Search Deals onOyster Pond Vacation Packages
Oyster Pond Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Save 100% on your flight
Price was $1,819, price is now $990 per person
$990
per person
Nov 20 - Nov 25
found 24 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.
Good location, good size room, nice beach. Very large resort like property
Reviewed on Oct 18, 2026
The Villas at Simpson Bay Resort
Save 100% on your flight
Price was $2,066, price is now $1,190 per person
$1,190
per person
Dec 20 - Dec 23
found 5 hours ago
Roundtrip non-stop flight included
Columbus (CMH) 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.
Will be be back
Reviewed on Oct 17, 2026
Princess Heights Luxury Boutique Condo Hotel
Save 100% on your flight
Price was $1,899, price is now $1,145 per person
$1,145
per person
Dec 8 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Grand Case Beach are located nearby.
The Atrium Beach Resort and Spa, an Ascend Collection Resort
Price was $2,728, price is now $1,745 per person
$1,745
per person
Jan 12 - Jan 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Coral Beach Club Villas & Marina
Save 100% on your flight
Price was $3,573, price is now $2,470 per person
$2,470
per person
Jan 9 - Jan 16
found 1 day ago
Roundtrip flight included
New York (JFK) to Philipsburg (SXM)
Book a stay at this spa resort in Oyster Pond. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Port of St. Maarten and Grand Case Beach are located nearby.
The condo and property was clean and well decorated and maintained. We had an awesome stay and will return.
Reviewed on Jul 19, 2026
Divi Little Bay Beach Resort
Price was $1,696, price is now $1,204 per person
$1,204
per person
Jan 12 - Jan 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Port of St. Maarten are located nearby.
The location was great, right on the beach and the water was clear and lovely to swim in. The air conditioning in our unit was unreliable and kept cutting out. Drinking water was not provided in the rooms and there were no fill (water) stations on the resort forcing guests to purchase water to stay hydrated. The room and food were adequate and overall the staff were friendly.
Reviewed on Oct 18, 2026
The Morgan Resort Spa Village
Price was $1,407, price is now $1,000 per person
$1,000
per person
Jan 12 - Jan 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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
Price was $1,720, price is now $1,247 per person
$1,247
per person
Jan 12 - Jan 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Port of St. Maarten are located nearby.
Room was clean, all-inclusive offering is not that vast, good enough for a budget vacation. Staff were 3/10 really nice. The other portion was very dismissive. Not a bad choice, but probably won’t come back again.
Reviewed on Oct 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, Nov 16 - Sat, Nov 21
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$277 Roundtrip, found 9 hours ago
$277
Roundtrip
found 9 hours ago
Mon, Nov 16 - Thu, Nov 19
LGA
LaGuardia
SXM
Princess Juliana Intl.
$287 Roundtrip, found 14 hours ago
$287
Roundtrip
found 14 hours ago
Mon, Nov 16 - Fri, Dec 4
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$292 Roundtrip, found 14 hours ago
$292
Roundtrip
found 14 hours ago
Mon, Nov 16 - Thu, Nov 19
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$299 Roundtrip, found 14 hours ago
$299
Roundtrip
found 14 hours ago
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