Philipsburg Vacation Packages 2024/2025 from $759

Philipsburg flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Simpson Bay Resort, Marina & Spa

Pelican Key

Save 100% on your flight

per person

Dec 13 - Dec 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site.

The Villas at Simpson Bay Resort

Save 100% on your flight

per person

Dec 13 - Dec 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

Save 100% on your flight

per person

Dec 9 - Dec 14

found 13 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

This hotel features an outdoor pool and a 24-hour gym. Families will appreciate the waterslide, onsite laundry facilities, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.

Divi Little Bay Beach Resort

Save 100% on your flight

per person

Nov 24 - Dec 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this resort. Relax with free beach cabanas, sun loungers, and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.

Oceans at Divi Little Bay

Save 100% on your flight

per person

Nov 24 - Dec 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

This hotel's 4 restaurants and 3 outdoor pools are some of the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. Dry cleaning, luggage storage, and concierge services are also on offer.

Top Philipsburg hotels deals

Divi Little Bay Beach Resort

Little Bay Road, Philipsburg

$264

includes taxes & fees

$253 per night

Sep 22 - Sep 23

Pool

All inclusive

Holland House Beach Hotel

Front Street 45, Philipsburg

Free Cancellation

Reserve now, pay when you stay

$245

includes taxes & fees

$235 per night

Oct 10 - Oct 11

A restaurant and a bar/lounge are featured at this hotel. Dine at the beachfront restaurant and relax with beach umbrellas. WiFi in public areas is free.

Free WiFi

Restaurant

Seaview Beach Hotel

#85C Front Street, Philipsburg

Free Cancellation

Reserve now, pay when you stay

$96

includes taxes & fees

$92 per night

Sep 25 - Sep 26

This hotel features an outdoor pool and a poolside bar. WiFi in public areas is free. A terrace, dry cleaning, and luggage storage are also on offer.

Pool

Pet friendly

Oceans at Divi Little Bay

Little Bay Road, Philipsburg, St. Maarten

$319

includes taxes & fees

$306 per night

Sep 22 - Sep 23

Pool

All inclusive

Horizon View Beach Hotel

Front Street, 49, Philipsburg

Free Cancellation

Reserve now, pay when you stay

$162

includes taxes & fees

$155 per night

Oct 4 - Oct 5

A bar/lounge and limo/town car service are featured at this hotel, along with self parking. Relax with a drink at one of the 5 beach bars and get perks like free WiFi. A business center, a grocery/convenience store, and a hair salon are also on offer.

Free WiFi

Air conditioning

July Apartments

A.T. Illidge Road 117, Philipsburg

Free Cancellation

Reserve now, pay when you stay

$81

includes taxes & fees

$78 per night

Oct 7 - Oct 8

This aparthotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, luggage storage, and laundry facilities are also on offer.

Kitchen

Parking included

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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.

Popular places to visit

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.

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.

Guana Bay Beach

4/5(9 reviews)

If a restful vacation is part of your travel plans, Guana Bay Beach might be the perfect place to seek out during your trip to Upper Prince's Quarter.

Frequently asked questions

How much are vacation packages to Philipsburg?

Travelocity provides flight and hotel packages starting as low as $759. With these kinds of bargains, you’ll be exploring all of Philipsburg before too long.

How long should my Philipsburg vacation be?

Your Philipsburg break can be as long or as short as you’d like it to be, but most travelers stay around 5 nights. Want to get out and discover some lesser-known spots? Stay a couple of extra nights and experience a different side of this destination.

Where can I get the best vacation package deals for Philipsburg?

There’s no need to look any further than Travelocity. With as many as 400 partner airlines and 1,000,000 properties across the globe, it’s a piece of cake to find a Philipsburg package deal that suits your travel style.

Why should I book my Philipsburg vacation bundle with Travelocity?

From enticing destinations to memorable experiences, we have everything you need to satisfy your wanderlust. Our 24/7 customer support will also make sure you’re being taken care of while you’re on your vacation. And don’t fret if you spot a cheaper price on your booking, we’ll match it. That’s our Price Match Guarantee.

Can I save on my Philipsburg car rental if I combine it with a hotel or flight?

You sure can with our Philipsburg vacation packages. With one of these, there are lots of ways to stretch your budget further. Combine any two or more car, flight, hotel and tour bookings and watch the savings start to pile up. With your own set of wheels, all the key sights in and around Philipsburg are an unforgettable road trip away.

What is the best time of year to go to Philipsburg?

Visit in February, March and July if you like being in the thick of things. While they’re the busiest months, the buzzing energy of the peak season is difficult to resist. If you’re chasing a more leisurely pace, June, October and December might appeal to you more. Don’t want to shell out for your digs? Avoid booking a room in , when rates usually soar. Search for someplace cheap and cozy in instead.

Which airport is best for Philipsburg?

Princess Juliana Intl. Airport (SXM) sits 4 mi west of inner Philipsburg.

What is there to do in Philipsburg?

Philipsburg is overflowing with sights to explore, including Sint Maarten Park and Little Bay Beach. These two impressive attractions are on most people’s itineraries.

Where should I stay when visiting Philipsburg?

Many people opt to stay at the Princess Heights Luxury Boutique Condo Hotel. It’s a terrific base for your Philipsburg vacation.