Title: Cupecoy Vacation Packages & Trips 2026 from CA $1,256 | Expedia.ca [Cupecoy Travel Guide](https://expedia.ca/Cupecoy.dx602829)[Hotels in Cupecoy](https://expedia.ca/Cupecoy-Hotels.d602829.Travel-Guide-Hotels)[Vacation Rentals in Cupecoy](https://expedia.ca/Cupecoy-Vacation-Rentals.d602829.Travel-Guide-VacationRentals)[Things to do in Cupecoy](https://expedia.ca/Things-To-Do-In-Cupecoy.d602829.Travel-Guide-Activities)[Cupecoy Car Rentals](https://expedia.ca/Car-Rentals-In-Cupecoy.d602829.Car-Rental-Guide) ![](https://images.trvl-media.com/place/602829/6c10b508-efda-4cc7-b1ef-b851143c9bef.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Cupecoy 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 Cupecoy Vacation The best way to experience this vibrant city is with a custom-made Cupecoy vacation package. Base yourself in the neighborhood of Maho, which is good for dining, golfing and coastal beaches or choose someplace else — our package deals are all about you. Make your trip to Cupecoy even more exciting by including some sightseeing. [Maho Beach](https://www.expedia.ca/Maho-Beach-Lowlands.d6079649.Vacation-Attraction), [Mullet Bay Beach](https://www.expedia.ca/Mullet-Bay-Beach-Maho.d506439.Vacation-Attraction) and [Cupecoy Beach](https://www.expedia.ca/Cupecoy-Beach-Lowlands.d6079639.Vacation-Attraction) are among the major attractions worth exploring. Don't put off your visit to this destination any longer. The perfect Cupecoy vacation is only a few clicks away with Expedia. ## Top Cupecoy Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oyster Bay Beach Resort Oyster Pond CA $1,256 per person Apr 17 - Apr 23 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Philipsburg (SXM) 8.6/10 Excellent! (952 reviews) The staff was amazing and so helpful from before checkin to checkout! The resort has a lot of onsite amenities and no need to leave! Reviewed on Feb 4, 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 $1,476 per person Apr 17 - Apr 23 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) The staff were extremely helpful and attentive everywhere across the resort. From the front desk staff to the bartenders (especially Sofia at the beach bar) and everyone in between. We will definitely be coming back for a MUCH longer stay! Reviewed on Feb 4, 2026 ![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 Pelican Key CA $2,886 per person Mar 29 - Apr 5 found 19 hours ago Roundtrip flight included Hamilton (YHM) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) Positive - great resort. Nice accommodations. Negative - paid over $600 for one night but couldn’t check in until after 4pm and had to check out before 10am - no possibility for extension. Bottom line - not worth the high cost for what is essentially a 16 hour stay. Look elsewhere for a short stay. Reviewed on Feb 1, 2026 ![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 $1,297 per person Apr 17 - Apr 23 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Philipsburg (SXM) 9.2/10 Wonderful! (973 reviews) The room was very clean and very spacious. The service from arrival to room service was excellent. The room also has nice balcony with a good view. We recommend the small upgrade to the bigger suite. It’s only slightly more expensive but well worth it. I wish the pillows on the bed were a teeny bit better but that’s a minor complaint from such a great experience. We added an additional night and they upgraded the room for no additional cost. Reviewed on Feb 3, 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 $1,777 per person Apr 23 - Apr 30 found 9 hours ago Roundtrip flight included Montreal (YMQ) to Philipsburg (SXM) 9.4/10 Exceptional! (604 reviews) The room was clean and the staff was attentive Reviewed on Feb 1, 2026 ## Cupecoy Beach Vacation Forget the stresses of daily life and let your mind, body and soul unwind on your Cupecoy vacation. Few things are more refreshing than a cool ocean breeze and the sound of waves crashing onto the shore. Organize your trip to Cupecoy the easy way by booking one of our Cupecoy packages. Many people opt to spend their nights close to Mullet Bay Beach, a local highlight only 0.64 kilometres from the downtown area. ## Things You Should Know About Cupecoy - Book one of our [Cupecoy beach