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 $1,557, price is now $1,012 per person
$1,012
per person
May 15 - May 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Price was $3,184, price is now $1,511 per person
$1,511
per person
May 24 - May 31
found 1 day ago
Roundtrip 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.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $2,993, price is now $1,525 per person
$1,525
per person
May 15 - May 23
found 1 day ago
Roundtrip 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.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Price was $2,137, price is now $1,322 per person
$1,322
per person
May 15 - May 23
found 1 day ago
Roundtrip 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 Grand Case Beach and Dawn Beach are located nearby.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Price was $2,054, price is now $1,323 per person
$1,323
per person
May 15 - May 23
found 1 day ago
Roundtrip 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 Harbour Point Village are located nearby.
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 $2,049, price is now $1,333 per person
$1,333
per person
May 15 - May 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $2,737, price is now $1,812 per person
$1,812
per person
May 15 - May 23
found 1 day ago
Roundtrip 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.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Price was $2,092, price is now $1,398 per person
$1,398
per person
May 15 - May 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this 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 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.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was $1,202, price is now $894 per person
$894
per person
May 8 - May 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $1,653, price is now $954 per person
$954
per person
Jun 28 - Jul 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $1,548, price is now $984 per person
$984
per person
Jul 1 - Jul 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $1,286, price is now $975 per person
$975
per person
Jul 1 - Jul 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)

Cupecoy Vacation Packages 5-7 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 $1,987, price is now $1,278 per person
$1,278
per person
May 16 - May 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $3,184, price is now $1,511 per person
$1,511
per person
May 24 - May 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 $2,859, price is now $1,499 per person
$1,499
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $2,388, price is now $1,586 per person
$1,586
per person
Jun 16 - Jun 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)

Top Flight Deals

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

Spirit Airlines
Sun, Apr 19 - Thu, May 7
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$265 Roundtrip, found 1 day ago
$265
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 $265 found 1 day ago
Spirit Airlines
Sat, Apr 25 - Thu, Apr 30
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$265 Roundtrip, found 11 hours ago
$265
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Sat, Apr 25 from Philadelphia Intl. to Princess Juliana Intl., returning Thu, Apr 30, priced at $265 found 11 hours ago
Spirit Airlines
Sun, Apr 26 - Thu, Apr 30
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$270 Roundtrip, found 1 day ago
$270
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Apr 26 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Thu, Apr 30, priced at $270 found 1 day ago
American Airlines
Tue, Apr 28 - Fri, May 1
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$270 Roundtrip, found 8 hours ago
$270
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Tue, Apr 28 from Miami Intl. to Princess Juliana Intl., returning Fri, May 1, priced at $270 found 8 hours ago