Simpson Bay Vacations 2026 from CA $1,208

Simpson Bay flight + hotel packages

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

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

CA $1,208

per person

Jun 1 - Jun 8

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) 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 Grand Case Beach and Dawn Beach are located nearby.

The Villas at Simpson Bay Resort

Pelican Key

CA $1,702

per person

May 28 - Jun 4

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) 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.

Simpson Bay Resort, Marina & Spa

Pelican Key

CA $1,512

per person

May 28 - Jun 4

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Philipsburg (SXM)

Panorama Residences at Monte Vista

Point Blanche

CA $1,779

per person

May 28 - Jun 4

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) 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 Harbour Point Village are located nearby.

The Morgan Resort Spa Village

CA $2,030

per person

May 28 - Jun 4

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) 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.

Top Simpson Bay hotels deals

The Morgan Resort Spa Village

2 Beacon Hill Road Simpson Bay

Free cancellation

Reserve now, pay when you stay

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Pool

Spa

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay

CA $349

CA $427 total

Apr 21 - Apr 22

includes taxes & fees

The Villas at Simpson Bay Resort

Billy Folly Road No. 37A Simpson Bay

CA $410

CA $510 total

Apr 21 - Apr 22

includes taxes & fees

The Atrium Beach Resort and Spa, an Ascend Collection Resort

6 Billy Folly Road Simpson Bay

Free cancellation

Reserve now, pay when you stay

CA $287

CA $364 total

Apr 7 - Apr 8

includes taxes & fees

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

Hilton Vacation Club Royal Palm St. Maarten

115 Welfare Road Simpson Bay

Free cancellation

Reserve now, pay when you stay

CA $473

CA $533 total

Mar 26 - Mar 27

includes taxes & fees

Book a stay at this beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

Pool

Kitchen

The Hills Residence

69 Welfare Rd Simpson Bay Sint Maarten

Get rates

Stay at this aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and 4 outdoor pools. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

Kim Sha Beach

4/5(17 reviews)

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

Hollywood Casino

Why not roll the dice with a visit to Hollywood Casino during your visit to Simpson Bay? Stroll along the beautiful beaches in this romantic area, or check out its top-notch restaurants.

Simpson Bay Beach

4/5(6 reviews)

Why not spend a lazy afternoon at Simpson Bay Beach during your trip to Simpson Bay? Check out the shops and lively bars in this romantic area.

Simpson Bay Vacations

Whether you're headed off on a weekend break or an extended getaway, it's good to know the basics about Simpson Bay before setting off.

This town is located 2 miles (3 kilometers) south of Marigot. You'll also find it 2 miles (3 kilometers) southwest of Cul de Sac.

Places to visit in Simpson Bay

If you asked the locals for sightseeing suggestions, we reckon they'd point you towards Maho Beach and Marigot Market. These notable attractions will surely make an impression.

Imagine the army of fighters who once stood watch at Fort St. Louis. The ruthlessness of past conflicts can still be seen on its formidable walls. Want more ideas? Enter a world where dice are rolled, jackpots go off and punters go wild. Casino Royale is the place to go for an extraordinary night out. And there's more. Step inside a world where wheels are spun, bets are placed and punters go wild. Hollywood Casino is the place to go for a memorable evening out.

Where do you fly into for Simpson Bay?

Put your seat in the upright position and get set to explore Simpson Bay! Once you arrive at Princess Juliana International Airport (SXM), the buzzing main streets will be just 1 mile (2 kilometers) to the east of here.

Frequently asked questions

How much are vacation packages to Simpson Bay?

With a Travelocity vacation package, you could live it up in Simpson Bay for as low as CA $1,208. Activities, hotels and flights — we're a one-stop shop for all of them. You'll save a bunch just by combining your bookings together. And with all that taken care of before you go, you won't have a care in the world.

How long should my Simpson Bay vacation be?

Around 5 nights is the average time frame visitors vacation in Simpson Bay. But how long is right for you comes down to how many treasured memories you want to make. Why not allow a little more time and explore some hidden treasures?

Where can I get the best vacation package deals for Simpson Bay?

Your dream escape is waiting for you at Travelocity. With access to 400 airlines and 1,000,000 hotels all over the world, selecting the perfect Simpson Bay package deal couldn't be easier.

Why should I purchase my Simpson Bay vacation package with Travelocity?

Nothing tops the satisfaction of knowing you've bagged the best deal available — that's our Price Match Guarantee. Add to that our impressive range of destinations and 24/7 team of customer service professionals and you've got the blueprint for a hassle-free vacation.

Can I save on my Simpson Bay car rental if I book it with hotels and flights?

You most certainly can — bundle your car, flight and hotel into a Simpson Bay vacation package and you'll save loads. With so many things to do in the Simpson Bay area, that rental vehicle will make exploring a breeze. Once you're in the driver's seat, put the stereo on and head to Dickenson Bay Beach, a renowned sight about 161 kilometers from Simpson Bay.

Which airport is best for Simpson Bay?

For many, a stay in Simpson Bay means a visit to Princess Juliana Intl. Airport (SXM). This busy airport sits 2 kilometers west of the downtown area. You could also opt to fly into Robert L. Bradshaw Intl. Airport (SKB) (88 kilometers away from central Simpson Bay) or Clayton J. Lloyd Intl. Airport (AXA) (19 kilometers away from central Simpson Bay).

What is there to do in Simpson Bay?

There's a certain magic as you roam the streets of Simpson Bay. Simpson Bay Beach and Flamingo Beach are just two renowned sights that entice visitors to this wonderful city, so put them at the top of your travel itinerary.

Where should I stay when visiting Simpson Bay?

If you're searching for a place to lay your head, take a look at the Hilton Vacation Club Flamingo Beach St. Maarten. It's the top pick for many visitors.