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.
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $4,014, price is now CA $1,984 per person
CA $1,984
per person
Jul 17 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,383 reviews)
The staff are friendly and attentive, the property is perfectly located to move around on food.
The propery is clean and well maintained. Howecer, there could be some updates done. Lighting in the actual room is lacking.
Reviewed on May 17, 2026
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $3,544, price is now CA $2,319 per person
CA $2,319
per person
Jun 20 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,008 reviews)
Suzanna and Hattie front desk ladies were fantastic! They helped me out so much! The driver was wonderful all the staff were so friendly! Love them. I will say if you’re not ready to walk up & down stairs, or don’t have a rental car, it was a little tough. Other than that no issues here friends and I enjoyed ourselves.
Reviewed on May 12, 2026
La Playa Orient Bay
Price was CA $2,167, price is now CA $1,486 per person
CA $1,486
per person
Jul 8 - Jul 13
found 9 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.4/10 Exceptional! (707 reviews)
The hotel was lovely and the staff were super accommodating and friendly. We enjoyed our vacation and the breakfast being included was really nice. The beach is gorgeous and the hotel is just a few steps away from the ocean. We ate lunch at the restaurant every day, the service was excellent and the staff were always super friendly. The food is great (I’d recommend the sushi or the chicken sandwich) Lots of beautiful dinner options right by the hotel. I cannot recommend La playa enough!
Reviewed on May 16, 2026
Holland House Beach Hotel
Downtown Philipsburg
Price was CA $4,382, price is now CA $3,194 per person
CA $3,194
per person
Jun 20 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,002 reviews)
The wonderful staff made our experience special. I traveled with my sister and we felt right at home.
Reviewed on May 17, 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 $153 per night from May 20 to May 21
CA $153
CA $183 total
May 20 - May 21
includes taxes & fees
7/10 Good! (848 reviews)
First, upon arrival, the room where I received the toilet was dirty. They did not clean it, and hair was everywhere. I had a room change. The second room I received was at the end of the hall in front of the staff storage closet. The smell of bleach was everywhere. The room was clean, but the tub ...
Reviewed on May 17, 2026
Adonis Cupecoy
Jordan Road Lowlands
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from Jun 12 to Jun 13
CA $110
CA $116 total
Jun 12 - Jun 13
includes taxes & fees
7.2/10 Good! (464 reviews)
Elevator didnt work and we were on the top floor, no towels or wash clothes were available and some random kids seem to be living in the lobby and the staff sits by the main door smoking so its the first thing that greets you.
Reviewed on May 12, 2026
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $392 per night from Jun 17 to Jun 18
CA $392
CA $501 total
Jun 17 - Jun 18
includes taxes & fees
9/10 Wonderful! (2,150 reviews)
The views, the service, the location, the food, the drinks. Everything.
Reviewed on May 17, 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(62 reviews)
Nothing says vacation like spending a lazy day at Maho Beach, a popular beach in Maho Reef. Check out the lively bars or top-notch restaurants in this family-friendly 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
Half Day Snorkeling Adventure
CA $89
per adult
100% of travellers recommend
High-Speed Ferry to St. Barths
CA $103
per adult
80% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
CA $116
per adult
94% of travellers recommend
Explore a world of travel with Expedia
- Hotels near American University of the Caribbean
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- Hotels near Casino Royale
- Hotels near Cupecoy Beach
- All Inclusive Resorts and in Lowlands
- Lowlands Hotels
- Hotels near Maho Beach
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- Condo Rentals in Maho Reef
- Maho Reef Hotels
- Hotels near Mullet Bay Beach
- Hotels near Mullet Bay Golf
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- 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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- 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.
