Simpson Bay Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Princess Heights Luxury Boutique Condo Hotel

$1,014

per person

Dec 3 - Dec 7

found 22 hours ago

Roundtrip non-stop flight included

Albany (ALB) to Philipsburg (SXM)

Book a stay at this family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Port of St. Maarten and Orient Bay are located nearby.

The staff is very friendly and accommodating. Beautiful views. The only thing I would ask is that water be restocked daily because it is easy to get dehydrated even if you buy your own water.

Reviewed on Sep 14, 2026

Simpson Bay Resort, Marina & Spa

$1,127

per person

Nov 25 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)

Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

The Villas at Simpson Bay Resort

Save 100% on your flight

$1,316

per person

Dec 3 - Dec 7

found 22 hours ago

Roundtrip non-stop flight included

Albany (ALB) to Philipsburg (SXM)

Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

Sonesta Maho Beach All Inclusive Resort Casino & Spa

$1,623

per person

Dec 2 - Dec 7

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)

Book a stay at this beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

Everything was great

Reviewed on Sep 24, 2026

Divi Little Bay Beach Resort

Save 100% on your flight

$1,243

per person

Dec 12 - Dec 19

found 5 hours ago

Roundtrip non-stop flight included

Albany (ALB) to Philipsburg (SXM)

Book a stay at this beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach and Port of St. Maarten are located nearby.

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Reviewed on Sep 24, 2026

The Morgan Resort Spa Village

$1,384

per person

Dec 3 - Dec 7

found 22 hours ago

Roundtrip non-stop flight included

Albany (ALB) to Philipsburg (SXM)

Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

Staff was nice and room was clean. Pool was cute.

Reviewed on Sep 24, 2026

Panorama Residences at Monte Vista

$1,179

per person

Dec 3 - Dec 7

found 22 hours ago

Roundtrip non-stop flight included

Albany (ALB) to Philipsburg (SXM)

Book a stay at this luxury aparthotel in Philipsburg. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Maho Beach and Port of St. Maarten are located nearby.

I a wonderful stay! The place was clean, comfortable, and exactly as described. The location was convenient, and everything we needed was provided. The host was friendly, responsive, and made the whole experience easy and enjoyable. We really appreciated the attention to detail and would definitely stay here again. Highly recommend!

Reviewed on Sep 23, 2026

Sonesta Ocean Point All Inclusive, Adults Only Resort

Save 100% on your flight

$2,556

per person

Dec 3 - Dec 7

found 22 hours ago

Roundtrip non-stop flight included

Albany (ALB) to Philipsburg (SXM)

Book a stay at this luxury property in Lowlands. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

The staff contributed to a more comfortable, friendly, and welcoming stay. Angela at the front desk was particularly helpful and professional, and Sharon at the restaurant made sure we were happy. I highly recommend Sonesta Ocean Point Resort for anyone's stay. And the food was amazing.

Reviewed on Sep 24, 2026