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
Save 100% on your flight
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) 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.
Princess Heights Luxury Boutique Condo Hotel
Save 100% on your flight
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Hilton Vacation Club Royal Palm St. Maarten
Save 100% on your flight
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) 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 Orient Bay Beach are located nearby.
Oceans at Divi Little Bay
Save 100% on your flight
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Holland House Beach Hotel
Save 100% on your flight
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) 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.
The Villas at Simpson Bay Resort
Save 100% on your flight
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) 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.
The Morgan Resort Spa Village
Save 100% on your flight
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Divi Little Bay Beach Resort
Save 100% on your flight
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Albany (ALB) 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.
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, Aug 1 - Wed, Aug 6
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$271 Roundtrip, found 4 days ago
$271
Roundtrip
found 4 days ago
Fri, Sep 5 - Sat, Sep 13
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$321 Roundtrip, found 9 hours ago
$321
Roundtrip
found 9 hours ago
Tue, Oct 21 - Wed, Oct 29
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$329 Roundtrip, found 9 hours ago
$329
Roundtrip
found 9 hours ago
Wed, Sep 10 - Wed, Sep 17
LGA
LaGuardia
SXM
Princess Juliana Intl.
$335 Roundtrip, found 5 days ago
$335
Roundtrip
found 5 days ago
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