Title: Cay Bay Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,264 Expedia.ca [Hotels in Cay Bay](https://expedia.ca/Cay-Bay-Hotels.d553248635976398609.Travel-Guide-Hotels)[Cay Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Cay-Bay.d553248635976398609.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Cay 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 ## Top Holiday Package Deals in Cay Bay 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 $1,264 per person Apr 14 - Apr 19 found 18 hours ago Roundtrip flight included Hamilton (YHM) 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 ![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 $1,720 per person Apr 25 - May 2 found 1 day ago Roundtrip flight included Montreal (YMQ) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) Everyone was friendly, everything you need with in walking distance. Room was very clean and very comfortable Reviewed on Mar 6, 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 $1,322 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 ![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 $1,825 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 ![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Morgan Resort Spa Village CA $2,077 per person May 16 - May 23 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9/10 Wonderful! (1,866 reviews) Room was delayed for daily cleaning, consistently had to asked for clean towels ( room cleaned but not enough bath towels left for number of guests. Bathroom does not have a door so it soak the floor when you shower. Entertainment ( actual person singing / music noise level right above the rooms Room was attached to an adjoining room and you can hear all your neighbours conversations clearly. Dont expect to sleep in as the doors / walls are not soundproof. Reviewed on Mar 5, 2026 ## Cay Bay Hotel Deals ![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Morgan Resort Spa Village 2 Beacon Hill Road Simpson Bay Fully refundableReserve now, pay when you stay CA $575 CA $705 total Apr 1 - Apr 2 includes taxes & fees 9/10 Wonderful! (2,024 reviews) Room was delayed for daily cleaning, consistently had to asked for clean towels ( room cleaned but not enough bath towels left for number of guests. Bathroom does not have a door so it soak the floor when you shower. Entertainment ( actual person singing / music noise level right above the rooms ... Reviewed on Mar 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&selected=17524915&PinnedHotelID=17524915&HadPinnedHotel=true®ionId=553248635976398609) ![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 CA $774 CA $936 total Mar 10 - Mar 11 includes taxes & fees 8/10 Very Good! (2,884 reviews) Resort needs an upgrade. there is not enough amenities compared to the amount of people the resort books. everything is over crowded. Reviewed on Mar 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=10%2F03%2F2026&endDate=11%2F03%2F2026&selected=565666&PinnedHotelID=565666&HadPinnedHotel=true®ionId=553248635976398609) ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Simpson Bay Resort, Marina & Spa Billy Folly Road 37 Simpson Bay CA $456 CA $561 total Mar 18 - Mar 19 includes taxes & fees 9/10 Wonderful! (1,622 reviews) Everyone was friendly, everything you need with in walking distance. Room was very clean and very comfortable Reviewed on Mar 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F03%2F2026&endDate=19%2F03%2F2026&selected=1256868&PinnedHotelID=1256868&HadPinnedHotel=true®ionId=553248635976398609) [See all 3,614 properties in Cay Bay](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=07%2F03%2F2026&endDate=08%2F03%2F2026®ionId=553248635976398609) 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 a Cay Bay vacation package cost? ### How do I get a cheap travel package to Cay Bay? ### Where should I stay in Cay Bay? ### How far in advance should I book my Cay Bay vacation? ### What does an Expedia Cay Bay travel package include? ### What should I know before booking a Cay Bay travel package? ### Can I choose my airline with a Cay Bay Expedia vacation package? ### If I'm not able to travel, can I cancel my Cay Bay 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 Cole Bay](https://expedia.ca/things-to-do/search?rid=553248635976398609) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.