Search Deals onOyster Pond Vacation Packages
Oyster Pond Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Horizon View Beach Hotel
Price was $1,227, price is now $900 per person
$900
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
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 attractions Maho Beach and Port of St. Maarten are located nearby.
Hotel is well situated between Front Street and the Boardwalk; it has a deal with the bar next door for access to chairs and umbrellas on the beach. My main issue was the lack of TV access to sports channels: no college or pro football. The hotel only provides access to Samsung channels and streaming access to Netflix, Amazon Prime and a couple of other streamers. However, you need to be a subscriber, and I would be leery of leaving my login information on a public TV.
Reviewed on Nov 15, 2026

Simpson Bay Resort, Marina & Spa
Price was $3,343, price is now $1,410 per person
$1,410
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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
Price was $3,123, price is now $1,429 per person
$1,429
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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
Price was $1,655, price is now $1,005 per person
$1,005
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 Great Bay Beach are located nearby.

The Morgan Resort Spa Village
Price was $1,908, price is now $1,224 per person
$1,224
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.

Panorama Residences at Monte Vista
Price was $1,609, price is now $1,120 per person
$1,120
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 Port of St. Maarten are located nearby.

Oceans at Divi Little Bay
Price was $2,178, price is now $1,524 per person
$1,524
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 Great Bay Beach are located nearby.

Divi Little Bay Beach Resort
Price was $2,074, price is now $1,466 per person
$1,466
per person
Jan 21 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 Great Bay Beach are located nearby.
The beach is stunning! The beds suck, you feel every coil in the king beds. We had multiple rooms booked in our party and everyone had the same complaints. Bar staff was not friendly upon learning we had the all inclusive option with staff often telling us they were going on break or serving us last. Food was fresh and delicious but the buffet for dinner never opened and was Italian every single night despite the sign representing every night was a different theme. Plenty of beach and pool loungers. No shortage of towels. Drinks were made well and strong. Water sport staff was friendly. Rooms were spacious. Mini mart carries everything. Checkout time of 10am was a little early.
Reviewed on Nov 14, 2026
Oyster Pond Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Oyster Pond 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, Jan 25 - Wed, Feb 3
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$262 Roundtrip, found 2 hours ago
$262
Roundtrip
found 2 hours ago

Mon, Jan 11 - Thu, Jan 21
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$277 Roundtrip, found 2 hours ago
$277
Roundtrip
found 2 hours ago

Tue, Feb 9 - Tue, Feb 16
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$342 Roundtrip, found 2 hours ago
$342
Roundtrip
found 2 hours ago

Mon, Dec 7 - Thu, Dec 10
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$344 Roundtrip, found 2 hours ago
$344
Roundtrip
found 2 hours ago
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