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
Save 100% on your flight
Price was $826, price is now $538 per person
$538
per person
Dec 10 - Dec 13
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
Price was $1,907, price is now $912 per person
$912
per person
Jan 26 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,823, price is now $992 per person
$992
per person
Jan 26 - Jan 29
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.

Panorama Residences at Monte Vista
Price was $946, price is now $611 per person
$611
per person
Jan 26 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star aparthotel in Philipsburg. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Orient Bay Beach and Maho Beach are located nearby.

Divi Little Bay Beach Resort
Save 100% on your flight
Price was $1,447, price is now $977 per person
$977
per person
Jan 26 - Jan 29
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.

Sapphire Beach Club Resort
Price was $778, price is now $539 per person
$539
per person
Jan 26 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 3-star beach resort in Lowlands. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Mullet Bay Beach and Maho Beach are located nearby.

Oceans at Divi Little Bay
Save 100% on your flight
Price was $1,523, price is now $1,065 per person
$1,065
per person
Jan 26 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Orient Bay Beach and Maho Beach are located nearby.

Holland House Beach Hotel
Price was $1,187, price is now $845 per person
$845
per person
Jan 26 - Jan 29
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.
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.

Wed, Jan 21 - Sat, Jan 24
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$251 Roundtrip, found 1 day ago
$251
Roundtrip
found 1 day ago

Fri, Jan 23 - Tue, Jan 27
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$275 Roundtrip, found 1 day ago
$275
Roundtrip
found 1 day ago

Sat, Jan 24 - Thu, Jan 29
LGA
LaGuardia
SXM
Princess Juliana Intl.
$277 Roundtrip, found 14 hours ago
$277
Roundtrip
found 14 hours ago

Wed, Feb 4 - Wed, Feb 11
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$293 Roundtrip, found 3 days ago
$293
Roundtrip
found 3 days ago
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