Philipsburg Vacation Packages
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Your Philipsburg Vacation
Reserve a Philipsburg vacation package that has everything you need and no unnecessary extras. Great for shopping, coastal beaches and nature, consider basing yourself in the neighborhood of Upper Princes Quarter. If taking in sights is on the to-do list during your trip to Philipsburg, look around well-known attractions like Maho Beach, Pinel Island and Marigot Market. Browse Expedia's wide range of travel options and book your ideal vacation to Philipsburg today.
Top Philipsburg Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $2,551, price is now CA $1,431 per person
CA $1,431
per person
May 26 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,007 reviews)
Very nice and gracious staff. Everyone was very helpful and kind. The rooms are very large and nice. The view of the morning sunrise was incredible. I would definitely recommend staying here.
Reviewed on Mar 24, 2026
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $4,188, price is now CA $1,795 per person
CA $1,795
per person
May 26 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,387 reviews)
Nice room. Great view. Staff could be a bit friendlier overall - at the bar, beach staff putting out chairs, etc. overall nice stay
Reviewed on Mar 22, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $3,921, price is now CA $1,683 per person
CA $1,683
per person
May 26 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,629 reviews)
Everything was fabulous. Room faced the Marina.
Reviewed on Mar 23, 2026
La Playa Orient Bay
Price was CA $2,619, price is now CA $1,608 per person
CA $1,608
per person
May 26 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.4/10 Exceptional! (668 reviews)
The hotel location is excellent to walk everywhere - beach, restaurants, shops. The staff is friendly, professional and knowledgeable, especially Elena. The room was spacious, clean and had everything you need for a relaxing beach vacation. The breakfast is improved from last year and has more options to choose from. The restaurant staff could improve in greeting clients and restaurant cleanness.
Reviewed on Mar 18, 2026
Panorama Residences at Monte Vista
Point Blanche
Price was CA $2,895, price is now CA $1,825 per person
CA $1,825
per person
May 26 - Jun 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.6/10 Exceptional! (29 reviews)
I highly recommend u staying here. Hands down the best property I’ve ever stayed at
Reviewed on Mar 24, 2026
Where to stay in Philipsburg
Find the best Philipsburg areas and neighborhoods for the activities you enjoy most. Learn more about Philipsburg
Downtown Philipsburg
3 out of top 10 points of interest in this area
While visiting Downtown Philipsburg, you might make a stop by sights like Great Bay Beach and Museum of Sint Maarten.
Philipsburg Beach Vacation
There's nothing like a Philipsburg vacation to put a bounce in your step. The soothing rhythm of rolling waves and the smell of salty air are sure to rejuvenate your mind and body. To be near the city centre on your trip to Philipsburg, base yourself around Little Bay Beach (2 kilometres away). If you're going to stick around a while, consider booking one of our Philipsburg vacation deals. Not only can you save cash, you'll also have other beautiful beaches around you to explore, like Guana Bay Beach and Indigo Beach. We call that a win-win!
Things You Should Know About Philipsburg
- Doze off to the calming sounds of the sea in one of our Philipsburg beach hotels. Nothing beats staying close to the ocean.
- Philipsburg also has a decent selection of villas. The Paradise Inn and Oceans at Divi Little Bay are a hit with travellers and are worth taking a look at.
- Around 1,400 people reside in Philipsburg. If you want suggestions about things to see and do, why not start a conversation with one or two of the locals? Our Philipsburg things to do page is also a handy source of information.
- Once you've made some great savings by booking a Philipsburg vacation package, you can splurge on unforgettable travel experiences. Little Bay Beach, Sint Maarten Park and University of St. Martin are three attractions that should be on your itinerary.
Philipsburg Hotel Deals
Oceans at Divi Little Bay
Little Bay Road Philipsburg St. Maarten
Fully refundableReserve now, pay when you stay
The price is CA $383 per night from Apr 18 to Apr 19
CA $383
CA $489 total
Apr 18 - Apr 19
includes taxes & fees
8.2/10 Very Good! (351 reviews)
Average hotel with great beach location and great views from our top floor room and the Mix rooftop bar. Service is inconsistent and not the greatest. Food is average at best and inferior to our experience on the French side of St. Martin. The beach has plenty of beach chairs, but the hotel makes ...
Reviewed on Mar 23, 2026
The Paradise Inn
Senna road # 7 Philipsburg
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Apr 8 to Apr 9
CA $129
CA $137 total
Apr 8 - Apr 9
includes taxes & fees
8/10 Very Good! (389 reviews)
Our room was clean and the microwave and fridge was perfect for breakfast in our room. While the room was a nice size the beds were close to the bathroom door not allowing you to open the door all the way.
Reviewed on Mar 23, 2026
Holland House Beach Hotel
Front Street 45 Philipsburg
The price is CA $392 per night from Apr 21 to Apr 22
CA $392
CA $471 total
Apr 21 - Apr 22
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
The property was ok and the staff was very friendly. Unfortunately the issues with my room AC could not be solved resulting in my room to be excessive cold
Reviewed on Mar 25, 2026
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.
Discover the most popular places to visit in Philipsburg
Great Bay Beach
4/5(20 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.
Fort Amsterdam
5/5(2 reviews)
The remains of the first Dutch military base in the Caribbean offer stunning views across the ocean and over the town of Philipsburg behind it.
Museum of Sint Maarten
Discover where the native population originally came from and learn about major events in the island’s colonial, social and natural past.
What to do in Philipsburg
Edge Ferry Tickets to St. Barts
CA $137
per adult
84% of travellers recommend
Half Day Snorkeling Adventure
CA $89
per adult
100% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
CA $116
per adult
94% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
