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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.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,113, price is now $670 per person
$670
per person
May 3 - May 9
found 1 day ago
Roundtrip non-stop 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 Orient Bay Beach and Grand Case Beach are located nearby.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Price was $2,065, price is now $870 per person
$870
per person
May 3 - May 9
found 1 day ago
Roundtrip non-stop 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
Save 100% on your flight
Price was $1,465, price is now $731 per person
$731
per person
May 3 - May 9
found 1 day ago
Roundtrip non-stop 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 Orient Bay Beach and Grand Case 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 $1,968, price is now $1,124 per person
$1,124
per person
May 3 - May 9
found 1 day ago
Roundtrip non-stop 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 Orient Bay Beach are located nearby.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,608, price is now $952 per person
$952
per person
May 3 - May 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Orient Bay Beach and Grand Case 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 $1,756, price is now $1,093 per person
$1,093
per person
May 3 - May 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Orient Bay Beach are located nearby.
Sapphire Beach Club Resort

Sapphire Beach Club Resort

3 out of 5
Save 100% on your flight
Price was $1,063, price is now $680 per person
$680
per person
May 3 - May 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this beach resort in Lowlands. 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
Save 100% on your flight
Price was $1,973, price is now $1,269 per person
$1,269
per person
May 3 - May 9
found 1 day ago
Roundtrip non-stop 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.

Cupecoy Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
Price was $1,129, price is now $584 per person
$584
per person
May 15 - May 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 $1,882, price is now $1,097 per person
$1,097
per person
Mar 25 - Mar 29
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 $2,424, price is now $1,442 per person
$1,442
per person
Mar 25 - Mar 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $2,052, price is now $1,454 per person
$1,454
per person
Mar 25 - Mar 29
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
Save 100% on your flight
Price was $1,465, price is now $731 per person
$731
per person
May 3 - May 9
found 1 day ago
Roundtrip non-stop 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 $2,992, price is now $1,174 per person
$1,174
per person
Apr 1 - Apr 7
found 1 day ago
Roundtrip non-stop 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
Price was $3,353, price is now $1,880 per person
$1,880
per person
Apr 5 - Apr 11
found 1 day ago
Roundtrip non-stop 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 $1,608, price is now $952 per person
$952
per person
May 3 - May 9
found 1 day ago
Roundtrip non-stop 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.

American Airlines
Mon, Mar 16 - Wed, Mar 18
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$230 Roundtrip, found 2 days ago
$230
Roundtrip
found 2 days ago
Select American Airlines flight, departing Mon, Mar 16 from Miami Intl. to Princess Juliana Intl., returning Wed, Mar 18, priced at $230 found 2 days ago
Spirit Airlines
Sun, Mar 1 - Sun, Mar 15
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$240 Roundtrip, found 1 day ago
$240
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sun, Mar 1 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Sun, Mar 15, priced at $240 found 1 day ago
American Airlines
Mon, Mar 9 - Thu, Mar 12
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$271 Roundtrip, found 11 hours ago
$271
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Mon, Mar 9 from Logan Intl. to Princess Juliana Intl., returning Thu, Mar 12, priced at $271 found 11 hours ago
Spirit Airlines
Sat, Mar 14 - Tue, Mar 17
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$299 Roundtrip, found 6 hours ago
$299
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Sat, Mar 14 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Tue, Mar 17, priced at $299 found 6 hours ago