hotels](https://www.expedia.ca/d602829-tBeachHotel.Travel-Guide-Filter-Hotels?lang=en&rfrr=ATG.LP.BodyContent) and get ready for a vacation to remember. Long walks along the shoreline, sparkling ocean vistas and the rhythm of the waves are all yours to enjoy. - Travellers also often book apartments here. Whether you're heading off on a family trip or spending time with your significant other, you'll have all the amenities you need for an unforgettable break. [Adonis Cupecoy](https://www.expedia.ca/Lowlands-Hotels-Adonis-Cupecoy.h37068709.Hotel-Information) and [Sapphire Beach Club and Resort](https://www.expedia.ca/Lowlands-Hotels-Sapphire-Beach-Club-And-Resort.h62594424.Hotel-Information) are some of your choices. ## Ready to book your vacation to Cupecoy? Choose your dates ## Cupecoy Hotel Deals ![Sapphire Beach Club Resort](https://images.trvl-media.com/lodging/1000000/870000/861000/860944/46903e22_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sapphire Beach Club Resort 147 Lowlands Lowlands CA $184 CA $220 total Feb 10 - Feb 11 includes taxes & fees 7/10 Good! (734 reviews) This was a good solid place to stay. It met all the expectations. It was very clean in the room and around the resort. Room was as pictured. View wonderful. Staff were helpful and friendly. It was a quiet resort and I enjoyed the free welcome party, the wine and cheese party---both with singers and ... Reviewed on Jan 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=860944&PinnedHotelID=860944&HadPinnedHotel=true®ionId=602829) ![Adonis Cupecoy](https://images.trvl-media.com/lodging/38000000/37070000/37068800/37068709/18cfa789_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Adonis Cupecoy Jordan Road Lowlands CA $154 CA $161 total Feb 23 - Feb 24 includes taxes & fees 7.2/10 Good! (402 reviews) This is a great place. The staff is extremely friendly and the rooms are nice and clean Reviewed on Jan 28, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=37068709&PinnedHotelID=37068709&HadPinnedHotel=true®ionId=602829) ![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 CA $554 CA $682 total Feb 15 - Feb 16 includes taxes & fees 8.8/10 Excellent! (1,978 reviews) Nice pool area. Reviewed on Jan 30, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=17524915&PinnedHotelID=17524915&HadPinnedHotel=true®ionId=602829) [See all 3,574 properties in Cupecoy](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=05%2F02%2F2026&endDate=06%2F02%2F2026®ionId=602829) 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) ### Discover the most popular places to visit in Cupecoy ![Maho beach](https://images.trvl-media.com/place/8941/b6338664-4cf8-4430-88c6-3eddef02d441.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Maho Beach Nothing says vacation like spending a lazy day at Maho Beach, a popular beach in Maho Reef. Check out the top-notch restaurants or lively bars in this romantic area. [](https://expedia.ca/Maho-Beach-Lowlands.d6079649.Vacation-Attraction) ![Mullet Beach which includes a beach, tropical scenes and landscape views](https://images.trvl-media.com/place/506439/75895844-1666-4f73-a0a0-5bd2a05c971b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Mullet Bay Beach Shady palm trees, warm and clear water, white sand and good surfing waves make this hamlet a favorite with locals, particularly on the weekends. [](https://expedia.ca/Mullet-Bay-Beach-Maho.d506439.Vacation-Attraction) ![Casino Royale showing a casino, street scenes and signage](https://images.trvl-media.com/place/6079637/c9f8bfb6-f55b-4057-a466-ea9b96d83589.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Casino Royale Those looking for an exciting evening out on the island should visit this entertainment complex with gambling tables, shops, restaurants, a disco and bars. [](https://expedia.ca/Casino-Royale-Lowlands.d6079637.Vacation-Attraction) ### What to do in Cupecoy ![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 $104 per adult **80%** of travellers recommend [](https://expedia.ca/things-to-do/high-speed-ferry-to-st-barths.a176989.activity-details) ![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 $139 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 $90 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/half-day-snorkeling-adventure.a253868.activity-details) [See all activities in Cupecoy](https://expedia.ca/things-to-do/search?rid=602829) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [Hotels near American University of the Caribbean ](https://www.expedia.ca/American-University-Of-The-Caribbean-Hotels.0-l6079633-0.Travel-Guide-Filter-Hotels) - [Beacon Hill Hotels ](https://www.expedia.ca/Beacon-Hill-Hotels.d6342098.Travel-Guide-Hotels) - [Hotels near Casino Royale ](https://www.expedia.ca/Casino-Royale-Hotels.0-l6079637-0.Travel-Guide-Filter-Hotels) - [Hotels near Cupecoy Beach ](https://www.expedia.ca/Cupecoy-Beach-Hotels.0-l6079639-0.