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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 $1,053, price is now $684 per person
$684
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Orient Bay Beach and Grand Case Beach are located nearby.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Price was $2,228, price is now $959 per person
$959
per person
Mar 25 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,346, price is now $734 per person
$734
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 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
Save 100% on your flight
Price was $2,503, price is now $1,409 per person
$1,409
per person
Mar 25 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Orient Bay Beach are located nearby.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,677, price is now $1,058 per person
$1,058
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Beach and Grand Case Beach are located nearby.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,796, price is now $1,146 per person
$1,146
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Orient Bay Beach are located nearby.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $1,778, price is now $1,176 per person
$1,176
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $1,989, price is now $1,406 per person
$1,406
per person
Mar 25 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Stay at this hotel in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.

Philipsburg Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $1,265, price is now $891 per person
$891
per person
May 8 - May 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,228, price is now $959 per person
$959
per person
Mar 25 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Save 100% on your flight
Price was $2,503, price is now $1,409 per person
$1,409
per person
Mar 25 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,838, price is now $1,053 per person
$1,053
per person
Mar 25 - Mar 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)

Philipsburg Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
Price was $1,346, price is now $734 per person
$734
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,606, price is now $1,076 per person
$1,076
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $2,460, price is now $1,393 per person
$1,393
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,677, price is now $1,058 per person
$1,058
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)

Top Flight Deals

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

Spirit Airlines
Wed, Mar 11 - Tue, Mar 17
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$209 Roundtrip, found 6 days ago
$209
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Wed, Mar 11 from Fort Lauderdale - Hollywood Intl. to Princess Juliana Intl., returning Tue, Mar 17, priced at $209 found 6 days ago
Spirit Airlines
Mon, Mar 9 - Wed, Mar 11
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$303 Roundtrip, found 4 days ago
$303
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, Mar 9 from Logan Intl. to Princess Juliana Intl., returning Wed, Mar 11, priced at $303 found 4 days ago
United
Tue, Mar 17 - Wed, Mar 18
YYZ
Pearson Intl.
SXM
Princess Juliana Intl.
$311 Roundtrip, found 6 days ago
$311
Roundtrip
found 6 days ago
Select United flight, departing Tue, Mar 17 from Pearson Intl. to Princess Juliana Intl., returning Wed, Mar 18, priced at $311 found 6 days ago
Spirit Airlines
Sun, Mar 8 - Tue, Mar 24
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$317 Roundtrip, found 3 hours ago
$317
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Sun, Mar 8 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Tue, Mar 24, priced at $317 found 3 hours ago