Search Deals onSimpson Bay Vacation Packages
Simpson Bay Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Princess Heights Luxury Boutique Condo Hotel
Price was $1,086, price is now $725 per person
$725
per person
Nov 19 - Nov 24
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.

Simpson Bay Resort, Marina & Spa
Save 100% on your flight
Price was $1,462, price is now $795 per person
$795
per person
Nov 19 - Nov 24
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 Maho Beach and Mullet Bay Beach are located nearby.

The Villas at Simpson Bay Resort
Save 100% on your flight
Price was $1,602, price is now $935 per person
$935
per person
Nov 19 - Nov 24
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.

Holland House Beach Hotel
Save 100% on your flight
Price was $1,728, price is now $1,072 per person
$1,072
per person
Nov 19 - Nov 24
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.

La Playa Orient Bay
Save 100% on your flight
Price was $1,488, price is now $1,000 per person
$1,000
per person
Nov 19 - Nov 24
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
Price was $1,076, price is now $729 per person
$729
per person
Nov 19 - Nov 24
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.

Esmeralda Resort
Price was $1,389, price is now $960 per person
$960
per person
Nov 9 - Nov 14
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.

Divi Little Bay Beach Resort
Price was $1,405, price is now $973 per person
$973
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star 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 Orient Bay Beach and Maho Beach are located nearby.
Simpson Bay Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Simpson Bay Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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

Fri, Nov 7 - Mon, Nov 10
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$261 Roundtrip, found 1 day ago
$261
Roundtrip
found 1 day ago

Tue, Oct 28 - Thu, Oct 30
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
$300 Roundtrip, found 17 hours ago
$300
Roundtrip
found 17 hours ago

Wed, Dec 10 - Wed, Dec 17
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$305 Roundtrip, found 2 days ago
$305
Roundtrip
found 2 days ago

Wed, Nov 5 - Thu, Nov 13
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$321 Roundtrip, found 2 days ago
$321
Roundtrip
found 2 days ago
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