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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.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $2,114, price is now $866 per person
$866
per person
Jul 7 - Jul 12
found 4 hours ago
Roundtrip non-stop flight included
Albany (ALB) 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 $2,324, price is now $1,147 per person
$1,147
per person
Jul 22 - Jul 28
found 1 day ago
Roundtrip 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.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Save 100% on your flight
Price was $2,056, price is now $1,243 per person
$1,243
per person
Jun 17 - Jun 24
found 23 hours 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 Grand Case Beach and Dawn Beach are located nearby.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,479, price is now $956 per person
$956
per person
Jul 7 - Jul 12
found 4 hours ago
Roundtrip non-stop flight included
Albany (ALB) 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.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Save 100% on your flight
Price was $2,084, price is now $1,454 per person
$1,454
per person
Jun 17 - Jun 24
found 23 hours ago
Roundtrip non-stop flight included
Albany (ALB) 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.
Esmeralda Resort

Esmeralda Resort

4 out of 5
Save 100% on your flight
Price was $1,755, price is now $1,246 per person
$1,246
per person
Jun 17 - Jun 24
found 23 hours ago
Roundtrip non-stop flight included
Albany (ALB) 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 helpful staff in our reviews. Popular attractions Grand Case Beach and Mont Vernon are located nearby.
Coral Beach Club Villas & Marina

Coral Beach Club Villas & Marina

4 out of 5
Save 100% on your flight
Price was $2,895, price is now $2,088 per person
$2,088
per person
Jun 17 - Jun 24
found 23 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Philipsburg (SXM)
Book a stay at this beach resort in Oyster Pond. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Grand Case Beach and Oyster Bay Marina are located nearby.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Price was $1,429, price is now $1,032 per person
$1,032
per person
Jun 17 - Jun 24
found 23 hours ago
Roundtrip non-stop flight included
Albany (ALB) 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.

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 $1,145, price is now $799 per person
$799
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip 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 $1,935, price is now $1,006 per person
$1,006
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $1,546, price is now $972 per person
$972
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Price was $1,322, price is now $927 per person
$927
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $2,114, price is now $866 per person
$866
per person
Jul 7 - Jul 12
found 4 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,147, price is now $934 per person
$934
per person
Jun 20 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $2,056, price is now $1,243 per person
$1,243
per person
Jun 17 - Jun 24
found 23 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,479, price is now $956 per person
$956
per person
Jul 7 - Jul 12
found 4 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Philipsburg (SXM)

Top Flight Deals

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

JetBlue Airways
Thu, Aug 13 - Fri, Sep 4
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$310 Roundtrip, found 4 days ago
$310
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Thu, Aug 13 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Fri, Sep 4, priced at $310 found 4 days ago
Delta
Mon, Aug 31 - Sat, Sep 5
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$325 Roundtrip, found 6 days ago
$325
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Aug 31 from Miami Intl. to Princess Juliana Intl., returning Sat, Sep 5, priced at $325 found 6 days ago
Delta
Sun, Aug 16 - Wed, Sep 2
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$327 Roundtrip, found 1 day ago
$327
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Aug 16 from Logan Intl. to Princess Juliana Intl., returning Wed, Sep 2, priced at $327 found 1 day ago
JetBlue Airways
Mon, Jul 13 - Thu, Jul 23
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$357 Roundtrip, found 6 days ago
$357
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Jul 13 from Philadelphia Intl. to Princess Juliana Intl., returning Thu, Jul 23, priced at $357 found 6 days ago