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.
Hotel La Plantation

Hotel La Plantation

4 out of 5
Price was CA $1,288, price is now CA $1,029 per person
CA $1,029
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
8.8/10 Excellent! (624 reviews)
Nice location and view. Room cleaned daily. Breakfast provided. My daughter loved the pool. Walking distance to restaurants and market.

Reviewed on Jun 26, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was CA $4,258, price is now CA $1,960 per person
CA $1,960
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,438 reviews)
The staff was friendly.

Reviewed on Jun 27, 2026

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was CA $3,419, price is now CA $1,682 per person
CA $1,682
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,796 reviews)
Lovely beach view, staff always pleasant and friendly. Loved our room

Reviewed on Jun 27, 2026

Coral Beach Club Villas & Marina

Coral Beach Club Villas & Marina

4 out of 5
Oyster Pond
Price was CA $2,311, price is now CA $1,779 per person
CA $1,779
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (117 reviews)
The room and the view was beautiful. Thank you to the amazing staff that were all so friendly and helpful with everything!! I’ll definitely be back!!

Reviewed on Jun 8, 2026

The Forest

The Forest

4 out of 5
Price was CA $2,592, price is now CA $2,016 per person
CA $2,016
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
10/10 Exceptional! (26 reviews)
What a wonderful stay!! The staff was exceptional and accommodating the entire trip. The rooms were clean and very beautiful, not to mention the landscaping and the ease of getting to and from. I will most certainly be back!! Thank you!!!

Reviewed on May 11, 2026

Where to stay in Philipsburg

Find the best Philipsburg areas and neighborhoods for the activities you enjoy most. Learn more about Philipsburg
A coastal cityscape with a marina, residential buildings, and a mountainous backdrop.

Indigo Bay

While Indigo Bay isn't home to many top sights, Indigo Beach and Little Bay Beach are some notable places to visit nearby.

Find hotels in Indigo Bay

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.

Ready to book your vacation to Philipsburg?

 

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Philipsburg Hotel Deals

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Little Bay Road Philipsburg
Fully refundableReserve now, pay when you stay
The price is CA $272 per night from Jul 1 to Jul 2
CA $272
CA $352 total
Jul 1 - Jul 2
includes taxes & fees
8.2/10 Very good! (1,004 reviews)
"Overall it was a good stay, quiet and somewhat family friendly. Not very convenient when it vibes to little things like getting towels, you do have to go to the concierge every time you need a towel, even if you're already at the pool or beach. No lifeguards. We didn't have to make reservations for ..."

Reviewed on Jun 27, 2026

Divi Little Bay Beach Resort
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Little Bay Road Philipsburg St. Maarten
Fully refundableReserve now, pay when you stay
The price is CA $333 per night from Jul 6 to Jul 7
CA $333
CA $427 total
Jul 6 - Jul 7
includes taxes & fees
8.2/10 Very good! (450 reviews)
"Lovely property"

Reviewed on Jun 27, 2026

Oceans at Divi Little Bay
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Front Street 45 Philipsburg
Fully refundableReserve now, pay when you stay
The price is CA $336 per night from Jul 2 to Jul 3
CA $336
CA $403 total
Jul 2 - Jul 3
includes taxes & fees
9.2/10 Wonderful! (1,005 reviews)
"Amazing"

Reviewed on Jun 27, 2026

Holland House Beach Hotel
See all 3,588 properties in Philipsburg
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 Philipsburg attractions

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

Great Bay Beach

9.0/5 (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

What to do in Philipsburg

Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

CA $90
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

CA $118
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

CA $103
per adult
80% of travellers recommend
High-Speed Ferry to St. Barths
See all activities in Philipsburg

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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.