals](https://expedia.ca/Car-Rentals-In-Oyster-Pond.d6131289.Car-Rental-Guide) ![](https://images.trvl-media.com/place/319626658774517466/bc0a0d31-d896-41c1-8c84-e344a993542c.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Oyster Pond Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Ardilla Mexicano - ## 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 ## Top Holiday Package Deals in Oyster Pond 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 $1,321 per person May 11 - May 18 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,003 reviews) Exceptional stay from start to finish. The room was spotless, comfortable, and beautifully maintained. The staff was professional, welcoming, and attentive to every detail. Truly a seamless and relaxing experience. I would gladly return and highly recommend this hotel. Reviewed on Mar 1, 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 $1,453 per person May 11 - May 18 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) Great place to stay in Sint Maarten. Beach is beautiful. Area is a bit hilly for people with walking and balance issues. Breakfast was great. Reviewed on Mar 3, 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 $1,470 per person May 11 - May 18 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,382 reviews) \*Modern clean rooms. \*Having a few dishes, microwave, mini-fridge turned out to be handy. \*Staff was very friendly. \*Breakfast buffet was excellent. \*Onsite restaurants and many nearby was nice. \*Broad selection at the Replay Restaurant & Bar. It was the only one we ate at twice. Reviewed on Feb 21, 2026 ![La Playa Orient Bay](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/42567e6f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Playa Orient Bay CA $1,773 per person May 11 - May 18 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.4/10 Exceptional! (604 reviews) We had a great time great beach amazing staff lots of fun!! Reviewed on Mar 2, 2026 ![Panorama Residences at Monte Vista](https://images.trvl-media.com/lodging/121000000/120450000/120440200/120440175/27f0cc56_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Panorama Residences at Monte Vista Point Blanche CA $1,823 per person May 11 - May 18 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.6/10 Exceptional! (26 reviews) The room was very spacious and had great views. You are kinda far out from everything so if you stay i do recommend getting Reviewed on Mar 3, 2026 ## Oyster Pond Hotel Deals ![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/19c532b7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Oyster Bay Beach Resort 10 Emerald Merit Rd Oyster Pond Fully refundableReserve now, pay when you stay CA $297 CA $357 total Apr 1 - Apr 2 includes taxes & fees 8.6/10 Excellent! (1,012 reviews) Yes great views Reviewed on Mar 4, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&selected=1095348&PinnedHotelID=1095348&HadPinnedHotel=true®ionId=6131289) ![JW Marriott St. Maarten Beach Resort & Spa](https://images.trvl-media.com/lodging/94000000/93240000/93232000/93231967/e507a519_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### JW Marriott St. Maarten Beach Resort & Spa 144 Oyster Pond Resort Oyster Pond Sint Maarten CA $956 CA $1,167 total Mar 26 - Mar 27 includes taxes & fees 8.6/10 Excellent! (258 reviews) Very nice and clean hotel, very friendly service, food from the restaurant is really good, but Tuesday Buffett is terrible, very little options and food is not good, price is way too high and no any soft drinks included in the buffet, maybe that’s the only hotel charge water for the buffet. Hope ... Reviewed on Feb 25, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F03%2F2026&endDate=27%2F03%2F2026&selected=93231967&PinnedHotelID=93231967&HadPinnedHotel=true®ionId=6131289) ![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/2af67816_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Princess Heights Luxury Boutique Condo Hotel Oyster Pond Road No 156 Oyster Pond Fully refundableReserve now, pay when you stay CA $294 CA $353 total Apr 1 - Apr 2 includes taxes & fees 9.2/10 Wonderful! (1,004 reviews) Exceptional stay from start to finish. The room was spotless, comfortable, and beautifully maintained. The staff was professional, welcoming, and attentive to every detail. Truly a seamless and relaxing experience. I would gladly return and highly recommend this hotel. Reviewed on Mar 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&selected=561365&PinnedHotelID=561365&HadPinnedHotel=true®ionId=6131289) [See all 7,377 properties in Oyster Pond](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F03%2F2026&endDate=06%2F03%2F2026®ionId=6131289) 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. ![](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) ## Frequently asked questions ### How much does an Oyster Pond vacation package cost? ### How do I get a cheap travel package to Oyster Pond? ### Where should I stay in Oyster Pond? ### What are the top hotels in Oyster Pond? ### How far in advance should I book my Oyster Pond vacation? ### What does an Expedia Oyster Pond travel package include? ### What should I know before booking an Oyster Pond travel package? ### Can I choose my airline with an Oyster Pond Expedia vacation package? ### If I'm not able to travel, can I cancel my Oyster Pond vacation package? ### Things to do ![Panoramic view of vibrant St. Martin ](https://mediaim.expedia.com/localexpert/413439/1889a377-cdfa-4a6e-bdf7-cb7a36cef979.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Edge Ferry Tickets to St. Barts CA $137 per adult **84%** of travellers recommend [](https://expedia.ca/things-to-do/edge-ferry-tickets-to-st-barts.a413439.activity-details) ![Sand Dollar Snorkeling Adventure](https://mediaim.expedia.com/localexpert/253868/cee07738-52cd-498c-b693-2512d348c7bb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Half Day Snorkeling Adventure CA $89 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/half-day-snorkeling-adventure.a253868.activity-details) ![High-Speed Ferry to St. Barths](https://mediaim.expedia.com/localexpert/176989/803f204c-e59b-47d1-9a40-1a59056c3ffb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### High-Speed Ferry to St. Barths CA $103 per adult **80%** of travellers recommend [](https://expedia.ca/things-to-do/high-speed-ferry-to-st-barths.a176989.activity-details) [See all activities in Oyster Pond](https://expedia.ca/things-to-do/search?rid=6131289) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.