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.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Philipsburg (SXM)
9/10 Wonderful! (1,192 reviews)
Great location, beautiful beach and friendly staff.

Reviewed on Jul. 18, 2025

Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
Save 100% on your flight
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Philipsburg (SXM)
8.6/10 Excellent! (891 reviews)
Over all will stay again

Reviewed on Jul. 15, 2025

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
9.2/10 Wonderful! (1,192 reviews)
I really liked that room service was EVERY DAY!!!

Reviewed on Jul. 19, 2025

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Save 100% on your flight
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Philipsburg (SXM)
9.2/10 Wonderful! (1,000 reviews)
We had a group of 7 couples that went on a power boat excursion, ATV ride and schooner excursion. They were all fantastic, great food and fun.

Reviewed on Jul. 17, 2025

Esmeralda Resort

Esmeralda Resort

4 out of 5
Save 100% on your flight
per person
Oct 6 - Oct 13
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
8.6/10 Excellent! (463 reviews)
Nice having semi-private pool. All of the staff very friendly and helpful. Including at L'Astrolabe for breakfast and dinner.

Reviewed on Jun. 13, 2025

Ready to book your vacation to Oyster Pond?

 

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Oyster Pond Hotel Deals

Les Balcons d'Oyster Pond

Les Balcons d'Oyster Pond

15 Avenue du Lagon, Oyster Pond
9.4/10 Exceptional! (74 reviews)
"Perfect location. Border of French and Dutch. The place itself is beautiful with a great view. Coco was amazing ..very helpful with everything. Definitely recommend"

Reviewed on Jul. 13, 2025

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Les Balcons d'Oyster Pond
Tiko lodge sxm

Tiko lodge sxm

Rue des Arawaks, Oyster Pond, Collectivity of Saint Martin
The price is CA $239 per night from Jul 21 to Jul 22
CA $239
CA $249 total
Jul 21 - Jul 22
includes taxes & fees
8.2/10 Very Good! (14 reviews)
"Peaceful setting and well run"

Reviewed on Feb. 21, 2025

Tiko lodge sxm
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 $270 per night from Jul 23 to Jul 24
CA $270
CA $364 total
Jul 23 - Jul 24
includes taxes & fees
8.8/10 Excellent! (1,762 reviews)
"Beautiful place and the staff was very friendly."

Reviewed on Jul. 19, 2025

The Morgan Resort Spa Village
See all 3,636 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

High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

CA $102
per adult
76% of travellers recommend
High-Speed Ferry to St. Barths
Lunch at Meads BAy

Ultimate Prickly Pear and Anguilla Experience

CA $203
per adult
82% of travellers recommend
Ultimate Prickly Pear and Anguilla Experience
At the border!

4-Hour Guided ATV/QUAD Tour of Sint Maarten/St. Martin

CA $137
per traveller
100% of travellers recommend
4-Hour Guided ATV/QUAD Tour of Sint Maarten/St. Martin
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 $844 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.