Philipsburg Vacations from $649

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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.

The Latest Philipsburg vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel La Plantation

Hotel La Plantation

4 out of 5
Price was $952, price is now $649 per person
$649
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
8.8/10 Excellent! (629 reviews)
We had an excellent stay at this property! Everything was clean, comfortable, quiet and well-maintained. The location was great, a short walk to the beach, dining, shopping and the amenities made our stay even more enjoyable. The staff were friendly, responsive, and made sure everything went smoothly. We truly felt welcomed and had a relaxing experience from start to finish. We would definitely stay here again and highly recommend this property to anyone looking for a great place to stay.

Reviewed on Jul 10, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $1,714, price is now $793 per person
$793
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,442 reviews)
I genuinely enjoyed my time at the villas at Simpson bay resort. Everyone was helpful and friendly. The resort was clean and smelled like vacation. My family of 6 and toddler loved every moment of our stay. The rooms were spacious with big bathrooms, refrigerators, microwaves, etc etc. Also the resort was walking distance from anything you would need (restaurants, clubs, necessities), and taxi/shuttles were readily available. We will be back, and will be staying at this resort every time.

Reviewed on Jul 10, 2026

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
Price was $1,585, price is now $921 per person
$921
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9/10 Wonderful! (1,837 reviews)
Just amazing ! Spend 5 days for a second year in a row !!! Just love it . Perfect stat the beach water was clear and just perfect

Reviewed on Jul 10, 2026

Esmeralda Resort

Esmeralda Resort

4 out of 5
Price was $1,072, price is now $683 per person
$683
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Philipsburg (SXM)
8.6/10 Excellent! (533 reviews)
Most of all, the peace and quiet here is fantastic and very close to the beach and restaurants.

Reviewed on Jul 6, 2026

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was $1,263, price is now $845 per person
$845
per person
Sep 22 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
This is my 2nd time staying at the property. The property & room are clean, I did not use the pool, but I could see it from my ocean view room. It does not appear that any other guest used it either. The breakfast was nothing much... my 1st stay we were given ham & cheese croissants, this time just plain ( I assume a budgeting issue). The Ham and cheese croissants is much preferred. Also came with coffee, creamer, chocolate croissant & orange juice (not fresh). The kitchenette was in great condition and super clean.

Reviewed on Jul 8, 2026

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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, Little Bay Beach and Indigo Beach are some notable places to visit nearby.

Find hotels in Indigo Bay

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)
This expansive white-sand shoreline stretches along Philipsburg, offering calm turquoise waters and cruise ship views. Enjoy beach time then stroll the adjacent boardwalk for local cuisine and shopping.
See properties

What to do in Philipsburg

Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

$65
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

$85
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

$81
per adult
80% of travellers recommend
High-Speed Ferry to St. Barths
See all activities in Philipsburg

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
$295 nightly
The price is $310 total per night from Jul 31 to Aug 1
$310 total
Jul 31 - Aug 1
Total with taxes and fees
8.2/10 Very Good! (1,015 reviews)
"The Didi is a wonderful place to stay as a couple or even with a family. The beach is beautiful rooms were extremely clean. The staff was wonderful to deal with. We had the most amazing beachfront view would definitely stay again. We usually go to Aruba couldn’t get there this year so we chose state ..."

Reviewed on Jul 10, 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
$334 nightly
The price is $350 total per night from Jul 29 to Jul 30
$350 total
Jul 29 - Jul 30
Total with taxes and fees
8.4/10 Very Good! (466 reviews)
"My husband, our toddler, and I just wrapped up a 6-night stay at Divi Little Bay Resort, and overall, we were pleasantly surprised. I know this property has some mixed reviews, but our experience was largely positive, with just a few important caveats for families traveling with very young kids. ..."

Reviewed on Jul 11, 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
$272 nightly
The price is $284 total per night from Aug 3 to Aug 4
$284 total
Aug 3 - Aug 4
Total with taxes and fees
9.2/10 Wonderful! (1,006 reviews)
"I had an enjoyable stay overall. The hotel’s oceanfront location is excellent, with direct access to a beautiful beach. Since I visited during the low season, the entire area was incredibly quiet, with many nearby bars and restaurants closed and the beach almost empty—which was exactly what I was ..."

Reviewed on Jul 9, 2026

Holland House Beach Hotel
See all 3,605 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.

Find the Best Philipsburg Vacation Packages

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 center on your trip to Philipsburg, base yourself around Little Bay Beach (1 mile 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 travelers 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 Essential Information

Language
Dutch
Currency
Netherlands Antillean guilders
Local Welcome
Hallo
Local Goodbye
Dag
Closest Airport
Princess Juliana Intl. Airport (SXM)
Population
1,400
Max Temp Winter
80ºF
Max Temp Summer
80ºF
Top Sights
Maho Beach, Mullet Bay Beach and Cupecoy Beach

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Frequently asked questions

How much does a Philipsburg vacation package cost?
You'll find cheap prices from $649 on Expedia for your Philipsburg break. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Philipsburg costs.
What are the cheapest months to go to Philipsburg?
You can typically find lower prices and better availability in June, October and December. Take a look at our cheap Philipsburg vacation packages and you could land some great off-season discounts.
How many days is enough for Philipsburg?
We recommend planning a Philipsburg vacation for around 4 days. This will give you enough time to tick off top attractions including Guana Bay Beach and Indigo Beach, as well as check out neighborhoods like Cay Bay Hill and Little Bay. You could even slot in a day trip (or two) outside of Philipsburg.
Is it worth booking a vacation package to Philipsburg?
Boasting a host of highlights starting with its amazing shopping, Philipsburg is a good vacation destination. Whether you'd like to check out attractions such as Little Bay Beach and Sint Maarten Park or take the road less traveled, you'll find plenty to see and do on your Philipsburg vacation.
How to find the best Philipsburg package deals?
Landing a cheap Philipsburg package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply some filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Philipsburg package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Philipsburg vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights separately. Better still, you can customize your Philipsburg getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Philipsburg?
Secure incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Philipsburg escape.
How to plan a trip to Philipsburg?

  1. Choose when to travel: Check your diary and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Philipsburg.
  2. Set your budget: Consider expenses such as flights, meals and transportation when working out how much to set aside for your trip to Philipsburg. Then, select a property that works with your budget, whether that's a wallet-friendly option or a more upscale getaway.
  3. Organize your Philipsburg escape with our trip planning tool: Look for and book stays and experiences all in one place. You can also collaborate with your group to plan an unforgettable trip to Philipsburg together.
  4. Decide how long to go for: Now that you're more familiar with Philipsburg, you can work out the ideal length of your vacation. Pull together a rough itinerary and give yourself enough time to get through everything on your must-do list.
  5. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to choose a Philipsburg vacation package that brings all your bookings together.
  6. Book any activities or day trips: Now to the fun part — organizing everything you want to see and do. Browse some of the exciting things to do in Philipsburg and reserve your tickets in advance to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later Philipsburg vacation packages?
Secure your dream trip to Philipsburg with help from our Book Now, Pay Later vacations. No need to save like crazy or wait for your next payday — we've teamed up with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stick to your budget and snap up cheap deals while they last.

Explore a world of travel with Expedia

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