Philipsburg Vacations from $760

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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.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was $1,307, price is now $760 per person
$760
per person
Feb 7 - Feb 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $5,144, price is now $2,076 per person
$2,076
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,584 reviews)

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $1,710, price is now $883 per person
$883
per person
Dec 13 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (2,129 reviews)
I have written my story to the General management.I had 3 days of hell.Ac not working no TV bathroom toilet not working had to use the public restroom and was moved at 3;00 am to another room so that we can sleep in a room with a working bathroom only to be moved back to the same room toilet not fixed and cold water turned off so they can fix the toilet.Finally moved to another room and believe it or not ac didn’t work had to change condenser on the roof.Very frustrating and unhappy waiting for a call back from management.

Reviewed on Nov 13, 2026

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $1,351, price is now $882 per person
$882
per person
Feb 7 - Feb 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (2,427 reviews)
Great place to stay !! The staff was amazing and welcoming. I recommend everyone to stay here and we will definitely be back soon !

Reviewed on Nov 13, 2026

Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Price was $1,893, price is now $1,243 per person
$1,243
per person
Feb 7 - Feb 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.4/10 Very Good! (601 reviews)

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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 town with buildings, a clear blue sea, and mountains in the background.

Downtown Philipsburg

2 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.

Find hotels in Downtown Philipsburg

Stay near popular Philipsburg attractions

A turquoise beach with a wooden pier, a mountain in the background, and cruise ships docked in the water.

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.
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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

$77
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
Guided UTV/ Side by Side Tour of Sint Maarten/ St. Martin

ATV/UTV Guided Tour to Maho Beach – Cruise Passengers

$800
per traveler
ATV/UTV Guided Tour to Maho Beach – Cruise Passengers
See all activities in Philipsburg

Philipsburg Hotel Deals

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
$311 nightly
The price is $328 total per night from Dec 14 to Dec 15
$328 total
Dec 14 - Dec 15
Total with taxes and fees
Oceans at Divi Little Bay
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
$294 nightly
The price is $309 total per night from Nov 14 to Nov 15
$309 total
Nov 14 - Nov 15
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
"Overall, the hotel was nice, and we had a pleasant stay. The water was absolutely beautiful, and there were no major issues during our visit. However, there were a few things that could have made the experience better. Dinner service was often very slow, with one evening taking nearly two hours to ..."

Reviewed on Nov 12, 2026

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
$347 nightly
The price is $362 total per night from Nov 15 to Nov 16
$362 total
Nov 15 - Nov 16
Total with taxes and fees
Holland House Beach Hotel
See all 3,619 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

What types of vacation packages are available in Philipsburg?
Philipsburg, Sint Maarten, is primarily known for its beautiful beaches and outdoor activities, and a Philipsburg vacation package can be tailored to several travel styles:
  • Budget package: With some hotels falling into the budget tier, options like Alicia's Inn, rated 8.5 out of 10 by travelers, offer a comfortable stay at a lower price point, praised for its amazing location and spotless overall experience.
  • Beach package: Over half of package hotels offer ocean views, and properties like Seaview Beach Hotel provide convenient access to the coast, with travelers frequently noting its super convenient location.
  • Couples package: Resorts such as Divi Little Bay Beach Resort, a 4-star property rated 7.8 out of 10 by travelers, offer amenities like an outdoor pool and a spa, making it a good choice for a romantic getaway.
  • Family package: Belair Beach Hotel, rated 7.8 out of 10 by travelers, is a strong option for families, featuring family rooms, an outdoor pool, and a restaurant, with travelers highlighting its spacious rooms.
  • Luxury package: Some hotels are in the luxury tier, including 4-star options like Holland House Beach Hotel, rated 8.6 out of 10 by travelers, which offers amenities such as a bar/lounge and free breakfast, and is praised for its fabulous food.
How can I save money on a Philipsburg vacation package?
When you bundle, you can save up to 30%*. To save money on a Philipsburg package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.
How much does a Philipsburg vacation package cost?
A Philipsburg vacation package typically costs around $1,700 per adult for a week-long trip. Lower-priced options start around $950 per adult, while premium packages can reach up to $2,700.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How do I find cheap Philipsburg vacation package deals?
The cheapest Philipsburg vacation package deals can be as low as around $710 per adult for weekend trips. Separately, September typically has the lowest average monthly prices, around $1,320 per adult, for a 4-day trip, while October follows closely at around $1,410 per adult, for a 5-day trip. Bundling flights and hotel together also typically saves money on a week-long trip — nearly all Philipsburg vacation package deals include some savings versus booking separately, typically around $205 per adult. Longer, two-week trips can save even more, often around $280 per adult. Browse cheap vacation packages in Philipsburg on Expedia for current deals.

