Plan a trip to see Little Bay Beach

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Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

CA $1,420

per person

May 10 - May 17

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,003 reviews)

Exceptional stay from start to finish. The room was spotless, comfortable, and beautifully maintained. The staff was professional, welcoming, and attentive to every detail. Truly a seamless and relaxing experience. I would gladly return and highly recommend this hotel.

Reviewed on Mar 1, 2026

Simpson Bay Resort, Marina & Spa

Pelican Key

CA $1,453

per person

May 11 - May 18

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Philipsburg (SXM)

9/10 Wonderful! (1,463 reviews)

Hotel was nice. Beach was great.

Reviewed on Feb 27, 2026

The Villas at Simpson Bay Resort

Pelican Key

CA $1,574

per person

May 10 - May 17

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,309 reviews)

*Modern clean rooms. *Having a few dishes, microwave, mini-fridge turned out to be handy. *Staff was very friendly. *Breakfast buffet was excellent. *Onsite restaurants and many nearby was nice. *Broad selection at the Replay Restaurant & Bar. It was the only one we ate at twice.

Reviewed on Feb 21, 2026

Tours & day trips

See all 201 activities

Anguilla Getaway Cruise

Free cancellation available

Adventure & outdoor

See all 49 activities

High-Speed Ferry to St. Barths

Private & custom tours

See all 48 activities

Two Islands, Twice the Fun

Free cancellation available

Food, drink & nightlife

See all 16 activities

Tango Sunset Cruise with Caribbean Dinner & Open Bar

Free cancellation available

Wildlife & nature

See all 11 activities

Divi Little Bay Beach Day Package

Free cancellation available

Popular places to visit

Fort Amsterdam

5/5(2 reviews)

The remains of the first Dutch military base in the Caribbean offer stunning views across the ocean and over the town of Philipsburg behind it.

Great Bay Beach

4/5(20 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.

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.

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 seaside or visit the shops in this romantic area.