Search Deals onCupecoy Vacation Packages
Cupecoy Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Princess Heights Luxury Boutique Condo Hotel
Price was $1,616, price is now $977 per person
$977
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of St. Maarten and Great Bay Beach are located nearby.
I loved the warm staff and the help they provided me during my stay
Reviewed on Nov 6, 2026

The Villas at Simpson Bay Resort
Price was $2,978, price is now $1,580 per person
$1,580
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

Simpson Bay Resort, Marina & Spa
Price was $2,677, price is now $1,460 per person
$1,460
per person
Dec 11 - Dec 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Everything was perfect! We had a wonderful stay. The hotel was clean, comfortable, and well maintained. The staff was friendly, welcoming, and always willing to help. Everything exceeded our expectations, and we truly enjoyed our experience. We would definitely stay here again and highly recommend this hotel to anyone looking for a great place to stay!
Reviewed on Nov 6, 2026

The Morgan Resort Spa Village
Price was $1,731, price is now $1,052 per person
$1,052
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Standard hotel. Nice but nothing jaw dropping
Reviewed on Nov 3, 2026

Oceans at Divi Little Bay
Price was $2,144, price is now $1,498 per person
$1,498
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this hotel in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Great Bay Beach are located nearby.
Very friendly staff and experience! Room was very clean and well maintained.
Reviewed on Nov 5, 2026

Panorama Residences at Monte Vista
Price was $1,994, price is now $1,430 per person
$1,430
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Maho Beach and Port of St. Maarten are located nearby.
Super clean, beautiful location. Friendly staff. Safe place. Will book again
Reviewed on Oct 24, 2026

Divi Little Bay Beach Resort
Price was $2,013, price is now $1,444 per person
$1,444
per person
Jan 9 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach and Great Bay Beach are located nearby.
The location of property for snorkeling was great as you could easily swim in the bay and find a lot of really great snorkeling. The property was laid out to make it easy to get to things and shuttles were readily available. We initially gave our experience a rating of 2 due to issues with the toilet in the room and most importantly the attitude, laziness and work ethic of the staff members we encountered on day 1. After leaving an initial review of 2, our room was immediately corrected and the staff we encountered for the remainder of our vacation increased our experience rating from a 2 to a 4. The following employees were extremely pleasant and accommodating to us and treated us like family. Melissa (supv), Martin (supv), Caron, Rodger, Malik, Stephen, and Eline were all wonderful and made our trip great. The one thing that could have been better was the frequency of Live entertainment.. they only had entertainment for 2 nights during our stay and the band they had was phenomenal; bring them back more often. Divi Little Bay should have entertainment every night for a resort of that size. We will visit the resort again due to how our experience completely turned around after day 1. We met some great people and made some everlasting memories. See you next year!
Reviewed on Nov 6, 2026

Coral Beach Club Villas & Marina
Price was $2,483, price is now $1,813 per person
$1,813
per person
Jan 26 - Feb 2
found 24 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this spa resort in Oyster Pond. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Orient Bay and Great Bay Beach are located nearby.
The condo and property was clean and well decorated and maintained. We had an awesome stay and will return.
Reviewed on Jul 19, 2026
Cupecoy Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Cupecoy Vacation Packages 5-7 Night Stays
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Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Jan 25 - Wed, Feb 3
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$272 Roundtrip, found 14 hours ago
$272
Roundtrip
found 14 hours ago

Sun, Nov 29 - Thu, Dec 17
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$291 Roundtrip, found 2 days ago
$291
Roundtrip
found 2 days ago

Mon, Jan 11 - Thu, Jan 21
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$300 Roundtrip, found 6 hours ago
$300
Roundtrip
found 6 hours ago

Mon, Dec 7 - Fri, Dec 11
LGA
LaGuardia
SXM
Princess Juliana Intl.
$305 Roundtrip, just found
$305
Roundtrip
just found
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