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Lowlands ](https://www.expedia.ca/Lowlands-Hotels-All-Inclusive-Hotel.0-0-d6338924-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Lowlands Hotels ](https://www.expedia.ca/Lowlands-Hotels.d6338924.Travel-Guide-Hotels) - [Hotels near Maho Beach ](https://www.expedia.ca/Maho-Beach-Hotels.0-l6079649-0.Travel-Guide-Filter-Hotels) - [Maho Hotels ](https://www.expedia.ca/Maho-Lowlands-Hotels.0-n553248635976398598-0.Travel-Guide-Filter-Hotels) - [Condo Rentals in Maho Reef ](https://www.expedia.ca/Maho-Reef-Condos.d55037-aaCondos.Travel-Guide-Accommodation) - [Maho Reef Hotels ](https://www.expedia.ca/Maho-Reef-Hotels.d55037.Travel-Guide-Hotels) - [Hotels near Mullet Bay Beach ](https://www.expedia.ca/Mullet-Bay-Beach-Hotels.0-l506439-0.Travel-Guide-Filter-Hotels) - [Hotels near Mullet Bay Golf ](https://www.expedia.ca/Mullet-Bay-Golf-Hotels.0-l553248621533159309-0.Travel-Guide-Filter-Hotels) - [Hotels near Mullet Bay ](https://www.expedia.ca/Mullet-Bay-Hotels.0-l553248635976196232-0.Travel-Guide-Filter-Hotels) - [Hotels near Princess Juliana Intl. ](https://www.expedia.ca/Princess-Juliana-Intl-Airport-Hotels.0-aSXM-0.Travel-Guide-Filter-Hotels) - [Flights to Beacon Hill ](https://www.expedia.ca/Cheap-Flights-To-Beacon-Hill.d6342098.Travel-Guide-Flights) - [Flights to Maho Reef ](https://www.expedia.ca/Cheap-Flights-To-Maho-Reef.d55037.Travel-Guide-Flights) - [Flights to Princess Juliana Intl. ](https://www.expedia.ca/Cheap-Flights-To-Princess-Juliana-Intl.d5068883.Travel-Guide-Flights) - [Flights from Lowlands ](https://www.expedia.ca/lp/flights/6338924/flights-from-lowlands) - [Flights from Amsterdam (AMS) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/ams/sxm/amsterdam-to-philipsburg) - [Flights from St. John's (ANU) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/anu/sxm/st-johns-to-philipsburg) - [Flights from Bridgetown (BGI) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/bgi/sxm/bridgetown-to-philipsburg) - [Flights from Boston (BOS) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/bos/sxm/boston-to-philipsburg) - [Flights from Burlington (BTV) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/btv/sxm/burlington-to-philipsburg) - [Flights from Buffalo (BUF) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/buf/sxm/buffalo-to-philipsburg) - [Flights from Cancun (CUN) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/cun/sxm/cancun-to-philipsburg) - [Flights from Detroit (DTW) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/dtw/sxm/detroit-to-philipsburg) - [Flights from Tortola (EIS) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/eis/sxm/tortola-to-philipsburg) - [Flights from Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/ewr/sxm/newark-liberty-intl-airport-to-philipsburg) - [Flights from Fort Lauderdale (FLL) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/fll/sxm/fort-lauderdale-to-philipsburg) - [Flights from Houston (IAH) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/iah/sxm/houston-to-philipsburg) - [Flights from Jacksonville (JAX) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/jax/sxm/jacksonville-to-philipsburg) - [Flights from New York (JFK) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/jfk/sxm/new-york-to-philipsburg) - [Flights from Kingston (KIN) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/kin/sxm/kingston-to-philipsburg) - [Flights from Orlando (MCO) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/mco/sxm/orlando-to-philipsburg) - [Flights from Miami (MIA) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/mia/sxm/miami-to-philipsburg) - [Flights from Providenciales (PLS) to Philipsburg (SXM) ](https://www.expedia.ca/lp/flights/pls/sxm/providenciales-to-philipsburg) - 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