Search Deals onSimpson Bay Vacation Packages
Simpson Bay Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort
Save 100% on your flight
Price was $1,735, price is now $1,046 per person
$1,046
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Simpson Bay Resort, Marina & Spa
Save 100% on your flight
Price was $2,705, price is now $1,297 per person
$1,297
per person
Dec 11 - Dec 19
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Clean room. Staff was very fun. Even the kids love the swim- up bar.
Reviewed on Oct 10, 2026
Princess Heights Luxury Boutique Condo Hotel
Price was $1,640, price is now $1,077 per person
$1,077
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Grand Case Beach are located nearby.
Panorama Residences at Monte Vista
Price was $2,074, price is now $1,448 per person
$1,448
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
The Morgan Resort Spa Village
Price was $1,610, price is now $1,152 per person
$1,152
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
Outstanding
Reviewed on Oct 7, 2026
Holland House Beach Hotel
Price was $1,934, price is now $1,438 per person
$1,438
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this 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 Port of St. Maarten are located nearby.
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Price was $1,921, price is now $1,494 per person
$1,494
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
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.
Dawn Beach Club Resort Sint Maarten
Save 100% on your flight
Price was $4,533, price is now $3,584 per person
$3,584
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this beach aparthotel in Oyster Pond. Enjoy free parking, 2 restaurants, and a beach locale. Popular attractions Port of St. Maarten and Grand Case Beach are located nearby.
This place is outstanding. The sraff are so nice and the views are beautiful. Tye unit was as described and better. We will be back.
Reviewed on Apr 3, 2026
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, Jan 25 - Wed, Feb 3
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$292 Roundtrip, found 16 hours ago
$292
Roundtrip
found 16 hours ago
Mon, Oct 26 - Thu, Nov 5
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$299 Roundtrip, found 16 hours ago
$299
Roundtrip
found 16 hours ago
Mon, Nov 16 - Fri, Dec 4
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$309 Roundtrip, found 16 hours ago
$309
Roundtrip
found 16 hours ago
Mon, Nov 2 - Fri, Nov 6
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
$322 Roundtrip, found 16 hours ago
$322
Roundtrip
found 16 hours ago
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