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.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
Price was CA $2,590, price is now CA $1,664 per person
CA $1,664
per person
Jan 13 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,010 reviews)
This Hotel was extremely amazing. Excellent staff. very friendly. They also have all amenities that you can think about and activities. We had an excellent Taxi driver named Alex who was very friendly and informative. I will always stay at this resort . You will not be disappointed.

Reviewed on Oct 27, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was CA $6,682, price is now CA $2,913 per person
CA $2,913
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,584 reviews)

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was CA $4,476, price is now CA $2,251 per person
CA $2,251
per person
Jan 14 - Jan 20
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
9/10 Wonderful! (2,129 reviews)
Great location, close to the strip and the beach

Reviewed on Oct 26, 2026

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was CA $3,246, price is now CA $1,665 per person
CA $1,665
per person
Jan 13 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
My cousin and I had a great overnight stay @ your hotel. The staff was very helpful. Paul was great !!!

Reviewed on Oct 24, 2026

The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

3 out of 5
Price was CA $7,852, price is now CA $4,810 per person
CA $4,810
per person
Jan 13 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.8/10 Excellent! (1,006 reviews)
The hotel room was nice.

Reviewed on Oct 27, 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
A nighttime swimming pool surrounded by palm trees and lounge chairs, with buildings in the background.

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.

Find hotels in Oyster Pond

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

Ready to book your vacation to Oyster Pond?

 

Choose your dates

Oyster Pond Hotel Deals

Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
10 Emerald Merit Rd Oyster Pond
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Nov 5 to Nov 6
CA $203
CA $249 total
Nov 5 - Nov 6
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"This Hotel was extremely amazing. Excellent staff. very friendly. They also have all amenities that you can think about and activities. We had an excellent Taxi driver named Alex who was very friendly and informative. I will always stay at this resort . You will not be disappointed."

Reviewed on Oct 27, 2026

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
The price is CA $402 per night from Oct 28 to Oct 29
CA $402
CA $533 total
Oct 28 - Oct 29
includes taxes & fees
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
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Oct 29 to Oct 30
CA $129
CA $154 total
Oct 29 - Oct 30
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"My cousin and I had a great overnight stay @ your hotel. The staff was very helpful. Paul was great !!!"

Reviewed on Oct 24, 2026

Princess Heights Luxury Boutique Condo Hotel
See all 3,615 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.
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Stay near popular Oyster Pond attractions

A coastal landscape with clear turquoise waters, a sandy beach, and a cluster of houses on a hillside.

Dawn Beach

8.4/10 (222 reviews)
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.
See properties

What to do in Oyster Pond

Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

CA $92
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

CA $108
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

CA $225
per adult
92% of travellers recommend
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
See all activities in Oyster Pond

Frequently asked questions

How much does an Oyster Pond vacation package cost?
You can snap up a vacation package to this top destination from CA $1,664 on Expedia. But how much your vacation to Oyster Pond costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Oyster Pond?
The off-season is the best time to head to Oyster Pond if you're on a budget. Another tip for scoring cheap Oyster Pond vacation packages? Try to avoid visiting during public holidays and any major festivals or events.
How many days is enough for Oyster Pond?
We recommend booking an Oyster Pond vacation for at least 5 days. This will give you plenty of time to check off top attractions including Grand Case Beach and Orient Bay, as well as explore neighbourhoods like Pelican Key and Upper Prince's Quarter. You might even be able to make time for a day trip (or two) beyond Oyster Pond.
Is it worth booking a vacation package to Oyster Pond?
It's no wonder an Oyster Pond vacation is on the to-do list of many travellers. Top attractions like Dawn Beach are just the beginning of things to see and do here.
How to find the best Oyster Pond package deals?
Bagging a cheap Oyster Pond package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most affordable Oyster Pond package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book an Oyster Pond vacation as a package?
You can enjoy significant savings on your next Oyster Pond break by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to see the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Oyster Pond?
If you have your Oyster Pond travel dates finalized, book as early as you can to snap up some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Oyster Pond?

  1. Pick your dates: What you'd like to do in Oyster Pond and your favourite season can help you decide when to go.
  2. Plan your budget wisely: In addition to the price of your accommodations, you'll need to consider other expenses. These include flights, transportation and food. Also, set aside a little extra for unexpected costs that could arise during your trip to Oyster Pond.
  3. Decide how long to go for: Now that you know more about Oyster Pond, you can figure out the right length of your break. Put together a draft plan and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Oyster Pond vacation package.

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