Search Deals onPhilipsburg Vacation Packages
Philipsburg Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
Price was $904, price is now $634 per person
$634
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Book a stay at this spa 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 and Port of St. Maarten are located nearby.
The Villas at Simpson Bay Resort
Price was $2,572, price is now $1,184 per person
$1,184
per person
Nov 19 - Nov 25
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.
Every thing was great
Reviewed on Sep 13, 2026
Simpson Bay Resort, Marina & Spa
Price was $2,175, price is now $1,276 per person
$1,276
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip 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.
La Playa Orient Bay
Save 100% on your flight
Price was $1,199, price is now $757 per person
$757
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Orient Bay and Grand Case Beach are located nearby.
Fabulous stay! Beautiful resort right on Orient Bay!
Reviewed on Aug 26, 2026
The Morgan Resort Spa Village
Save 100% on your flight
Price was $1,666, price is now $1,057 per person
$1,057
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Princess Heights Luxury Boutique Condo Hotel
Save 100% on your flight
Price was $1,097, price is now $696 per person
$696
per person
Oct 18 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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
Holland House Beach Hotel
Save 100% on your flight
Price was $1,701, price is now $1,173 per person
$1,173
per person
Nov 19 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Coral Beach Club Villas & Marina
Save 100% on your flight
Price was $1,624, price is now $1,134 per person
$1,134
per person
Nov 26 - Dec 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Book a stay at this spa resort in Oyster Pond. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Orient Bay and Port of St. Maarten are located nearby.
The condo and property was clean and well decorated and maintained. We had an awesome stay and will return.
Reviewed on Jul 19, 2026
Philipsburg Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Philipsburg 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 16 - Fri, Dec 4
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$295 Roundtrip, found 4 hours ago
$295
Roundtrip
found 4 hours ago
Mon, Oct 26 - Wed, Oct 28
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$302 Roundtrip, found 2 days ago
$302
Roundtrip
found 2 days ago
Mon, Jan 25 - Wed, Feb 3
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
$309 Roundtrip, found 1 day ago
$309
Roundtrip
found 1 day ago
Mon, Nov 2 - Thu, Nov 12
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$325 Roundtrip, found 3 days ago
$325
Roundtrip
found 3 days ago
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