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
Save 100% on your flight
per person
Jun 12 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Stay at this 4-star 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 Villas at Simpson Bay Resort
Save 100% on your flight
per person
Jun 22 - Jun 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star 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 Orient Bay Beach are located nearby.

Princess Heights Luxury Boutique Condo Hotel
Save 100% on your flight
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 3.5-star 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 Orient Bay Beach and Grand Case Beach are located nearby.

Stunning 2 brm Designer View Condo in Maho
per person
May 21 - May 27
found 6 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 3.5-star apartment in Lower Prince's Quarter. Enjoy free WiFi, free parking, and a garden. Popular attractions Orient Bay Beach and Maho Beach are located nearby.

Divi Little Bay Beach Resort
Save 100% on your flight
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star 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 Orient Bay Beach are located nearby.

Superb 2-bedroom Designer Apartment
per person
May 21 - May 27
found 6 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star apartment in Lowlands. Enjoy free WiFi, free parking, and a garden. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

La Playa Orient Bay
per person
May 30 - Jun 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.

Holland House Beach Hotel
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach 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.

Fri, May 30 - Mon, Jun 2
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$231 Roundtrip, found 2 days ago
$231
Roundtrip
found 2 days ago

Fri, May 30 - Thu, Jun 5
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$321 Roundtrip, found 2 days ago
$321
Roundtrip
found 2 days ago

Sun, Apr 20 - Wed, Apr 23
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
$324 Roundtrip, found 2 days ago
$324
Roundtrip
found 2 days ago

Sun, May 11 - Thu, May 15
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$335 Roundtrip, found 3 days ago
$335
Roundtrip
found 3 days ago
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Car Rentals in Cupecoy
- Car rentals in Simpson Bay
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