Plan a trip to see Paradise Plaza

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Simpson Bay Resort, Marina & Spa

Pelican Key

CA $1,178

per person

Nov 8 - Nov 13

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Philipsburg (SXM)

9/10 Wonderful! (1,291 reviews)

We loved this resort! Everything is in walking distance, we felt really safe as well! I highly recommend! :)

Reviewed on Aug. 23, 2025

The Villas at Simpson Bay Resort

CA $1,372

per person

Nov 6 - Nov 11

found 1 day ago

Roundtrip flight included

Montreal (YMQ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,227 reviews)

Wifi was terrible only worked in the lobby. Everything else was great.

Reviewed on Aug. 23, 2025

La Playa Orient Bay

CA $1,347

per person

Oct 17 - Oct 22

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

9.4/10 Exceptional! (587 reviews)

Love the area, grounds, beach and room. Food is amazing and the bartenders and waitstaff were always attentive to us and they remembered us from our last stay 2 years ago!! La Playa made our 7th wedding anniversary truly special. This is one of the best places to stay in St Martin. We can’t wait to come back!

Reviewed on Aug. 19, 2025

Tours & day trips

See all 187 activities

Anguilla Getaway Cruise

Free cancellation available

Private & custom tours

See all 48 activities

St.Martin/St.Maarten Magical Tour

Free cancellation available

Water activities

See all 43 activities

Anguilla Getaway Cruise

Free cancellation available

Food, drink & nightlife

See all 18 activities

Tango Sunset Cruise with Caribbean Dinner & Open Bar

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

Kim Sha Beach

Why not spend a carefree afternoon at Kim Sha Beach during your travels in Simpson Bay? Check out the shops and top-notch restaurants in this romantic area.

Hollywood Casino

Bingo, a handful of gambling tables, buffets and piano bars entertain the public at this almost intimate gambling hall.

Fort Amsterdam

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

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.

Maho Bay

Commune with nature and explore the great outdoors at Maho Bay during your travels in Maho Reef. Stroll along the beautiful beaches in this romantic area, or check out its top-notch restaurants.

Maho Beach

Why not spend a carefree afternoon at Maho Beach during your travels in Maho Reef? Check out the top-notch restaurants or lively bars in this romantic area.