*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
What is the best time to go to Philipsburg?
The most popular times for a Philipsburg vacation package are in April, and from July to August, which are peak booking months. These periods often see higher demand, so booking in advance is recommended.

Travelers seeking a more budget-friendly trip tend to find lower package prices from September to October and in December. While these months might have different weather patterns, they can be a good option for those looking to save on their Philipsburg vacation.
What's included in a Philipsburg vacation package?
A Philipsburg vacation package lets you combine round-trip flights, a hotel stay, and a rental car. Given Philipsburg's focus on beaches, many hotels offer direct beach access or are located just a short walk away. Most resorts also offer airport shuttle service to and from Philipsburg (SXM-Princess Juliana Intl.) and include free breakfast, providing a convenient start to your day.

Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
What's the best vacation package for Philipsburg?
For families, a Philipsburg vacation package built around a stay at Belair Beach Hotel is a strong choice. Rated 7.8 out of 10 by travelers, this property offers family rooms, an outdoor pool, and a restaurant, with travelers frequently highlighting its spacious rooms and top-notch staff.

Couples seeking a romantic escape might consider a package with Divi Little Bay Beach Resort. This 4-star resort, rated 7.8 out of 10 by travelers, features an outdoor pool and a spa, and is praised for its fantastic staff and beautiful location, which is also great for snorkeling.

Travelers looking for the best value can find options like Alicia's Inn, rated 8.5 out of 10 by travelers and costing around $120 per night. This hotel is noted for its amazing location and spotless overall experience, making it a great budget-friendly base.

For a luxury Philipsburg vacation package, the 4-star Holland House Beach Hotel, rated 8.6 out of 10 by travelers, provides a premium experience. With amenities like a bar/lounge and free breakfast, guests often praise its fabulous food and always smiling staff.

*Package availability and prices may change depending on dates and demand.
Is Philipsburg better suited for a beach vacation or a cultural trip?
Philipsburg is primarily a beach destination, making a Philipsburg vacation ideal for travelers seeking sun, sand, and ocean activities. Over half of the package hotels offer ocean views, placing you right by the water.

Popular spots like Great Bay Beach, about 1 mile from central Philipsburg, and Orient Bay Beach, about 4 miles away, provide ample opportunities for relaxation and water sports. While there are some urban attractions like the Philipsburg Boardwalk, about a 5-minute walk from the center, the destination's main appeal lies in its beautiful coastline.
Is Philipsburg a good choice for a family vacation package?
Philipsburg is a strong choice for family vacation packages, with some of the bookings being family trips. Many resorts cater to families with amenities like family rooms, outdoor pools, and on-site restaurants.

The Belair Beach Hotel, rated 7.8 out of 10 by travelers, is a family-friendly option offering family rooms, an outdoor pool, and a restaurant. Travelers highly recommend it and praise the top-notch staff.

