Philipsburg Vacations

Book a Hotel + Flight or Car together to unlock savings

    deals illustration
    Better together
    Save up to ₩234,741 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Philipsburg

Find the best Philipsburg areas and neighborhoods for the activities you enjoy most. Learn more about Philipsburg
Default Image

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

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 (2 kilometers 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 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 ₩325,636 per night from Jul 10 to Jul 11
₩325,636
₩407,751 total
Jul 10 - Jul 11
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
"Staff"

Reviewed on Jun 26, 2025

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
The price is ₩288,424 per night from Jul 28 to Jul 29
₩288,424
₩348,284 total
Jul 28 - Jul 29
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Great customer service from everyone we came in contact with."

Reviewed on Jun 25, 2025

Holland House Beach Hotel
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 ₩360,343 per night from Jul 5 to Jul 6
₩360,343
₩449,588 total
Jul 5 - Jul 6
includes taxes & fees
8.2/10 Very Good! (237 reviews)
"Great place to stay. The property is beautiful and well maintained. Staff were very accommodating."

Reviewed on Jun 21, 2025

Oceans at Divi Little Bay
See all 3,558 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.

Frequently asked questions

How much does a Philipsburg vacation package cost?
You'll find cheap prices 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're likely to find reduced prices and better availability in September, October and November. Explore our cheap Philipsburg vacation packages and you could score some great off-season discounts.
How many days is enough for Philipsburg?
With around 4 days, you'll have enough time to experience popular neighborhoods such as Pelican Key and Upper Prince's Quarter during your Philipsburg vacation. Be sure to also add Sint Maarten Park and Guana Bay Beach to your must-see list. Looking for more adventures? Consider exploring outside of Philipsburg on day trips and tours.
Is it worth booking a vacation package to Philipsburg?
Well known for its shopping and home to leading attractions like Great Bay Beach, a Philipsburg vacation is sure to impress. Another top sight to visit? Don't miss Little Bay Beach.
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 get away: Check your calendar and get packing. Your preferred season and the type of activities on offer will also help you decide when to visit Philipsburg.
  2. Figure out your budget: Make sure you have enough money to pay for everything from transportation and food to activities and flights. Your accommodations will probably be the biggest expense during your trip to Philipsburg.
  3. Decide how long to go away for: Now that you know more about Philipsburg, you can figure out the perfect length of your break. Put together a rough itinerary and allocate enough time to cover everything you want to do.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Philipsburg vacation package that brings all your bookings together.

Discover the most popular places to visit in Philipsburg

Guana Bay Beach showing a sandy beach, tropical scenes and landscape views

Guana Bay Beach

4/5(9 reviews)

The picturesque shores of this tranquil bay provide a great opportunity to escape the crowds and jump in the crystal clear water for surfing or swimming.

Guana Bay Beach
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

Cyrus Wathey Square

Explore the lovely green spaces of Cyrus Wathey Square and enjoy the boating in Philipsburg. Check out the shops and top-notch restaurants in this romantic area.

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