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
Price was $1,320, price is now $838 per person
$838
per person
Dec 10 - Dec 15
found 8 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Philipsburg (SXM)
Book a stay at this 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 Port of St. Maarten and Orient Bay are located nearby.
The staff is very friendly and accommodating. Beautiful views. The only thing I would ask is that water be restocked daily because it is easy to get dehydrated even if you buy your own water.
Reviewed on Sep 14, 2026
Simpson Bay Resort, Marina & Spa
Price was $2,666, price is now $1,246 per person
$1,246
per person
Nov 27 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Book a stay at this 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.
We love this Simpsons bay resort. We are repeat visitors. We are very comfortable here and love the location:)
Reviewed on Sep 21, 2026
The Villas at Simpson Bay Resort
Price was $2,231, price is now $1,151 per person
$1,151
per person
Dec 10 - Dec 15
found 8 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Philipsburg (SXM)
Book a stay at this 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.
Sonesta Ocean Point All Inclusive, Adults Only Resort
Price was $3,623, price is now $2,363 per person
$2,363
per person
Dec 10 - Dec 15
found 8 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Philipsburg (SXM)
Book a stay at this luxury property in Lowlands. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Despite other reviews I have seen, I was very impressed with the service we received. All the staff were great and personable. The rooms were cleaned daily and the view from the room was amazing. The food was delicious. Azul was our favorite. The sunset was spectacular. I definitely recommend the Ocean Point.
Reviewed on Sep 19, 2026
The Morgan Resort Spa Village
Price was $1,927, price is now $1,307 per person
$1,307
per person
Dec 10 - Dec 15
found 8 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Philipsburg (SXM)
Book a stay at this 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.
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Price was $2,332, price is now $1,585 per person
$1,585
per person
Dec 10 - Dec 15
found 8 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Philipsburg (SXM)
Book a stay at this beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Panorama Residences at Monte Vista
Price was $1,920, price is now $1,327 per person
$1,327
per person
Dec 10 - Dec 15
found 8 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Philipsburg (SXM)
Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Maho Beach and Port of St. Maarten are located nearby.
Divi Little Bay Beach Resort
Price was $1,486, price is now $1,033 per person
$1,033
per person
Dec 10 - Dec 15
found 8 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Philipsburg (SXM)
Book a stay at this 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 Port of St. Maarten 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, Nov 30 - Thu, Dec 3
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
$259 Roundtrip, found 13 hours ago
$259
Roundtrip
found 13 hours ago
Mon, Nov 16 - Fri, Dec 4
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$285 Roundtrip, found 1 day ago
$285
Roundtrip
found 1 day ago
Mon, Oct 26 - Wed, Oct 28
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$290 Roundtrip, found 2 days ago
$290
Roundtrip
found 2 days ago
Sat, Jan 16 - Sun, Jan 24
YUL
Pierre Elliott Trudeau Intl.
SXM
Princess Juliana Intl.
$313 Roundtrip, found 4 hours ago
$313
Roundtrip
found 4 hours ago
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