Families can enjoy the calm waters of Little Bay Beach, about 2 miles from central Philipsburg, or the expansive Great Bay Beach, about 1 mile away, both providing excellent settings for a Philipsburg vacation.
What's included in a Philipsburg beach vacation package?
Philipsburg beach vacation packages typically bundle flights with a hotel stay, and sometimes a rental car, depending on your selection. These packages often feature hotels with easy access to the island's beautiful coastline. For example, the 4-star Holland House Beach Hotel, rated 8.6 out of 10, is about 5 miles from Orient Bay Beach and offers amenities like a restaurant, bar, and free breakfast. Another option is the 4-star Divi Little Bay Beach Resort, rated 7.8 out of 10, which is about 6 miles from Orient Bay Beach and features an outdoor pool, restaurant, and spa. What's included in terms of meals, drinks, water sports, and excursions will depend on the specific hotel and rate you choose.
Which Philipsburg vacation packages include an ocean view?
Many Philipsburg vacation packages include hotels with ocean-view rooms, with over half of package hotels offering this amenity. The 4-star Holland House Beach Hotel, rated 8.6 out of 10, is about 5 miles from Orient Bay Beach and is praised by travelers for its staff and food. Another strong choice is the 4-star Divi Little Bay Beach Resort, rated 7.8 out of 10, about 6 miles from Orient Bay Beach, where guests often highlight the good snorkeling and fantastic pool. Keep in mind that specific ocean views depend on the room category and rate you book within your Philipsburg vacation package.
What is the best time to book a Philipsburg vacation package?
Book your Philipsburg vacation package around 7 weeks in advance. This gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 4 and 12 weeks out.

In April and from July to August are the most popular months for Philipsburg packages, so booking earlier is advisable if you're traveling during these months.
What are the top things to do in Philipsburg?
A Philipsburg vacation offers plenty of opportunities to enjoy the island's beautiful beaches and coastal attractions:

Browse and book things to do in Philipsburg on Expedia.
How many days do you need for a Philipsburg vacation?
Most Philipsburg vacation packages typically last around 5 days, which allows ample time to enjoy the island's highlights. This duration is perfect for relaxing on Great Bay Beach, strolling along the Philipsburg Boardwalk, and exploring nearby attractions like Orient Bay Beach.

While some travelers opt for weekend trips, most choose week-long stays to fully immerse themselves in the destination. Some also extend their Philipsburg vacation to two weeks for a more leisurely experience.
Is Philipsburg a good destination for a weekend vacation?
Philipsburg can certainly be a good destination for a weekend vacation, especially if you focus on enjoying the beautiful beaches and the central area. Some travelers choose weekend trips, though most opt for week-long stays to explore more extensively.

A short Philipsburg vacation package allows you to relax on Great Bay Beach, explore the shops and restaurants along the Philipsburg Boardwalk, and enjoy the calm waters of Little Bay Beach. These attractions are all easily accessible, making a quick getaway enjoyable and fulfilling.
Do you need to rent a car in Philipsburg, or is public transport enough?
For a Philipsburg vacation package with flights, a rental car offers the most flexibility for exploring the island beyond the central area. While Philipsburg itself is easy to navigate on foot, with the beach, boardwalk, and main street running parallel, many attractions are spread out.

To reach destinations like Orient Bay Beach, about 4 miles from central Philipsburg, or Maho Beach, about 8 miles away, a car is convenient. Philipsburg (SXM-Princess Juliana Intl.) Airport is the main gateway, and a rental car allows for easy transfers and day trips. Many resorts also offer on-site dining and activities, so a car isn't strictly necessary for daily needs if you plan to stay mostly at your hotel, but it enhances the experience for a Philipsburg beach vacation package.
Are Philipsburg vacation package hotels conveniently located?
Philipsburg vacation package hotels offer a range of convenient locations, with many properties situated within easy reach of the central area and beaches.

For instance, Alicia's Inn and the 4-star Holland House Beach Hotel are both about a 10-minute walk from central Philipsburg, placing you close to shops and dining. The 4-star Divi Little Bay Beach Resort is about 1 mile from central Philipsburg, offering a beachfront setting that provides direct access to the water. Choosing a hotel based on your preferred proximity to the town center or the beach can enhance your stay.
Can I change or cancel my Philipsburg vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Philipsburg vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Philipsburg vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Philipsburg vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How do I find last-minute vacation packages to Philipsburg?
To find last-minute vacation packages to Philipsburg, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Philipsburg vacation packages?
Free cancellation on a Philipsburg vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Philipsburg vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Philipsburg getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Philipsburg vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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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.