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Cupecoy Vacation Packages

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Cupecoy Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Price was $1,174, price is now $739 per person
$739
per person
Jun 9 - Jun 14
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.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
Price was $2,133, price is now $1,023 per person
$1,023
per person
Jun 9 - Jun 14
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.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Save 100% on your flight
Price was $1,956, price is now $952 per person
$952
per person
Jun 9 - Jun 14
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.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Save 100% on your flight
Price was $1,682, price is now $1,100 per person
$1,100
per person
Jun 9 - Jun 14
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.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Save 100% on your flight
Price was $1,906, price is now $1,255 per person
$1,255
per person
Jun 9 - Jun 14
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.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Price was $1,158, price is now $789 per person
$789
per person
Jun 9 - Jun 14
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.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Price was $1,395, price is now $958 per person
$958
per person
Jun 9 - Jun 14
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.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Price was $1,272, price is now $891 per person
$891
per person
May 10 - May 14
found 1 day ago
Roundtrip 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.

Cupecoy Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was $1,194, price is now $772 per person
$772
per person
May 10 - May 14
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
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 $2,111, price is now $1,146 per person
$1,146
per person
May 20 - May 24
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
Price was $1,520, price is now $836 per person
$836
per person
May 10 - May 14
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Price was $1,272, price is now $891 per person
$891
per person
May 10 - May 14
found 1 day ago
Roundtrip 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
Save 100% on your flight
Price was $2,133, price is now $1,023 per person
$1,023
per person
Jun 9 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,899, price is now $1,264 per person
$1,264
per person
Apr 23 - Apr 29
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,964, price is now $1,176 per person
$1,176
per person
Apr 23 - Apr 29
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 $2,572, price is now $1,611 per person
$1,611
per person
Apr 23 - Apr 29
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.

American Airlines
Tue, May 19 - Fri, May 29
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$292 Roundtrip, found 1 day ago
$292
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, May 19 from Logan Intl. to Princess Juliana Intl., returning Fri, May 29, priced at $292 found 1 day ago
Spirit Airlines
Sun, Mar 22 - Mon, Apr 6
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$300 Roundtrip, found 2 days ago
$300
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sun, Mar 22 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Mon, Apr 6, priced at $300 found 2 days ago
United
Mon, Mar 23 - Tue, Mar 31
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
$330 Roundtrip, found 2 hours ago
$330
Roundtrip
found 2 hours ago
Select United flight, departing Mon, Mar 23 from Pearson Intl. to Princess Juliana Intl., returning Tue, Mar 31, priced at $330 found 2 hours ago
American Airlines
Wed, May 6 - Thu, May 21
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$345 Roundtrip, found 2 days ago
$345
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, May 6 from Miami Intl. to Princess Juliana Intl., returning Thu, May 21, priced at $345 found 2 days ago