Philipsburg Vacations from $547

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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.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.6/10 Excellent! (885 reviews)
Excellent staff very friendly. They took care of all my needs. I would recommend this place. Most of the patrons that go there have been going there for years. I will definitely see about going back.

Reviewed on Jul 6, 2025

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.8/10 Excellent! (1,162 reviews)
I love the room. The bed was very comfortable, easy access to dinning in the area. Many Taxis in the area. Very nice beach. Love the bar swimming pool. What more could you ask for? I just love it.

Reviewed on Jul 8, 2025

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Save 100% on your flight
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (935 reviews)
Driving the hills were unique to get to and from the hotel. I loved the comfort of the room and the views are beautiful. It's a gated community so I felt safe.

Reviewed on Jul 4, 2025

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
Save 100% on your flight
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,041 reviews)
Over all I love this property. I stayed in a beach from apartment. it was lovely. I'm looking forward to going back to celebrate my birthday in August. The restaurant on the beach was amazing. Can't wait to go back.

Reviewed on Jul 8, 2025

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,188 reviews)
It was a great stay!

Reviewed on Jul 8, 2025

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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
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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

Discover the most popular places to visit in Philipsburg

Great Bay Beach showing general coastal views, a sandy beach and a coastal town

Great Bay Beach

4.5/5(88 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.

Great Bay Beach
Philipsburg Boardwalk

Philipsburg Boardwalk

Philipsburg Boardwalk is just one of the places to see in Philipsburg, so why not enjoy the other things to explore during your travels? Stroll along the area's beaches or simply enjoy its restaurants.

Philipsburg Boardwalk
Fort Amsterdam showing building ruins, military items and a castle

Fort Amsterdam

2/5(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.

Fort Amsterdam

What to do in Philipsburg

High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

$75
per adult
76% of travellers recommend
High-Speed Ferry to St. Barths
At the border!

4-Hour Guided ATV/QUAD Tour of Sint Maarten/St. Martin

$100
per traveler
100% of travellers recommend
4-Hour Guided ATV/QUAD Tour of Sint Maarten/St. Martin
The All Ages Tarzan Swing

The Best Catamaran Day Sail in St Maarten

$139
per adult
96% of travellers recommend
The Best Catamaran Day Sail in St Maarten
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
8.2/10 Very Good! (1,001 reviews)
"Amazing resort, we will be back!"

Reviewed on Jun 28, 2025

Get rates
Divi Little Bay Beach Resort
Holland House Beach Hotel
Holland House Beach Hotel
4 out of 5
Front Street 45, Philipsburg
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (1,000 reviews)
"The common area is beautiful. Combination of mahogany floors, black painted ceilings and white walls is absolutely soothing. I would give the staff more than 5-stars! The food is delicious. I loved everything about this property except there is no pool. But, the beach a literally a few steps ..."

Reviewed on Jul 7, 2025

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Holland House Beach Hotel
Seaview Beach Hotel
Seaview Beach Hotel
3 out of 5
#85C Front Street, Philipsburg
Fully refundableReserve now, pay when you stay
7.2/10 Good! (641 reviews)
"Ideal was the close proximity to the ocean and shopping outlets. The added convenience of eateries and groceries were a bonus. The restuarant offerings were delicious and staff freindly and helpful. Having the room refreshed daily was appreciated. I was disappointment in not have a microwave or even ..."

Reviewed on Jul 7, 2025

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Seaview Beach Hotel
See all 3,600 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 $547 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.