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Philipsburg Vacation Packages

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Philipsburg Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Price was $1,178, price is now $868 per person
$868
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star 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 Orient Bay Beach and Grand Case Beach are located nearby.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $1,393, price is now $959 per person
$959
per person
Oct 5 - Oct 9
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.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Price was $1,458, price is now $1,051 per person
$1,051
per person
Nov 28 - Dec 1
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 Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Price was $1,204, price is now $874 per person
$874
per person
Nov 28 - Dec 1
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 Maho Beach and Mullet Bay Beach are located nearby.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Price was $1,594, price is now $1,164 per person
$1,164
per person
Oct 5 - Oct 9
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.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Price was $1,150, price is now $903 per person
$903
per person
Oct 5 - Oct 9
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.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $1,363, price is now $1,082 per person
$1,082
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Stay at this 4-star 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.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Price was $1,219, price is now $970 per person
$970
per person
Nov 28 - Dec 1
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.

Philipsburg Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $1,204, price is now $874 per person
$874
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $1,393, price is now $959 per person
$959
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Price was $1,458, price is now $1,051 per person
$1,051
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Price was $1,594, price is now $1,164 per person
$1,164
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)

Philipsburg Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $1,361, price is now $826 per person
$826
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
Price was $1,652, price is now $1,014 per person
$1,014
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Save 100% on your flight
Price was $2,791, price is now $1,787 per person
$1,787
per person
Nov 22 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,654, price is now $1,064 per person
$1,064
per person
Oct 20 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Philipsburg (SXM)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Mon, Jan 26 - Wed, Jan 28
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$291 Roundtrip, found 2 days ago
$291
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, Jan 26 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Wed, Jan 28, priced at $291 found 2 days ago
Arajet
Wed, Dec 10 - Wed, Dec 17
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$305 Roundtrip, found 22 hours ago
$305
Roundtrip
found 22 hours ago
Select Arajet flight, departing Wed, Dec 10 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Wed, Dec 17, priced at $305 found 22 hours ago
American Airlines
Wed, Sep 17 - Wed, Sep 24
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$307 Roundtrip, found 6 days ago
$307
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Sep 17 from Miami Intl. to Princess Juliana Intl., returning Wed, Sep 24, priced at $307 found 6 days ago
WestJet
Tue, Nov 25 - Tue, Dec 9
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
$319 Roundtrip, found 5 days ago
$319
Roundtrip
found 5 days ago
Select WestJet flight, departing Tue, Nov 25 from Pearson Intl. to Princess Juliana Intl., returning Tue, Dec 9, priced at $319 found 5 days ago