Oyster Pond Vacations from $799

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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.

The Latest Oyster Pond vacation 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
Oyster Pond
Price was $1,156, price is now $799 per person
$799
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (973 reviews)
I had an amazing stay. Peaceful Quite and beautiful the staff was amazing. Breakfast delivery every morning. If I had any questions or needed help they answered and helped me right away. I will definitely stay again.

Reviewed on Dec 18, 2025

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,235, price is now $1,042 per person
$1,042
per person
Mar 8 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,463 reviews)
Great location at Simpsons Bay. Restaurants were very tasty. The shower in the room could have been better but overall. The beach is a bit rocky to enter but then it was all sand. I would come back again.

Reviewed on Dec 19, 2025

Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $2,046, price is now $1,317 per person
$1,317
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.4/10 Very Good! (266 reviews)
Nice room with good facilities close to beach and Philipsburg. Friendly staff. Would recommmend.

Reviewed on Dec 16, 2025

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,910, price is now $1,243 per person
$1,243
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.4/10 Very Good! (1,002 reviews)
We stayed in a queen, 1 bedroom room. The room was clean and comfortable. The only issue we had, which was shared by other guests, was TV reception is next to nothing. Make sure you have your streaming services passwords.

Reviewed on Dec 20, 2025

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Save 100% on your flight
Price was $1,598, price is now $1,084 per person
$1,084
per person
Mar 14 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,002 reviews)
This Hotel is right on the beach. The staff was friendly and helpful. The room was like brand new , it was redone after the last hurricane. Thank you Holland House you made our stay fantastic!

Reviewed on Dec 18, 2025

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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
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Oyster Pond

2 out of top 10 points of interest in this area
3.5/5(99 area reviews)

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.

Find hotels in Oyster Pond

Discover the most popular places to visit in Oyster Pond

Dawn Beach featuring a coastal town, general coastal views and landscape views

Dawn Beach

Why not spend a carefree afternoon at Dawn Beach during your travels in Oyster Pond? Stroll along the seaside in this relaxing area, or check out its top-notch restaurants.

Dawn Beach

Coralita Beach

Why not spend a lazy afternoon at Coralita Beach during your trip to Oyster Pond? Wander the beautiful beaches and seaside in this romantic area.

Coralita Beach

What to do in Oyster Pond

High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

$75
per adult
80% of travellers recommend
High-Speed Ferry to St. Barths
Coastal off-roading

For cruise passengers: Guided ATV Tour of Dutch & French St. Maarten

$594
per traveler
For cruise passengers: Guided ATV Tour of Dutch & French St. Maarten
Sightseeing Tour of the French and Dutch Sides of the Island

St-Martin and St Maarten: Sightseeing Tour of the French and Dutch Sides of the Island

$50
per adult
92% of travellers recommend
St-Martin and St Maarten: Sightseeing Tour of the French and Dutch Sides of the Island
See all activities in Oyster Pond

Oyster Pond Hotel Deals

Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
10 Emerald Merit Rd Oyster Pond
$300 nightly
The price is $313 total per night from Jan 5 to Jan 6
$313 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
8.4/10 Very Good! (976 reviews)
Ants in the room, mold in conditioner, beach not cleaned from weeds regularly Everything else was good Staff very nice, friendly and helpful

Reviewed on Dec 20, 2025

Oyster Bay Beach Resort
JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa

5 out of 5
144 Oyster Pond Resort Oyster Pond Sint Maarten
$620 nightly
The price is $648 total per night from Jan 4 to Jan 5
$648 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.6/10 Excellent! (221 reviews)
Wonderful stay

Reviewed on Dec 17, 2025

JW Marriott St. Maarten Beach Resort & Spa
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond Road No 156 Oyster Pond
$278 nightly
The price is $290 total per night from Jan 6 to Jan 7
$290 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
9.2/10 Wonderful! (984 reviews)
I had an amazing stay. Peaceful Quite and beautiful the staff was amazing. Breakfast delivery every morning. If I had any questions or needed help they answered and helped me right away. I will definitely stay again.

Reviewed on Dec 18, 2025

Princess Heights Luxury Boutique Condo Hotel
See all 3,595 properties in Oyster Pond
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.

Find the Best Oyster Pond Vacation Packages

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 0.3 miles (0.5 km) from the city center.

Things You Should Know About Oyster Pond

Oyster Pond Essential Information

Language
Dutch
Currency
Netherlands Antillean guilders
Local Welcome
Hallo
Local Goodbye
Dag
Closest Airport
Princess Juliana Intl. Airport (SXM)
Max Temp Winter
80ºF
Max Temp Summer
80ºF
Top Sights
Maho Beach, Mullet Bay Beach and Cupecoy Beach

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Frequently asked questions

How much does an Oyster Pond vacation package cost?
You'll find cheap prices from $799 on Expedia for your Oyster Pond getaway. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Oyster Pond costs.
What are the cheapest months to go to Oyster Pond?
July, October and December are great times to search for cheap Oyster Pond vacation packages. Choosing to travel in quieter periods means you'll typically find lower prices on flights and accommodations.
How many days is enough for Oyster Pond?
With a well-planned schedule, you can easily tick off the main Oyster Pond sights in a handful of days. But if you prefer to discover hidden gems or go on day trips, consider booking your Oyster Pond vacation for longer.
Is it worth booking a vacation package to Oyster Pond?
Oyster Pond offers everything you need for an unforgettable escape. Begin your Oyster Pond vacation on a high note by visiting major attractions like Dawn Beach.
How to find the best Oyster Pond package deals?
Start your search for an Oyster Pond package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Oyster Pond package deal right away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Oyster Pond adventure off to a flying start.
Is it cheaper to book an Oyster Pond vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking hotels and flights individually. Better still, you can customize your Oyster Pond escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Oyster Pond?
If you're considering a spontaneous Oyster Pond trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Oyster Pond?

  1. Choose when to go: Check your calendar and pack your bags. Your favorite season and the available activities will also help you decide when to visit Oyster Pond.
  2. Calculate your budget: Ensure you have enough money to pay for everything from food and transportation to airfares and activities. Your accommodations will likely be the biggest expense during your trip to Oyster Pond.
  3. Discover Oyster Pond using our trip planning tool: Gain insights into the leading attractions and best stays for your trip to Oyster Pond. You can also save your favorite locations, collaborate with your group and organize all your plans in one place.
  4. Determine how many days away: Start by compiling a list of the activities and sights you want to get to in Oyster Pond. Then, estimate how long you'll need for each, along with any travel time.
  5. Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, book the ideal Oyster Pond vacation package for you.
  6. Book any activities or excursions: Here's the fun part — organizing everything you want to do and see. Browse some of the exciting things to do in Oyster Pond and book your tickets early to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Oyster Pond vacation packages?
Set off on your dream getaway to Oyster Pond with help from Expedia's Book Now, Pay Later vacations. No need to save up or wait for payday — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to budget for your trip and snap up cheap deals while they last.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.