Cupecoy Vacation Packages
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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, Mullet Bay Beach and Cupecoy Beach 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
Oyster Pond
Price was CA $2,027, price is now CA $1,261 per person
CA $1,261
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)
Great stay. Good property and good restaurants choices.
Reviewed on Feb 5, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $3,175, price is now CA $1,399 per person
CA $1,399
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Philipsburg (SXM)
9/10 Wonderful! (1,463 reviews)
Room was spacious and spotless. Staff was friendly and helpful. The pools were perfect!
Reviewed on Feb 6, 2026
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $4,465, price is now CA $2,251 per person
CA $2,251
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Philipsburg (SXM)
9.2/10 Wonderful! (1,309 reviews)
It was our 2nd time there. It was great. We love being able to walk to restaurants and live music. Staff is always friendly and funny!
Reviewed on Feb 6, 2026
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $2,431, price is now CA $1,372 per person
CA $1,372
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)
Room was very clean and staff was friendly. The room was spacious and elegant and had a great view.
Reviewed on Feb 5, 2026
Panorama Residences at Monte Vista
Point Blanche
Price was CA $2,145, price is now CA $1,385 per person
CA $1,385
per person
Apr 1 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Philipsburg (SXM)
10/10 Exceptional! (1 review)
We had such a wonderful stay! The apartment was spotless, stylish, and felt like home. Nicky and Edsel went above and beyond as concierge. so helpful, kind, and generous throughout our trip. Truly made the experience special. Highly recommend staying here!
Reviewed on Feb 4, 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 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 and Sapphire Beach Club and Resort are some of your choices.
Cupecoy Hotel Deals
Sapphire Beach Club Resort
147 Lowlands Lowlands
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Mar 4 to Mar 5
CA $185
CA $222 total
Mar 4 - Mar 5
includes taxes & fees
7/10 Good! (740 reviews)
The staff were all great. We had a free upgrade which was nice but the condos are a little dated and could use some upgrades. Housekeeping was good. Happy hour was also good and gave you a chance to meet other guests many that were long time return guests.
Reviewed on Feb 4, 2026
Adonis Cupecoy
Jordan Road Lowlands
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Feb 23 to Feb 24
CA $154
CA $162 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
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $557 per night from Feb 15 to Feb 16
CA $557
CA $685 total
Feb 15 - Feb 16
includes taxes & fees
8.8/10 Excellent! (1,978 reviews)
Nice pool area.
Reviewed on Jan 30, 2026
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.
Discover the most popular places to visit in Cupecoy
Maho Beach
4/5(61 reviews)
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.
Mullet Bay Beach
4.5/5(19 reviews)
Shady palm trees, warm and clear water, white sand and good surfing waves make this hamlet a favorite with locals, particularly on the weekends.
Casino Royale
4/5(1 review)
Those looking for an exciting evening out on the island should visit this entertainment complex with gambling tables, shops, restaurants, a disco and bars.
What to do in Cupecoy
High-Speed Ferry to St. Barths
CA $104
per adult
80% of travellers recommend
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
CA $221
per adult
90% of travellers recommend
Edge Ferry Tickets to St. Barts
CA $139
per adult
84% of travellers recommend
Explore a world of travel with Expedia
- Hotels near American University of the Caribbean
- Beacon Hill Hotels
- Hotels near Casino Royale
- Hotels near Cupecoy Beach
- All Inclusive Resorts and in Lowlands
- Lowlands Hotels
- Hotels near Maho Beach
- Maho Hotels
- Condo Rentals in Maho Reef
- Maho Reef Hotels
- Hotels near Mullet Bay Beach
- Hotels near Mullet Bay Golf
- Hotels near Mullet Bay
- Hotels near Princess Juliana Intl.
- Flights to Beacon Hill
- Flights to Maho Reef
- Flights to Princess Juliana Intl.
- Flights from Lowlands
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- Flights from Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
- Flights from Fort Lauderdale (FLL) to Philipsburg (SXM)
- Flights from Houston (IAH) to Philipsburg (SXM)
- Flights from Jacksonville (JAX) to Philipsburg (SXM)
- Flights from New York (JFK) to Philipsburg (SXM)
- Flights from Kingston (KIN) to Philipsburg (SXM)
- Flights from Orlando (MCO) to Philipsburg (SXM)
- Flights from Miami (MIA) to Philipsburg (SXM)
- Flights from Providenciales (PLS) to Philipsburg (SXM)
- Flights from Pointe-a-Pitre (PTP) to Philipsburg (SXM)
- Flights from Panama City (PTY) to Philipsburg (SXM)
- Flights from Punta Cana (PUJ) to Philipsburg (SXM)
- Flights from Seattle (SEA) to Philipsburg (SXM)
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- Flights from Basseterre (SKB) to Philipsburg (SXM)
- Flights from Edmonton (YEG) to Philipsburg (SXM)
- Flights from Fredericton (YFC) to Philipsburg (SXM)
- Flights from Halifax (YHZ) to Philipsburg (SXM)
- Flights from Kelowna (YLW) to Philipsburg (SXM)
- Flights from Ottawa (YOW) to Philipsburg (SXM)
- Flights from Québec (YQB) to Philipsburg (SXM)
- Flights from Moncton (YQM) to Philipsburg (SXM)
- Flights from Thunder Bay (YQT) to Philipsburg (SXM)
- Flights from Saint John (YSJ) to Philipsburg (SXM)
- Flights from Toronto (YTO) to Philipsburg (SXM)
- Flights from Toronto (YTZ) to Philipsburg (SXM)
- Flights from Montreal (YUL) to Philipsburg (SXM)
- Flights from Vancouver (YVR) to Philipsburg (SXM)
- Flights from Winnipeg (YWG) to Philipsburg (SXM)
- Flights from Calgary (YYC) to Philipsburg (SXM)
- Flights from Charlottetown (YYG) to Philipsburg (SXM)
- Flights from Victoria (YYJ) to Philipsburg (SXM)
- Flights from Toronto (YYZ) to Philipsburg (SXM)
- Ace Rental Cars in Princess Juliana Intl.
- Alamo Rent A Car Rental Cars in Princess Juliana Intl.
- Avis Rental Cars in Princess Juliana Intl.
- Car rentals near American University of the Caribbean
- Car rental Beacon Hill
- Car rentals near Maho Beach
- Car rental Maho Reef
- Rental cars Princess Juliana Intl. airport
- Enterprise Rental Cars in Beacon Hill
- Enterprise Rental Cars in Princess Juliana Intl.
- Europcar Rental Cars in Princess Juliana Intl.
- Hertz Rental Cars in Princess Juliana Intl.
- Kk Leisure Rental Cars in Princess Juliana Intl.
- Luxury Car Rentals near Princess Juliana Intl.
- National Car Rental Rental Cars in Princess Juliana Intl.
- Payless Rental Cars in Princess Juliana Intl.
- Rent A Wreck Rental Cars in Princess Juliana Intl.
- Right-Cars Rental Cars in Princess Juliana Intl.
- Sixt Rental Cars in Princess Juliana Intl.
- Thrifty Car Rental Rental Cars in Princess Juliana Intl.
- U-Save Rental Cars in Princess Juliana Intl.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
