Plan a trip to see Gibb's Bay Beach

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Simpson Bay Resort, Marina & Spa

Pelican Key

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per person

Sep 20 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

9/10 Wonderful! (1,192 reviews)

It’s our favorite place to go. We’re thinking about retiring there. We just love it.

Reviewed on Jul. 18, 2025

The Villas at Simpson Bay Resort

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per person

Oct 5 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

9.2/10 Wonderful! (1,192 reviews)

This was our second visit there. We had an issue with the original room I didn’t care for it the manager did take care of it right away and we had a fabulous time. The views are amazing. We do stay at the villas. Restaurants are walkable and Minerva the beach bartender makes the best pina coladas. We are looking forward to returning next year.

Reviewed on Jul. 16, 2025

Oyster Bay Beach Resort

Oyster Pond

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per person

Sep 20 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

8.6/10 Excellent! (891 reviews)

Over all will stay again

Reviewed on Jul. 15, 2025

Tours & day trips

See all 181 activities

Anguilla Getaway Cruise

Free cancellation available

Adventure & outdoor

See all 47 activities

High-Speed Ferry to St. Barths

Private & custom tours

See all 46 activities

Two Islands, Twice the Fun

Free cancellation available

Wildlife & nature

See all 8 activities

Divi Little Bay Beach Day Package

Free cancellation available

Shopping & fashion

See all 6 activities

St Maarten French And Dutch Sightseeing And Grand Case Beach Tour

Free cancellation available

Popular places to visit

Guana Bay Beach

5/5(2 reviews)

The picturesque shores of this tranquil bay provide a great opportunity to escape the crowds and jump in the crystal clear water for surfing or swimming.

Dawn Beach

Why not spend a carefree afternoon at Dawn Beach during your travels in Oyster Pond? Stroll along the seaside in this relaxing area, or check out its top-notch restaurants.

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.

Front Street District

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

Philipsburg Courthouse

4/5(20 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.

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.