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

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,192 reviews)
Beautiful location, rooms are spacious and food was AMAZING!

Reviewed on Jul. 31, 2025

La Playa Orient Bay

La Playa Orient Bay

4 out of 5
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
9.4/10 Exceptional! (563 reviews)
Everything is perfect! From breakfast to rooms to the amazing hotel staff! Benedicte goes above and beyond to help guests with anything we need! Love this place! Second time we stayed in this place!

Reviewed on Aug. 2, 2025

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
9/10 Wonderful! (1,733 reviews)
Convenient, but crowded area, great for young adults

Reviewed on Aug. 2, 2025

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
per person
Oct 12 - Oct 18
just found
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,192 reviews)
Everything was great, quiet, safe. 3 pools to choose and love to walk around the neighborhood

Reviewed on Aug. 2, 2025

Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.6/10 Excellent! (906 reviews)
I will share our experiences with everyone

Reviewed on Aug. 2, 2025

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
4/5(13 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 Oyster Bay Marina or Dawn Beach 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?

 

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Oyster Pond Hotel Deals

JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa

5 out of 5
144 Oyster Pond Resort, Building A, Oyster Pond, Sint Maarten
The price is CA $343 per night from Sep 1 to Sep 2
CA $343
CA $464 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (195 reviews)
"We had a wonderful stay at the Marriot from 7/23-7/27. The staff were extremely friendly and nice. The hotel is gorgeous. We loved our room. Our only complaint is that they need to move the breakfast. The lunch and dinner menu was very good. The dinner menu choice were excellent and the food was ..."

Reviewed on Jul. 31, 2025

JW Marriott St. Maarten Beach Resort & Spa
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 $211 per night from Sep 1 to Sep 2
CA $211
CA $253 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (904 reviews)
"The resort was very nice and the staff was awesome."

Reviewed on Aug. 1, 2025

Oyster Bay Beach Resort
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond Road No 156, Dawn Beach, Oyster Pond
Fully refundableReserve now, pay when you stay
The price is CA $179 per night from Aug 4 to Aug 5
CA $179
CA $215 total
Aug 4 - Aug 5
includes taxes & fees
9.2/10 Wonderful! (946 reviews)
"N/A"

Reviewed on Aug. 2, 2025

Princess Heights Luxury Boutique Condo Hotel
See all 3,578 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Oyster Pond

Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

CA $89
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

CA $116
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
St Maarten Shore Excursion: Maho Beach Round-Trip Transfer

St Maarten Shore Excursion: Maho Beach Round-Trip Transfer

CA $37
per adult
St Maarten Shore Excursion: Maho Beach Round-Trip Transfer
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 $803 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.