Title: Cole Bay Vacation Packages & Trips 2026 from CA $1,082 | Expedia.ca [Cole Bay Travel Guide](https://expedia.ca/Cole-Bay.dx602866)[Hotels in Cole Bay](https://expedia.ca/Cole-Bay-Hotels.d602866.Travel-Guide-Hotels)[Vacation Rentals in Cole Bay](https://expedia.ca/Cole-Bay-Vacation-Rentals.d602866.Travel-Guide-VacationRentals)[Cole Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Cole-Bay.d602866.Car-Rental-Guide) ![](https://images.trvl-media.com/place/602866/c2217b14-b825-4e1a-81c0-40645b3cf7c0.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Cole Bay Vacation Packages ## 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 #### Your Cole Bay Vacation The lively atmosphere and beaches are just the start of the things Cole Bay has going for it. Experience the best of this city the way you want with a personalized Cole Bay vacation package. Fill your free time with visits to [Maho Beach](https://www.expedia.ca/Maho-Beach-Lowlands.d6079649.Vacation-Attraction), [Marigot Market](https://www.expedia.ca/Marigot-Market-Marigot.d6073145.Vacation-Attraction) and [Fort St. Louis](https://www.expedia.ca/Fort-St-Louis-Marigot.d502880.Vacation-Attraction), some of the attractions you should see during your trip to Cole Bay. Check out Expedia's extensive range of travel options and start organizing your ideal vacation to Cole Bay now. ## Top Cole Bay Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/19c532b7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oyster Bay Beach Resort Oyster Pond CA $1,082 per person Jun 14 - Jun 21 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 8.6/10 Excellent! (1,021 reviews) Beautiful resort. Staff are amazing, Wanda at the pool is such a great person and always ready to help. A shout out to Shakira and Elvin at the Infinity restaurant, amazing and caring staff, always making sure guests are comfortable. Reviewed on Apr 1, 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 $1,568 per person Jun 14 - Jun 21 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,387 reviews) Clean room helpful staff, helped you with getting taxi. Nice pool and room and air condition rooms Reviewed on Apr 2, 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 $1,403 per person Jun 18 - Jun 24 found 7 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9/10 Wonderful! (1,629 reviews) My overall experience staying at the Simpson Bay Resort and Spa was excellent. Reviewed on Apr 3, 2026 ![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 $1,104 per person Jun 14 - Jun 21 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,007 reviews) We have had another wonderful stay at Princess Heights Luxury Hotel. We were there for 12 days and we love the location. We had the ocean view to wake up to every morning which was amazing and lovely to sit on the patio to wake up slowly. Very quiet location, attentive staff, good restaurants within driving distance. Dawn Beach is close to walk to but small. We were lucky to see some monkeys while there also. We highly recommend this location, however, you do need a car or use a taxi to get around. The pool was lovely and such a great way to relax at the end of a busy day of sightseeing. Reviewed on Mar 26, 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 $1,692 per person Jun 14 - Jun 21 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.4/10 Exceptional! (668 reviews) Very good location. Good access to restaurants for dinner and beach bars for lunch. Breakfast was fine. Rooms are clean. Water is not drinkable and sometimes smells. Property is very strict, only 1 espresso pod per person per night. Only one beach towel and it needs to be exchanged via towel card. Also no outside food or drinks on the beach chairs. The ocean view rooms, ocean view is marjinal. Reviewed on Mar 31, 2026 ## Ready to book your vacation to Cole Bay? Choose your dates ## Cole Bay Hotel Deals ![Port de Plaisance Resort, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/34000000/33420000/33411200/33411163/a0335b69_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Port de Plaisance Resort, Trademark Collection by Wyndham 155 Union Rd Cole Bay Sint Maarten 7.6/10 Good! (739 reviews) Friendly staff,lots to do without leaving the property. Big and spacious! Reviewed on Mar 30, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=17%2F04%2F2026&endDate=18%2F04%2F2026&selected=33411163&PinnedHotelID=33411163&HadPinnedHotel=true®ionId=602866) [](https://expedia.ca/Hotel-Search?startDate=17%2F04%2F2026&endDate=18%2F04%2F2026&selected=33411163&PinnedHotelID=33411163&HadPinnedHotel=true®ionId=602866) ![Carls Unique Inn](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680374/e9fe4d21_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Carls Unique Inn 18 Orange Grove Rd Cole Bay Fully refundableReserve now, pay when you stay CA $135 CA $168 total Apr 15 - Apr 16 includes taxes & fees 8.6/10 Excellent! (411 reviews) Room was nice and clean; however, there was no water during the entire stay and the TV did not work. Reviewed on Apr 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F04%2F2026&endDate=16%2F04%2F2026&selected=1680374&PinnedHotelID=1680374&HadPinnedHotel=true®ionId=602866) ![condostmaarten by the sea -Adults Only-](https://images.trvl-media.com/lodging/94000000/93320000/93311000/93310925/cad300ec_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### condostmaarten by the sea -Adults Only- 38 Marina Terrace Cole Bay CA $419 CA $620 total Apr 28 - Apr 29 includes taxes & fees 9/10 Wonderful! (34 reviews) Expedia showed gorgeous water views- the room was NOT as described or pictured! In the back with just a very partial view mostly from the bathroom. Amenities were sparse and basic- no paper towels,no blanket, no dryer, etc. Will be contacting Expedia when I return home-did not have option to understand ... Reviewed on Mar 18, 2026 [](https://expedia.ca/Hotel-Search?startDate=28%2F04%2F2026&endDate=29%2F04%2F2026&selected=93310925&PinnedHotelID=93310925&HadPinnedHotel=true®ionId=602866) [See all 3,568 properties in Cole Bay](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F04%2F2026&endDate=05%2F04%2F2026®ionId=602866) 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) ### What to do in Cole Bay ![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) ![Tango Sunset Dinner Cruise](https://mediaim.expedia.com/localexpert/253878/9105e861-0cf5-4207-8f5b-f751a25f46b2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Tango Sunset Cruise with Caribbean Dinner & Open Bar CA $116 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/tango-sunset-cruise-with-caribbean-dinner-open-bar.a253878.activity-details) [See all activities in Cole Bay](https://expedia.ca/things-to-do/search?rid=602866) ## Explore a world of travel with Expedia \* 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