Oyster Pond Vacation Packages
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Your Oyster Pond Vacation
When a fun city getaway is calling, answer it with a vacation package to Oyster Pond. The neighborhood of Upper Princes Quarter, which is good for shopping, coastal beaches and nature, makes a great base for your adventures. Make your trip to Oyster Pond even more fun and exciting by including some sightseeing. Pinel Island, Marigot Market and Fort St. Louis are among the popular attractions you'll want to explore. Expedia will help you escape your daily routine. Tailor your vacation to Oyster Pond to suit your travel style, whatever that may be.
Top Oyster Pond Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $5,620, price is now CA $2,873 per person
CA $2,873
per person
Jan 9 - Jan 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Philipsburg (SXM)
9/10 Wonderful! (2,129 reviews)
Green flags:
*gorgeous views
*quiet while still near lots of restaurants/markets/nightlife
*walkable beach
*ample parking
Pink flags:
*disturbingly thin walls
*paying for a deluxe balcony room w ocean view, then getting a random sealed room with a view to the buffet line
RED FLAG:
*the pregnant roach scurrying across the wall on our first night 😭
Reviewed on Nov 8, 2026
Holland House Beach Hotel
Downtown Philipsburg
Price was CA $4,255, price is now CA $2,790 per person
CA $2,790
per person
Dec 12 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,000 reviews)
La propreté, le service et la situation géographique 5*
Les petits déjeuners valent la peine d’être pris en extra lors de votre reservation.
La nourriture au resto est excellente. Cependant le menu est limité et les prix sont élevés.
La réceptionniste (Rina ??) qui nous a accueilli était formidable et à notre écoute.
Direct sur le boardwalk et service à la plage impeccable avec Rhiad et Kelly (happy happy Doo). Ils ont toujours le sourire et offrent un service exemplaire. Merci aussi à Shanika.
Des chaises longues avec matelas et parasols toujours disponibles. Vous pouvez demander de réserver vos places pour le lendemain. Pas besoin d’aller mettre vos serviettes à 6 am ! Il y a aussi des flotteurs et un paddleboard offerts gratuitement.
La vue sur la mer est à couper le souffle. Nous étions au 4e étage. Un machine a cafe Nespresso avec 4 capsules incluses par jour était bien apprécié.
Le seul bémol ne concerne pas l’hôtel mais plutôt sur la diversité en soirée. Si vous voulez du nightlife vous ne trouverez pas à Great Bay. Les commerces et plusieurs restos ferment au départ des navires de croisière. Si vous désirez un peu d’action, faudrait opter pour Simpson Bay.
Reviewed on Nov 8, 2026
Divi Little Bay Beach Resort
Price was CA $5,658, price is now CA $3,917 per person
CA $3,917
per person
Dec 20 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.2/10 Very good! (1,001 reviews)
We had a wonderful stay at the Resort! While we did experience a few disappointing dining experiences during our visit, what really stood out was how management handled the situation. The management team went above and beyond to listen to our concerns, address the issues, and make things right. Their amazing customer service truly turned our experience around and made us feel valued as guests.
Beyond that, the resort itself is absolutely beautiful! The beach views are breathtaking, the atmosphere is relaxing, and the setting is everything you could want for a Caribbean getaway. We also have to give a special shout-out to the excursion desk. The staff there were incredibly helpful, friendly, and accommodating, making it easy for us to plan and enjoy our adventures.
Reviewed on Nov 8, 2026
Where to stay in Oyster Pond
Find the best Oyster Pond areas and neighborhoods for the activities you enjoy most. Learn more about Oyster Pond
Oyster Pond
2 out of top 10 points of interest in this area
Oyster Pond is a destination visitors seek out for is beaches, abundant dining options, and seaside views. You might want to check out attractions like Dawn Beach or Oyster Bay Marina while you're exploring the neighborhood.
Oyster Pond Beach Vacation
Forget the stresses of daily life and completely relax during your Oyster Pond vacation. There's nothing more invigorating than a cool ocean breeze and the soothing rhythm of waves crashing onto the shore. Organize your trip to Oyster Pond the quick and easy way by locking in one of our Oyster Pond vacation packages. Many travelers opt to spend their nights close to Dawn Beach, a must-see only 0.48 kilometres from the city center.
Things You Should Know About Oyster Pond
- If you want the convenience of staying just minutes from the water's edge, take a look at our Oyster Pond beach hotels. The sound of sea birds and the rhythms of the ocean are just a click or two away.
- If your preference is to stay in one of our villas, take a look at Villa Alabaster at Coral Beach Club by RedAwning or Rising Star by RedAwning.
Oyster Pond Hotel Deals
Oyster Bay Beach Resort
10 Emerald Merit Rd Oyster Pond
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Nov 9 to Nov 10
CA $232
CA $279 total
Nov 9 - Nov 10
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"Very friendly staff. Food quality at both on site restaurants are just okay. You will definitely need a rental car if you are planning to check out the island."
Reviewed on Nov 8, 2026
JW Marriott St. Maarten Beach Resort & Spa
144 Oyster Pond Resort Oyster Pond Sint Maarten
The price is CA $564 per night from Nov 16 to Nov 17
CA $564
CA $719 total
Nov 16 - Nov 17
includes taxes & fees
8.8/10 Excellent! (424 reviews)
"great! property and service.."
Reviewed on Nov 8, 2026
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond Road No 156 Oyster Pond
Fully refundableReserve now, pay when you stay
The price is CA $252 per night from Nov 10 to Nov 11
CA $252
CA $302 total
Nov 10 - Nov 11
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"I loved the warm staff and the help they provided me during my stay"
Reviewed on Nov 6, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Stay near popular Oyster Pond attractions
What to do in Oyster Pond
Half Day Snorkeling Adventure
CA $92
per adult
100% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
CA $108
per adult
94% of travellers recommend
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
