Plan a trip to see University of St. Martin

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Simpson Bay Resort, Marina & Spa

Pelican Key

CA $1,509

per person

Aug 12 - Aug 19

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Philipsburg (SXM)

9/10 Wonderful! (1,718 reviews)

Everything was great!

Reviewed on May 24, 2026

The Villas at Simpson Bay Resort

Pelican Key

CA $1,826

per person

Aug 12 - Aug 19

found 13 hours ago

Roundtrip flight included

Toronto (YTO) to Philipsburg (SXM)

9.2/10 Wonderful! (1,393 reviews)

Really enjoyed my stay at the villas. The beach is beautiful, really nice views. Walking distance to stores and restaurants.

Reviewed on May 24, 2026

La Playa Orient Bay

CA $2,286

per person

Jun 25 - Jul 2

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Philipsburg (SXM)

9.4/10 Exceptional! (711 reviews)

I really enjoyed my stay at this hotel. The rooms were very nice, clean, and comfortable. The staff was also very friendly and helpful throughout my stay. One of my favorite things about this hotel is the location — it’s right by the beach and close to lots of great restaurants and shops, which made everything very convenient. I would definitely stay here again and recommend it to others.

Reviewed on May 24, 2026

Tours & day trips

See all 41 activities

Two Islands, Twice the Fun

Free cancellation available

Private & custom tours

See all 11 activities

Two Islands, Twice the Fun

Free cancellation available

Shopping & fashion

See all 3 activities

St Maarten Shore Excursion:Sights, Shopping & Sand Small Group Tour

Free cancellation available

Water activities

See all 3 activities

Best of St. John: Kayak, Snorkel & Picnic to Honeymoon Beach

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 seaside or visit the shops in this romantic area.

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.

Captain Hodge Pier in Philipsburg, Saint Martin, Caribbean

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.

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.