Search Deals onSimpson Bay Vacation Packages
Simpson Bay Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Save 100% on your flight
per person
Jul 11 - Jul 14
found 1 day ago
Roundtrip flight included
New York (NYC) 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.
Divi Little Bay Beach Resort
Save 100% on your flight
per person
Jul 11 - Jul 14
found 13 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 Maho Beach and Orient Bay Beach are located nearby.
The Villas at Simpson Bay Resort
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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 Orient Bay Beach are located nearby.
Princess Heights Luxury Boutique Condo Hotel
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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.
Holland House Beach Hotel
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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.
Oceans at Divi Little Bay
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 Maho Beach and Orient Bay Beach are located nearby.
The Morgan Resort Spa Village
per person
Jul 4 - Jul 8
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Philipsburg (SXM)
Stay at this 4-star 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.
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.
Sat, May 24 - Fri, May 30
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$261 Roundtrip, found 2 days ago
$261
Roundtrip
found 2 days ago
Sun, Jul 6 - Thu, Jul 17
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$321 Roundtrip, found 1 day ago
$321
Roundtrip
found 1 day ago
Fri, May 9 - Wed, May 14
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$325 Roundtrip, found 3 hours ago
$325
Roundtrip
found 3 hours ago
Mon, May 12 - Fri, May 16
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$331 Roundtrip, found 6 days ago
$331
Roundtrip
found 6 days ago
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