Search Deals onSimpson Bay Vacation Packages
Simpson Bay Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Miami (MIA) to Philipsburg (SXM)
Stay at this 4-star 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
Save 100% on your flight
per person
Oct 7 - Oct 14
found 23 hours ago
Roundtrip flight included
Miami (MIA) 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.
Princess Heights Luxury Boutique Condo Hotel
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Miami (MIA) 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.
Holland House Beach Hotel
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Miami (MIA) 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 Maho Beach and Orient Bay Beach are located nearby.
Hilton Vacation Club Royal Palm St. Maarten
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip flight included
Miami (MIA) 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 Maho Beach and Mullet Bay Beach are located nearby.
The Villas at Simpson Bay Resort
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Grand Rapids (GRR) 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.
Oceans at Divi Little Bay
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Miami (MIA) 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 Mullet Bay Beach are located nearby.
Divi Little Bay Beach Resort
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Miami (MIA) 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 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.
Fri, Sep 19 - Wed, Sep 24
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
$295 Roundtrip, found 1 day ago
$295
Roundtrip
found 1 day ago
Tue, Nov 4 - Wed, Nov 5
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$308 Roundtrip, found 2 days ago
$308
Roundtrip
found 2 days ago
Mon, Dec 1 - Thu, Dec 11
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$321 Roundtrip, found 2 days ago
$321
Roundtrip
found 2 days ago
Fri, Aug 1 - Wed, Aug 6
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$331 Roundtrip, found 6 days ago
$331
Roundtrip
found 6 days ago
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