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Oyster Pond Vacation Packages

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Oyster Pond Flight + Hotel Packages

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
Price was $983, price is now $623 per person
$623
per person
Jul 25 - Jul 29
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 Grand Case Beach and Dawn Beach are located nearby.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Save 100% on your flight
Price was $1,666, price is now $824 per person
$824
per person
Jun 30 - Jul 4
found 18 hours 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.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $1,919, price is now $969 per person
$969
per person
Aug 5 - Aug 9
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.
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,309, price is now $811 per person
$811
per person
Jul 25 - Jul 29
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 Grand Case Beach and Green Cay are located nearby.
Esmeralda Resort

Esmeralda Resort

4 out of 5
Price was $1,094, price is now $747 per person
$747
per person
Jul 25 - Jul 29
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 helpful staff in our reviews. Popular attractions Grand Case Beach and Mont Vernon are located nearby.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,287, price is now $886 per person
$886
per person
Jul 25 - Jul 29
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 Mullet Bay Beach are located nearby.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Price was $906, price is now $630 per person
$630
per person
Jul 25 - Jul 29
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 Grand Case Beach and Oyster Bay Marina are located nearby.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Price was $1,135, price is now $799 per person
$799
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Harbour Point Village are located nearby.

Oyster Pond Vacation Packages 3-4 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
Price was $983, price is now $623 per person
$623
per person
Jul 25 - Jul 29
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
Save 100% on your flight
Price was $1,666, price is now $824 per person
$824
per person
Jun 30 - Jul 4
found 18 hours 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 $1,919, price is now $969 per person
$969
per person
Aug 5 - Aug 9
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 $1,309, price is now $811 per person
$811
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)

Oyster Pond Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sea Palace

Sea Palace

3 out of 5
Downtown Philipsburg
Price was $1,169, price is now $888 per person
$888
per person
Jul 11 - Jul 18
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 $3,029, price is now $1,329 per person
$1,329
per person
Jun 21 - Jun 28
found 4 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,433, price is now $1,112 per person
$1,112
per person
Jun 21 - Jun 28
found 4 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Price was $2,375, price is now $1,788 per person
$1,788
per person
Jun 28 - Jul 4
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.

Delta
Sun, Aug 16 - Wed, Sep 2
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$327 Roundtrip, found 2 days ago
$327
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Aug 16 from Logan Intl. to Princess Juliana Intl., returning Wed, Sep 2, priced at $327 found 2 days ago
American Airlines
Tue, Jun 16 - Wed, Jun 24
MIA
Miami Intl.
SXM
Princess Juliana Intl.
$380 Roundtrip, found 3 days ago
$380
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jun 16 from Miami Intl. to Princess Juliana Intl., returning Wed, Jun 24, priced at $380 found 3 days ago
JetBlue Airways
Sun, Jun 21 - Wed, Jun 24
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$382 Roundtrip, just found
$382
Roundtrip
just found
Select JetBlue Airways flight, departing Sun, Jun 21 from John F. Kennedy Intl. to Princess Juliana Intl., returning Wed, Jun 24, priced at $382 just found
American Airlines
Thu, Dec 10 - Sun, Dec 13
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$415 Roundtrip, found 1 day ago
$415
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Dec 10 from Newark Liberty Intl. Airport to Princess Juliana Intl., returning Sun, Dec 13, priced at $415 found 1 day ago