Downtown Philipsburg Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Downtown Philipsburg Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
Oyster Pond
Save 100% on your flight
Price was $1,350, price is now $812 per person
$812
per person
May 2 - May 9
found 12 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Philipsburg (SXM)
Book a stay at this 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 Grand Case Beach and Oyster Bay Marina are located nearby.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was $2,353, price is now $1,006 per person
$1,006
per person
May 2 - May 9
found 12 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.
The Villas at Simpson Bay Resort
Pelican Key
Price was $2,397, price is now $1,119 per person
$1,119
per person
May 2 - May 9
found 12 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Save 100% on your flight
Price was $1,827, price is now $973 per person
$973
per person
May 2 - May 9
found 12 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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 Grand Case Beach and Dawn Beach are located nearby.
Divi Little Bay Beach Resort
Save 100% on your flight
Price was $1,726, price is now $1,065 per person
$1,065
per person
May 2 - May 9
found 12 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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 Mullet Bay Beach are located nearby.
The Morgan Resort Spa Village
Save 100% on your flight
Price was $2,387, price is now $1,505 per person
$1,505
per person
May 2 - May 9
found 12 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.
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See all available trips from Columbus to Downtown Philipsburg
View all tripsTop Hotel Deals
Holland House Beach Hotel
Front Street 45 Philipsburg
0.86 km from Downtown Philipsburg
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 ...
Seaview Beach Hotel
#85C Front Street Philipsburg
0.68 km from Downtown Philipsburg
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
MIDTOWN MOTEL SXM
Kruythoffsteeg#10 Philipsburg
0.78 km from Downtown Philipsburg
Book a stay at this beach aparthotel in Philipsburg. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Maho Beach and Mullet Bay Beach are ...
Horizon View Beach Hotel
Front Street, 49 Philipsburg
0.84 km from Downtown Philipsburg
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and 5 beach bars. Our guests praise the helpful staff in our reviews. Popular ...
The Pasanggrahan Royal Boutique Hotel
19 Front Sreet Philipsburg
1.03 km from Downtown Philipsburg
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Popular attractions Maho Beach and Mullet Bay Beach ...
Alicia's Inn
Backstreet 42 Philipsburg
0.79 km from Downtown Philipsburg
Stay at this hotel in Philipsburg. Enjoy free WiFi, concierge services, and cable TV channels. Our guests praise the helpful staff and the clean rooms in our ...
Sea Palace
Front Street 147 Philipsburg
0.65 km from Downtown Philipsburg
Book a stay at this beach aparthotel in Philipsburg. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions Maho Beach and Mullet Bay ...
Philips Scott House Calinago
77 C.A. Cannegieter St Philipsburg
0.52 km from Downtown Philipsburg
Stay at this vacation home in Philipsburg. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Maho Beach and Mullet Bay ...
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
7.67 km from Downtown Philipsburg
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. ...
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
7.89 km from Downtown Philipsburg
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 ...
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
5.08 km from Downtown Philipsburg
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 ...
Fourteen at Mullet Bay
2 University Drive, Cupecoy Lowlands
8.78 km from Downtown Philipsburg
Book a stay at this beach aparthotel in Lowlands. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff in our reviews. Popular attractions ...
Oyster Bay Beach Resort
10 Emerald Merit Rd Oyster Pond
4.3 km from Downtown Philipsburg
Book a stay at this 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 ...
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See all available properties in Downtown Philipsburg
View all propertiesLowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sun, May 3 - Thu, May 7
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$384 Roundtrip, found 2 days ago
$384
Roundtrip
found 2 days ago
Fri, Apr 17 - Mon, Apr 20
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$390 Roundtrip, found 18 hours ago
$390
Roundtrip
found 18 hours ago
Wed, Apr 29 - Fri, May 8
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$394 Roundtrip, found 2 days ago
$394
Roundtrip
found 2 days ago
Sun, Apr 12 - Wed, Apr 22
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$402 Roundtrip, found 18 hours ago
$402
Roundtrip
found 18 hours ago
Wed, Apr 15 - Mon, Apr 20
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$412 Roundtrip, found 18 hours ago
$412
Roundtrip
found 18 hours ago