Plan a trip to see Cyrus Wathey Square

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

Simpson Bay Resort, Marina & Spa

Pelican Key

per person

Oct 30 - Nov 6

found 24 hours ago

Roundtrip flight included

Montreal (YMQ) to Philipsburg (SXM)

9/10 Wonderful! (1,270 reviews)

Very nice rooms, clean, pools amazing staff was great!! Will stay again

Reviewed on Aug. 13, 2025

The Villas at Simpson Bay Resort

per person

Oct 30 - Nov 6

found 24 hours ago

Roundtrip flight included

Montreal (YMQ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,220 reviews)

This was my 3rd stay there. It was as marvelous as my 1st and 2nd. The beach was wonderful and breakfast was great.

Reviewed on Aug. 13, 2025

Holland House Beach Hotel

Downtown Philipsburg

per person

Oct 30 - Nov 6

found 24 hours ago

Roundtrip flight included

Montreal (YMQ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,001 reviews)

I loved the morning front desk staff (I wish I remembered her name). She was knowledgeable and a pleasure to talk to. The food at the restaurant was delish and the atmosphere was a combination of vacation and corporate. Its like the ideal place for a business lunch even though I was not there on business 😀. Highly recommend.

Reviewed on Aug. 12, 2025

Tours & day trips

See all 190 activities

Anguilla Getaway Cruise

Free cancellation available

Private & custom tours

See all 49 activities

Two Islands, Twice the Fun

Free cancellation available

Water activities

See all 43 activities

Anguilla Getaway Cruise

Free cancellation available

Shopping & fashion

See all 6 activities

St Maarten French And Dutch Sightseeing And Grand Case Beach Tour

Free cancellation available

Attractions

See all 3 activities

Sky Explorer & 360 Views

Free cancellation available

Popular places to visit

Philipsburg Courthouse

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.

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.

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 family-friendly area's beautiful beaches and enjoy its top-notch restaurants.

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

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.