Book Exclusive Philipsburg Vacation Packages

Choose one or more items to build your trip:

Philipsburg flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was CA $1,889, price is now CA $1,287 per person
CA $1,287
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
Book a stay at this family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Great Bay Beach and Orient Bay are located nearby.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was CA $3,788, price is now CA $1,912 per person
CA $1,912
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and St. Martin Beaches are located nearby.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was CA $2,981, price is now CA $1,599 per person
CA $1,599
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and St. Martin Beaches are located nearby.
Esmeralda Resort

Esmeralda Resort

4 out of 5
Price was CA $2,415, price is now CA $1,758 per person
CA $1,758
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Orient Bay and Pinel Island are located nearby.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Point Blanche
Price was CA $2,467, price is now CA $1,834 per person
CA $1,834
per person
Aug 9 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Great Bay Beach and Maho Beach are located nearby.

Top Philipsburg hotels deals

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Little Bay Road Philipsburg
Free cancellation
Reserve now, pay when you stay
The price is CA $299 per night
CA $299
CA $386 total
Jul 29 - Jul 30
includes taxes & fees
Book a stay at this beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach and Great Bay Beach are located nearby.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Little Bay Road Philipsburg St. Maarten
Free cancellation
Reserve now, pay when you stay
The price is CA $340 per night
CA $340
CA $436 total
Jul 29 - Jul 30
includes taxes & fees
Stay at this hotel in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Great Bay Beach and St. Martin Beaches are located nearby.
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Front Street 45 Philipsburg
Free cancellation
Reserve now, pay when you stay
The price is CA $335 per night
CA $335
CA $402 total
Jul 31 - Aug 1
includes taxes & fees
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Great Bay Beach and St. Martin Beaches are located nearby.
Seaview Beach Hotel

Seaview Beach Hotel

3 out of 5
#85C Front Street Philipsburg
The price is CA $110 per night
CA $110
CA $132 total
Jul 20 - Jul 21
includes taxes & fees
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Great Bay Beach are located nearby.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Kitty Drive #6 Philipsburg Sint Maarten
Get rates
Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Great Bay Beach and Maho Beach are located nearby.
Belair Beach Hotel

Belair Beach Hotel

3 out of 5
Little Bay Philipsburg
The price is CA $288 per night
CA $288
CA $348 total
Aug 8 - Aug 9
includes taxes & fees
Book a stay at this beach hotel in Philipsburg. Enjoy free parking, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Great Bay Beach and Maho Beach are located nearby.
Don't see what you're looking for?
See all available properties in Philipsburg
View all properties
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.

Stay near popular Philipsburg attractions

A beach with turquoise water, white sand, and buildings in the background.

Great Bay Beach

9.0/10 (587 reviews)
If a restful vacation is part of your travel plans, Great Bay Beach might be the perfect place to seek out during your trip to Philipsburg. Check out the shops and top-notch restaurants in this romantic area.
See properties

Philipsburg Vacations

Enjoy more, worry less and wander wisely in Philipsburg! Ensure your vacation gets off to a fabulous start by finding out a thing or two about this interesting destination.

Noteworthy areas around Philipsburg include Cul de Sac, which is 2 miles (3 kilometers) away. Additionally, you'll find Marigot 3 miles (5 kilometers) away.

1,000 friendly locals live in this corner of Sint Maarten.

Places to visit in Philipsburg

Avid sightseers should take a look at Maho Beach and Marigot Market. Need more things to see in this happening city? Pinel Island and Fort St. Louis won't let you down.

Fancy decor, sparking lights and stylish staff are just a few of the things to expect at Hollywood Casino. Go for an amble around the poker tables or simply sit back with a drink in hand and soak up the atmosphere. Seeking some more options? There is something bewitching about the heaving swell at the seashore. Unroll a picnic blanket, sit back, relax and enjoy watching the ever-changing moods of the ocean at Dawn Beach. And there's more. Elegant decor, dazzling lights and well-dressed croupiers are just some of the things you can expect at Paradise Plaza. Have a stroll around the gaming tables or simply relax with your drink of choice and enjoy the atmosphere.

Where do you fly into for Philipsburg?

The excitement of being in a completely new place will never get old. Once you've disembarked at Princess Juliana International Airport (SXM), the center of Philipsburg will be only 4 miles (6 kilometers) to the east from here.

Frequently asked questions

How much are vacation packages to Philipsburg?
Your travel daydreams can become reality in Philipsburg from as little as CA $1,287. Our packages include flights and hotels, so they're bound to make booking a cinch. All you'll have to focus on is having a good time.
How long should my Philipsburg vacation be?
The majority of people lock in their hotel for 5 nights in Philipsburg. But that doesn't necessarily mean you have to do that. How long you spend here depends on what you plan to do on your vacation. If you'd like to explore every nook and cranny of this incredible location, book another few nights (or even an extra week!).
Where can I get the best vacation package deals for Philipsburg?
For an excellent package deal to Philipsburg, nothing compares to Travelocity. Take your pick from as many as 400 airlines and 1,000,000 properties around the globe to create your ideal escape — it's really that simple.
Why should I book my Philipsburg vacation package via Travelocity?
Because you'll never roam alone if you secure your trip through us, and we offer round-the-clock customer support and excellent service to boot. Add to that our Price Match Guarantee and tons of experiences and destinations to choose from. We're here to help you jet off on the vacation of a lifetime.
Can I save on my Philipsburg car rental if I combine it with hotels and flights?
With a Philipsburg vacation package, you can combine your car, flight and hotel bookings and save loads. If you're in the mood to uncover the best of this impressive destination, why not make a beeline for Dickenson Bay Beach? This must-see attraction is 161 kilometers from Philipsburg. With your own rental car, you'll be there in a jiffy.
Which airport is best for Philipsburg?
For many, heading to Philipsburg means going through Princess Juliana Intl. Airport (SXM). This popular airport is located 6 kilometers west of the city center. You could also choose to fly into Robert L. Bradshaw Intl. Airport (SKB) (88 kilometers away from central Philipsburg) or Clayton J. Lloyd Intl. Airport (AXA) (19 kilometers away from central Philipsburg).
What is there to do in Philipsburg?
Philipsburg is teeming with sights to check out, such as Little Bay Beach and Sint Maarten Park. These well-known attractions are on most visitors' must-see lists.
Where should I stay when visiting Philipsburg?
The Princess Heights Luxury Boutique Condo Hotel is the number one choice of many visitors. Book now to avoid missing out.

Photos of local treasures

Browse Philipsburg vacation photos for more inspiration

A coastal town with a beach, rocky shoreline, and a mountain in the background.
A parade with a bright orange sports car, spectators, and colorful buildings.
A street with colorful shops and a black car.
A coastal town with buildings, a windmill, and mountains in the background.
A beach with white plastic chairs and blue umbrellas, a heart-shaped decoration made of flowers and leaves, and a marina with boats in the background.

Explore More Ways to Travel with Travelocity