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
per person
Aug 1 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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
per person
Jul 8 - Jul 13
found 11 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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
Jun 17 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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
Jun 17 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Divi Little Bay Beach Resort
Save 100% on your flight
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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 Morgan Resort Spa Village
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Oceans at Divi Little Bay
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Hilton Vacation Club Royal Palm St. Maarten
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Philipsburg (SXM)
Stay at this 3.5-star beach resort 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 Maho Beach and Orient 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.
Mon, May 26 - Thu, Jun 5
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$321 Roundtrip, found 5 days ago
$321
Roundtrip
found 5 days ago
Mon, Jun 9 - Thu, Jun 19
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$321 Roundtrip, found 22 hours ago
$321
Roundtrip
found 22 hours ago
Sat, May 24 - Sat, May 31
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$323 Roundtrip, found 2 days ago
$323
Roundtrip
found 2 days ago
Tue, Jul 1 - Wed, Jul 9
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$335 Roundtrip, found 2 days ago
$335
Roundtrip
found 2 days ago
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