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.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $1,981, price is now CA $880 per person
CA $880
per person
Jun 14 - Jun 18
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
8.8/10 Excellent! (1,653 reviews)
Very walkable location and grocery store within the resort is very convenient. Excursion available right from the resort docks. Restaurants on site were very good. Breakfast buffest was plentiful. Very family friendly.
Reviewed on Apr 27, 2026
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $4,529, price is now CA $2,166 per person
CA $2,166
per person
Jun 20 - Jun 27
found 16 hours ago
Roundtrip flight included
Hamilton (YHM) to Philipsburg (SXM)
9.2/10 Wonderful! (1,386 reviews)
Property and hotel grounds, pool and beach front were beautiful. Rooms were clean but basic. Only one ice machine in each building. Staff very friendly, helpful and accommodating.
Reviewed on Apr 28, 2026
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $3,852, price is now CA $2,504 per person
CA $2,504
per person
Jun 20 - Jun 27
found 16 hours ago
Roundtrip flight included
Hamilton (YHM) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
We LOVE the rooms at Princess Heights. The view is amazing. Cooking in our room is ideal. The pool is lovely and clean. We’ve been several times and will return!
Reviewed on Apr 26, 2026
Holland House Beach Hotel
Downtown Philipsburg
Price was CA $4,515, price is now CA $3,364 per person
CA $3,364
per person
Jun 20 - Jun 27
found 16 hours ago
Roundtrip flight included
Hamilton (YHM) to Philipsburg (SXM)
9.2/10 Wonderful! (1,000 reviews)
Beautiful property right on the beach!
Reviewed on Apr 25, 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 $147 per night from May 7 to May 8
CA $147
CA $177 total
May 7 - May 8
includes taxes & fees
7/10 Good! (822 reviews)
Sapphire could be a very nice option. If they clean the place up. Its very outdated. Has a stale smell, my key card didn’t work for my room and i had to continuously get it fixed. We turned on a lamp in our room and knocked power to one side of the room. Property seem abandoned in some areas. Small ...
Reviewed on Apr 28, 2026
Adonis Cupecoy
Jordan Road Lowlands
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from May 10 to May 11
CA $110
CA $116 total
May 10 - May 11
includes taxes & fees
7.2/10 Good! (452 reviews)
The pictures on the site must be old because the property is pretty run down. I was there in April 2026 and was shocked at how run down it looked. Even though the staff were nice, it was not what I expected. If you are there for a weekend this place is ok but I wouldn’t stay for a long trip. Breakfast ...
Reviewed on Apr 27, 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
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
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
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
Half Day Snorkeling Adventure
CA $90
per adult
100% of travellers recommend
Underwater Sculpture Park Snorkel Adventure
CA $62
per adult
Tango Sunset Cruise with Caribbean Dinner & Open Bar
CA $117
per adult
94% 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
- Flights from Amsterdam (AMS) to Philipsburg (SXM)
- Flights from St. John's (ANU) to Philipsburg (SXM)
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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)
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- 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.
