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 $2,961, price is now CA $1,299 per person
CA $1,299
per person
Jun 22 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.8/10 Excellent! (1,635 reviews)
Quiet and safe with many amenities
Reviewed on Apr 10, 2026
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $4,108, price is now CA $2,182 per person
CA $2,182
per person
May 11 - May 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,382 reviews)
Pool, Beach , restaurants , shops , coffee / snack bar , what’s there not to love! We used the very nice gym daily although an extra charge of 5/6$ per visit . Bartender at the main pool bar was fabulous ! Rolls weee comfortable , my boys loved the Murphy beds . Market close by , can walk to all the restaurants . Booked a second floor villa and it was perfect !
Loved this resort for our family spring break !
Reviewed on Apr 5, 2026
Esmeralda Resort
Price was CA $2,285, price is now CA $1,510 per person
CA $1,510
per person
Jun 1 - Jun 8
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.6/10 Excellent! (512 reviews)
i wish they would mention that there are renovated houses and non renovated. had to find out upon arrival that we will be staying at the not remodeled version. also, their check in is at 3 pm. expedia said its at 2 pm. so that one hour was a big difference for us since we still came on early- at around 12:30. coffee machine was at the kitchen, but no coffee was anywhere to find. in general, it would be not bad 3 start, but definitely not better than that and cost way too much
Reviewed on Apr 9, 2026
Oyster Bay Beach Resort
Oyster Pond
Price was CA $2,033, price is now CA $1,351 per person
CA $1,351
per person
May 14 - May 21
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.6/10 Excellent! (1,006 reviews)
Lovely, quaint, and serene place. Majority of the staff are amazing and friendly. It’s about 30mins to the airport. They have restaurants and shops on property. If you want to have a tranquil time this is the place. The beach is not the best; but you can go to other beaches close by. Nice place to relax and enjoy.
Reviewed on Apr 9, 2026
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $2,780, price is now CA $1,897 per person
CA $1,897
per person
May 11 - May 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,002 reviews)
Since the hotel lacked a restaurant or cafeteria, the breakfast room service brought in the same products each morning. Breakfast was included in the room rate. The room was clean, and the staff was very friendly.
Reviewed on Apr 10, 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 $201 per night from May 10 to May 11
CA $201
CA $241 total
May 10 - May 11
includes taxes & fees
7/10 Good! (802 reviews)
The property needs an upgrade. The closet started leaking with water. I had to call front desk for toilet paper because housekeeping forgot to put some more in my room.
Reviewed on Apr 8, 2026
Adonis Cupecoy
Jordan Road Lowlands
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from May 12 to May 13
CA $112
CA $118 total
May 12 - May 13
includes taxes & fees
7.2/10 Good! (445 reviews)
We booked this stay and when we arrived, they said they had no rooms. There were a total of 3 couples same time and they refused to refund us.
Reviewed on Apr 8, 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
Edge Ferry Tickets to St. Barts
CA $137
per adult
84% of travellers recommend
Underwater Sculpture Park Snorkel Adventure
CA $62
per adult
80% of travellers recommend
Half Day Snorkeling Adventure
CA $89
per adult
100% of travellers recommend
Explore a world of travel with Expedia
- Hotels near American University of the Caribbean
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- All Inclusive Resorts and in Lowlands
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- Condo Rentals in Maho Reef
- Maho Reef Hotels
- Hotels near Mullet Bay Beach
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- Hotels near Princess Juliana Intl.
- Flights to Beacon Hill
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- 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.
