Philipsburg Vacations from $791
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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.
Simpson Bay Resort, Marina & Spa
Pelican Key
$791
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9/10 Wonderful! (1,987 reviews)
This resort has it all great pools and restaurants plus the suites and villas all have kitchens and most have balconies with a view. Plus the beach area which is shared with the Hilton is private and beautiful with awesome views of the Caribbean. At night it is very safe to walk around the large resort which is great after dinner or just to explore the nearby area bars and restaurants. This place is worth every penny.
Reviewed on Sep 13, 2026
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View all tripsWhere to stay in Philipsburg
Find the best Philipsburg areas and neighborhoods for the activities you enjoy most. Learn more about Philipsburg
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.
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 Front Street District.
Point Blanche
1 out of top 10 points of interest in this area
While visiting Point Blanche, you might make a stop by sights like Port of St. Maarten and Harbour Point Village.
Belair
While Belair isn't home to many top sights, Little Bay Beach and Great Bay Beach are some notable places to visit nearby.
Vineyard
If you're looking for some top things to see and do in Vineyard and surrounding area, you can visit Port of St. Maarten and Front Street District.
Stay near popular Philipsburg attractions
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.
Philipsburg Boardwalk
8.8/10 (97 reviews)
This lively 1.5-mile waterfront promenade offers the quintessential Caribbean experience along Great Bay Beach. Savor local cuisine at beachfront restaurants while watching cruise ships dock in the azure waters.
Guana Bay Beach
9.0/10 (92 reviews)
Guana Bay Beach features pristine Atlantic shorelines and rugged trails away from Sint Maarten's crowds. Surfers ride powerful waves while hikers discover hidden natural pools along the untamed coastline.
Front Street District
You can search for that perfect souvenir at Front Street District during your trip to Philipsburg.
Port of St. Maarten
Explore the waterfront in Philipsburg with a trip to Port of St. Maarten.
Little Bay Beach
9.4/10 (366 reviews)
Little Bay Beach enchants with crystal-clear waters and underwater treasures including sunken helicopter parts. Snorkel among green turtles and stingrays, then visit nearby Fort Amsterdam for panoramic island views.
Rainforest Adventures St. Maarten
Plunge down the world's steepest zip line at Rainforest Adventures St. Maarten, reaching thrilling speeds from Sentry Hill. The Soualiga Sky Explorer chairlift rewards with panoramic island views.
Indigo Beach
8.0/10 (23 reviews)
Indigo Beach offers a secluded cove experience with soft white sands between Philipsburg and Simpson Bay. Enjoy gourmet dining at the beachfront restaurant while taking in stunning turquoise water views.
What to do in Philipsburg
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
$159
per adult
90% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
$77
per adult
94% of travellers recommend
Philipsburg Hotel Deals
Divi Little Bay Beach Resort
Little Bay Road Philipsburg
Fully refundableReserve now, pay when you stay
$205 nightly
$217 total
Oct 14 - Oct 15
Total with taxes and fees
Oceans at Divi Little Bay
Little Bay Road Philipsburg St. Maarten
Fully refundableReserve now, pay when you stay
$247 nightly
$261 total
Oct 5 - Oct 6
Total with taxes and fees
8.2/10 Very Good! (571 reviews)
"Todo estuvo genial"
Reviewed on Sep 13, 2026
Holland House Beach Hotel
Front Street 45 Philipsburg
Fully refundableReserve now, pay when you stay
$272 nightly
$284 total
Sep 18 - Sep 19
Total with taxes and fees
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 $791 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?
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.
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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.
