Dutch Antilles Ski Vacations

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Top Ski vacation packages in Dutch Antilles

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

Oyster Pond
$769
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.8/10 Excellent! (1,010 reviews)
Perfect resort

Reviewed on Sep 4, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Pelican Key
$921
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,525 reviews)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Pelican Key
$848
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,987 reviews)
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

$3,482
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.8/10 Excellent! (1,005 reviews)
Holland House Beach Hotel

Holland House Beach Hotel

Downtown Philipsburg
$1,028
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,000 reviews)
The View🏖️

Reviewed on Sep 1, 2026

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5* Ski vacations in Dutch Antilles

Price found within the past 48 hours. Click for updated prices.
JW Marriott St. Maarten Beach Resort & Spa

JW Marriott St. Maarten Beach Resort & Spa

Oyster Pond
$1,528
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.8/10 Excellent! (384 reviews)
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

$3,482
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.8/10 Excellent! (1,005 reviews)
La Samanna, A Belmond Hotel, St Martin

La Samanna, A Belmond Hotel, St Martin

Save 100% on your flight
$2,827
per person
Nov 27 - Dec 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.4/10 Exceptional! (247 reviews)
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3 Night Ski vacations in Dutch Antilles

Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Pelican Key
Save 100% on your flight
$660
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,525 reviews)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Pelican Key
Save 100% on your flight
$721
per person
Nov 26 - Nov 29
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
9/10 Wonderful! (1,987 reviews)
The Morgan Resort Spa Village

The Morgan Resort Spa Village

Save 100% on your flight
$1,021
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (2,390 reviews)
Outdoor pool

Reviewed on Sep 5, 2026

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4 Night Ski vacations in Dutch Antilles

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Pelican Key
$646
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,987 reviews)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Pelican Key
$714
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,525 reviews)
La Playa Orient Bay

La Playa Orient Bay

$797
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.4/10 Exceptional! (785 reviews)
Fabulous stay! Beautiful resort right on Orient Bay!

Reviewed on Aug 26, 2026

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Planning your Dutch Antilles ski vacation

What are some things I should consider when booking a Dutch Antilles ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap Dutch Antilles ski packages?

Right now, ski trips start at just $646. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Dutch Antilles?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Dutch Antilles. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to Dutch Antilles cost?

Sensational ski trips to Dutch Antilles start from $646. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to Dutch Antilles?

The best time to hit the slopes in Dutch Antilles depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book Dutch Antilles ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

Can I book a Dutch Antilles ski trip with free cancellation and/or flexible dates?

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in Dutch Antilles with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream Dutch Antilles ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.

More vacations you might like

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