Search Deals onCupecoy Vacation Packages
Cupecoy Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Price was $1,641, price is now $841 per person
$841
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Will definitely stay there again ,easily accessible and not far from the airport
Reviewed on Oct 12, 2026
Princess Heights Luxury Boutique Condo Hotel
Save 100% on your flight
Price was $2,931, price is now $1,618 per person
$1,618
per person
Dec 19 - Dec 26
found 1 hour ago
Roundtrip non-stop flight included
Albany (ALB) 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 Grand Case Beach are located nearby.
The Villas at Simpson Bay Resort
Save 100% on your flight
Price was $2,305, price is now $1,294 per person
$1,294
per person
Dec 18 - Dec 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
The Atrium Beach Resort and Spa, an Ascend Collection Resort
Save 100% on your flight
Price was $1,718, price is now $1,106 per person
$1,106
per person
Jan 3 - Jan 10
found 12 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Oceans at Divi Little Bay
Save 100% on your flight
Price was $3,629, price is now $2,371 per person
$2,371
per person
Dec 19 - Dec 26
found 1 hour ago
Roundtrip non-stop flight included
Albany (ALB) 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 Port of St. Maarten are located nearby.
Everything was great. The pool stays open 24-7. The swim up bartender is a bit slow, but the drinks were good overall.
Reviewed on Oct 12, 2026
Divi Little Bay Beach Resort
Save 100% on your flight
Price was $3,613, price is now $2,367 per person
$2,367
per person
Dec 19 - Dec 26
found 1 hour ago
Roundtrip non-stop flight included
Albany (ALB) 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 Port of St. Maarten are located nearby.
Excellent location and views. Aged property but clean. Needs additional types of beverage choices ( IPA BEER).
We were mobile enough to climb several flights of stairs but nothing was mentioned about NO elevators. Others could be very surprised.
Reviewed on Oct 12, 2026
The Morgan Resort Spa Village
Save 100% on your flight
Price was $3,632, price is now $2,528 per person
$2,528
per person
Dec 19 - Dec 26
found 1 hour ago
Roundtrip non-stop flight included
Albany (ALB) 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.
Beautiful view ,very nice staff I'll definitely come back.
Reviewed on Oct 12, 2026
Belair Beach Hotel
Save 100% on your flight
Price was $1,814, price is now $1,283 per person
$1,283
per person
Dec 13 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Book a stay at this beach hotel in Philipsburg. Enjoy free parking, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Port of St. Maarten are located nearby.
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
Price found within the past 48 hours. Click for updated prices.
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
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$292 Roundtrip, found 2 days ago
$292
Roundtrip
found 2 days ago
Mon, Oct 26 - Thu, Nov 5
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$299 Roundtrip, found 2 days ago
$299
Roundtrip
found 2 days ago
Mon, Nov 16 - Fri, Dec 4
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$309 Roundtrip, found 9 hours ago
$309
Roundtrip
found 9 hours ago
Mon, Nov 2 - Fri, Nov 6
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
$322 Roundtrip, found 2 days ago
$322
Roundtrip
found 2 days ago
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