Plan a trip to see Philipsburg Boardwalk

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

Simpson Bay Resort, Marina & Spa

Pelican Key

$1,050

per person

Mar 1 - Mar 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9/10 Wonderful! (1,463 reviews)

Great experience at this location, would highly recommend.

Reviewed on Dec 12, 2025

The Villas at Simpson Bay Resort

$1,290

per person

Mar 1 - Mar 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

9.2/10 Wonderful! (1,309 reviews)

Clean room, great amenities and close to many restaurants and bars

Reviewed on Dec 13, 2025

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

Save 100% on your flight

$1,533

per person

Feb 19 - Feb 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Philipsburg (SXM)

9.2/10 Wonderful! (973 reviews)

Staff were amazing, rooms and bathrooms were clean and pool was wonderful. We would highly recommend this location for your vacation. It is on the quiet side but with a car you can go anywhere from here.There are also good restaurants in the area and as Dawn beach can be a bit rough, you can drive to any of the beautiful beaches on the island. Great Bay, Mullet, Friar's, Happy and Anse Marcel are our favourites. Enjoy!

Reviewed on Dec 10, 2025

Browse tours and tickets to explore Philipsburg Boardwalk

Tours & day trips

See all 67 activities

Ultimate Prickly Pear and Anguilla Experience

Free cancellation available

History & culture

See all 12 activities

Sky Explorer and Flying Dutchman

Free cancellation available

Private & custom tours

See all 9 activities

Best Of St Maarten Private Nightlife Tour

Free cancellation available

Wildlife & nature

See all 6 activities

Divi Little Bay Beach Day Package

Free cancellation available

Classes & workshops

See all 3 activities

Sint Maarten: Luxury Catamaran Day Sail with Lunch & Drinks

Free cancellation available

Popular places to visit

Yoda Guy Movie Exhibit

You can spend an afternoon exploring the galleries in Yoda Guy Movie Exhibit during your trip to Philipsburg. Amble around this romantic area's beautiful beaches and enjoy its top-notch restaurants.

Philipsburg Courthouse

4/5(135 reviews)

Philipsburg Courthouse 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 beautiful beaches or visit the shops in this romantic area.

Museum of Sint Maarten featuring art and interior views

Front Street District

You can search for that perfect souvenir at Front Street District during your trip to Philipsburg.

Museum of Sint Maarten

Discover where the native population originally came from and learn about major events in the island’s colonial, social and natural past.

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.