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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.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Price was $1,266, price is now $979 per person
$979
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star hotel in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho 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 $2,017, price is now $1,018 per person
$1,018
per person
Dec 22 - Dec 26
found 17 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star 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
Save 100% on your flight
Price was $2,220, price is now $1,196 per person
$1,196
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star 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 Orient Bay Beach and Maho 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 $1,756, price is now $1,130 per person
$1,130
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 3.5-star 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.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Price was $1,646, price is now $1,161 per person
$1,161
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star 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.
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
Price was $1,964, price is now $1,421 per person
$1,421
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Price was $1,556, price is now $1,139 per person
$1,139
per person
Dec 14 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star 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 Orient Bay Beach and Maho Beach are located nearby.
Esmeralda Resort

Esmeralda Resort

4 out of 5
Price was $1,845, price is now $1,366 per person
$1,366
per person
Nov 5 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Orient Bay Beach and Grand Case 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
Save 100% on your flight
Price was $988, price is now $567 per person
$567
per person
Dec 10 - Dec 13
found 19 hours 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
Save 100% on your flight
Price was $2,017, price is now $1,018 per person
$1,018
per person
Dec 22 - Dec 26
found 17 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
Save 100% on your flight
Price was $1,206, price is now $743 per person
$743
per person
Dec 10 - Dec 13
found 19 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Save 100% on your flight
Price was $1,118, price is now $707 per person
$707
per person
Dec 10 - Dec 13
found 19 hours ago
Roundtrip non-stop 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 $1,756, price is now $1,130 per person
$1,130
per person
Dec 14 - Dec 19
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 $3,280, price is now $1,584 per person
$1,584
per person
Dec 24 - Dec 29
found 13 hours 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
Save 100% on your flight
Price was $2,220, price is now $1,196 per person
$1,196
per person
Dec 14 - Dec 19
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
Price was $1,646, price is now $1,161 per person
$1,161
per person
Dec 14 - Dec 19
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.

Spirit Airlines
Sat, Nov 8 - Sat, Nov 15
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$261 Roundtrip, found 4 days ago
$261
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, Nov 8 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Sat, Nov 15, priced at $261 found 4 days ago
American Airlines
Sun, Nov 9 - Thu, Nov 13
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$261 Roundtrip, found 2 days ago
$261
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sun, Nov 9 from Miami Intl. to Princess Juliana Intl., returning Thu, Nov 13, priced at $261 found 2 days ago
United
Mon, Oct 27 - Sat, Nov 1
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
$302 Roundtrip, found 3 days ago
$302
Roundtrip
found 3 days ago
Select United flight, departing Mon, Oct 27 from Pearson Intl. to Princess Juliana Intl., returning Sat, Nov 1, priced at $302 found 3 days ago
JetBlue Airways
Sat, Nov 29 - Thu, Dec 11
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$303 Roundtrip, found 5 days ago
$303
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Nov 29 from John F. Kennedy Intl. to Princess Juliana Intl., returning Thu, Dec 11, priced at $303 found 5 days ago