Search Deals on
Cupecoy Vacation Packages

Build your package with 2 more options

Cupecoy Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Price was $1,147, price is now $791 per person
$791
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Book a stay at this beach resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Grand Case Beach and Oyster Bay Marina are located nearby.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
Price was $2,069, price is now $1,038 per person
$1,038
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Save 100% on your flight
Price was $1,876, price is now $1,118 per person
$1,118
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,692, price is now $1,069 per person
$1,069
per person
Jun 5 - Jun 11
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Book a stay at this 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 Grand Case Beach and Green Cay are located nearby.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Save 100% on your flight
Price was $1,550, price is now $1,015 per person
$1,015
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 Harbour Point Village are located nearby.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Price was $1,269, price is now $837 per person
$837
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 Grand Case Beach and Dawn Beach are located nearby.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,428, price is now $954 per person
$954
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 Mullet Bay Beach are located nearby.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Price was $1,553, price is now $1,095 per person
$1,095
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 Mullet Bay Beach are located nearby.

Cupecoy Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Save 100% on your flight
Price was $1,968, price is now $1,081 per person
$1,081
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $1,560, price is now $1,100 per person
$1,100
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Point Blanche
Price was $1,467, price is now $1,094 per person
$1,094
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

3 out of 5
Price was $2,157, price is now $1,624 per person
$1,624
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)

Cupecoy Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $2,181, price is now $1,002 per person
$1,002
per person
Jun 29 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $2,630, price is now $1,495 per person
$1,495
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Save 100% on your flight
Price was $1,876, price is now $1,118 per person
$1,118
per person
Jun 3 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $2,769, price is now $1,738 per person
$1,738
per person
Jul 8 - Jul 15
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Sat, Apr 25 - Thu, Apr 30
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$268 Roundtrip, found 6 hours ago
$268
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Sat, Apr 25 from Philadelphia Intl. to Princess Juliana Intl., returning Thu, Apr 30, priced at $268 found 6 hours ago
American Airlines
Tue, May 19 - Fri, May 29
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$278 Roundtrip, found 3 days ago
$278
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, May 19 from Logan Intl. to Princess Juliana Intl., returning Fri, May 29, priced at $278 found 3 days ago
Spirit Airlines
Sun, Apr 19 - Thu, May 7
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$283 Roundtrip, found 1 day ago
$283
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Apr 19 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Thu, May 7, priced at $283 found 1 day ago
Spirit Airlines
Sat, May 9 - Thu, May 14
LGA
LaGuardia
SXM
Princess Juliana Intl.
$286 Roundtrip, found 10 hours ago
$286
Roundtrip
found 10 hours ago
Select Spirit Airlines flight, departing Sat, May 9 from LaGuardia to Princess Juliana Intl., returning Thu, May 14, priced at $286 found 10 hours ago