Philipsburg Vacations from $639

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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.
Sapphire Beach Club Resort

Sapphire Beach Club Resort

3 out of 5
Maho
Save 100% on your flight
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
7/10 Good! (660 reviews)
The tub was dirty and hot tub wasn’t on

Reviewed on Jul 19, 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 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,048 reviews)
i liked the 24/7 security on the property ...i didnt like my room was always cold with the ac off but it was mannagable for my older folks. my unit needed some more pots for quick cooking.

Reviewed on Jul 27, 2025

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Save 100% on your flight
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,000 reviews)
This is in the area of cruises so everything closes around 5. A taxi is definitely needed to go places in the evening

Reviewed on Jul 26, 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 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,192 reviews)
I Love Everything about Simpson Bay!

Reviewed on Jul 30, 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 20 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (938 reviews)
The hotel was a great place to stay. The staff was great and the place is beautiful.

Reviewed on Jul 28, 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

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

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
Lunch at Meads BAy

Ultimate Prickly Pear and Anguilla Experience

$149
per adult
82% of travellers recommend
Ultimate Prickly Pear and Anguilla Experience
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
See all activities in Philipsburg

Philipsburg Hotel Deals

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Front Street 45, Philipsburg
Fully refundableReserve now, pay when you stay
$261 nightly
The price is $273 total per night from Jul 31 to Aug 1
$273 total
Jul 31 - Aug 1
Total includes taxes and fees
9/10 Wonderful! (1,016 reviews)
"This is in the area of cruises so everything closes around 5. A taxi is definitely needed to go places in the evening"

Reviewed on Jul 26, 2025

Holland House Beach Hotel
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
$277 nightly
The price is $288 total per night from Jul 31 to Aug 1
$288 total
Jul 31 - Aug 1
Total includes taxes and fees
8.2/10 Very Good! (1,011 reviews)
"I have to start by saying the beach is beautiful. The location is great not far from the boardwalk / phillipsburg or Simpson bay. The staff is very friendly and attentive. Taxi rides aren’t that bad, $20 to get you to most places. $40 on the high end the farther you go. Great vibes. Only negative ..."

Reviewed on Jul 30, 2025

Divi Little Bay Beach Resort
Seaview Beach Hotel

Seaview Beach Hotel

3 out of 5
#85C Front Street, Philipsburg
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $100 total per night from Jul 31 to Aug 1
$100 total
Jul 31 - Aug 1
Total includes taxes and fees
7.2/10 Good! (650 reviews)
"Staff need to do better waited over a hour for a staff to check out an get bk my deposit, no one was there."

Reviewed on Jul 22, 2025

Seaview Beach Hotel
See all 3,587 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 $639 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.

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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.