Plan a trip to see Friars' Bay Beach

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The Villas at Simpson Bay Resort

CA $845

per person

Oct 28 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,227 reviews)

Beautiful and clean resort with a stunning views. The bed was comfortable, and it was short walk to restaurants. However, there are about three on-site restaurants, and they are quite expensive.

Reviewed on Aug. 22, 2025

Simpson Bay Resort, Marina & Spa

Pelican Key

CA $1,178

per person

Nov 8 - Nov 13

found 15 hours ago

Roundtrip flight included

Toronto (YTO) to Philipsburg (SXM)

9/10 Wonderful! (1,291 reviews)

Love this place it’s like my second home

Reviewed on Aug. 21, 2025

Holland House Beach Hotel

Downtown Philipsburg

CA $1,035

per person

Oct 28 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Montreal (YMQ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,003 reviews)

My husband and I spent our anniversary at Holland House and absolutely loved our stay. The hotel has a charming outdoor atmosphere, and our room was clean with a beautiful ocean view. The location is perfect—close to everything, yet peaceful. The staff were welcoming and incredibly pleasant, which made our stay even more special. Although we didn’t have breakfast at the hotel, we did enjoy dinner one evening, which was delicious and made even better by the lovely live music. We truly had a wonderful experience and would love to stay here again.

Reviewed on Aug. 18, 2025

Tours & day trips

See all 184 activities

Anguilla Getaway Cruise

Free cancellation available

Adventure & outdoor

See all 48 activities

High-Speed Ferry to St. Barths

Private & custom tours

See all 47 activities

St.Martin/St.Maarten Magical Tour

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

Friar's Bay

Commune with nature and explore the great outdoors at Friar's Bay during your travels in La Savane. While you're in the area, stroll along the beaches.

Happy Bay Beach

If a restful vacation is part of your travel plans, Happy Bay Beach might be the perfect place to seek out during your trip to Grand Case. Discover the beautiful sunsets and top-notch restaurants in this walkable area.

Grand Case Beach

Why not spend a carefree afternoon at Grand Case Beach during your travels in Grand Case? Discover the beautiful sunsets and top-notch restaurants in this walkable area.

Fort St. Louis

You can find out about the history of Marigot with a stop at Fort St. Louis. Amble around this romantic area's beautiful beaches and enjoy its top-notch restaurants.

Marigot Market

You can search for that perfect souvenir at Marigot Market during your visit to Marigot. Stroll along the seaside or discover the beautiful sunsets in this romantic area.

Anse Marcel Beach

If a restful vacation is part of your travel plans, Anse Marcel Beach might be the perfect place to seek out during your trip to Anse Marcel. While in this relaxing area, you can savor the top-notch restaurants.