Oyster Pond Vacation Packages

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Your Oyster Pond Vacation

When a city getaway is calling, answer it with a vacation package to Oyster Pond. The neighborhood of Upper Princes Quarter, which is great for shopping, coastal beaches and nature, makes a terrific base for your adventures. A trip to Oyster Pond is a wonderful opportunity to do some sightseeing. Make sure you visit big-name attractions such as Pinel Island, Marigot Market and Fort St. Louis. Stop daydreaming and start doing. Check out the multitude of options on Expedia today and finally put your Oyster Pond vacation plans into gear!

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 $1,638, price is now CA $1,189 per person
CA $1,189
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
8.8/10 Excellent! (1,021 reviews)
No beach for an oceanfront trip. I couldn’t be more disappointed.

Reviewed on Jul 20, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was CA $4,314, price is now CA $1,810 per person
CA $1,810
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,473 reviews)

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was CA $2,777, price is now CA $1,353 per person
CA $1,353
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,887 reviews)

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was CA $2,110, price is now CA $1,383 per person
CA $1,383
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,006 reviews)
We truly enjoyed our stay at Princess Heights. The hotel was very clean and well kept. We had a broken microwave and when we called about it, it was switched out the next day. It was sometimes difficult to get in contact with the staff being that they usually left right after 5pm. I also would recommend, using taxis if staying at this hotels. The mountains and hills getting up to the resort are no joke. Overall, it was a great stay.

Reviewed on Jul 15, 2026

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was CA $3,062, price is now CA $2,123 per person
CA $2,123
per person
Oct 9 - Oct 14
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (2,287 reviews)

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Oyster Pond Hotel Deals

Les Balcons d'Oyster Pond

Les Balcons d'Oyster Pond

15 Avenue du Lagon Oyster Pond
9.6/10 Exceptional! (145 reviews)
"We had a lovely stay here for a week! The location was perfect for relaxing and enjoying views without the crowd… close proximity to many attractions, supermarket and restaurants in walking distance, but highly recommend renting a vehicle because it’ll make the experience much better! Our host was ..."

Reviewed on Jul 18, 2026

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Les Balcons d'Oyster Pond
Colombus Résidence

Colombus Résidence

29, Rue de l'Escale Oyster Pond
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Colombus Résidence
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $700 per night from Aug 10 to Aug 11
CA $700
CA $848 total
Aug 10 - Aug 11
includes taxes & fees
The Morgan Resort Spa Village
See all 3,642 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.
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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
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

CA $226
per adult
90% of travellers recommend
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

CA $121
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
See all activities in Oyster Pond

Frequently asked questions

How much does an Oyster Pond vacation package cost?
You'll find cheap prices from CA $1,189 on Expedia for your Oyster Pond getaway. However, a range of factors like your choice of hotel, the season and length of stay will influence how much your vacation to Oyster Pond costs.
What are the cheapest months to go to Oyster Pond?
To pick up cheap Oyster Pond vacation packages, plan your trip outside of busy periods like public holidays and major festivals. You'll typically find lower prices and better availability for hotels and flights.
How many days is enough for Oyster Pond?
We'd suggest booking an Oyster Pond vacation for around 9 days. This gives you time to tick off top sights such as Grand Case Beach and Orient Bay, as well as check out neighbourhoods like Pelican Key and Upper Prince's Quarter. You might even be able to slot in a day trip (or two) beyond Oyster Pond.
Is it worth booking a vacation package to Oyster Pond?
Oyster Pond is a good vacation destination with attractions like Dawn Beach among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, an Oyster Pond vacation promises a good time for everyone.
How to find the best Oyster Pond package deals?
Use Expedia's filters to help you find some unbeatable Oyster Pond package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Oyster Pond package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book an Oyster Pond vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging accommodations and flights individually. Better still, you can customize your Oyster Pond getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Oyster Pond?
Score incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Oyster Pond adventure.
How to plan a trip to Oyster Pond?

  1. Choose when to go: Check your schedule and get packing. Your preferred time of year and the activities available will also help you decide when to visit Oyster Pond.
  2. Budget wisely: Besides the price of your stay, you should factor in other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that may come up during your trip to Oyster Pond.
  3. Decide how long to go for: Now that you're more familiar with Oyster Pond, you can figure out the perfect length of your vacation. Create a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose an Oyster Pond vacation package that brings all your bookings together.

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