Simpson Bay Vacation Packages 2025/2026 from $654

Name: The Atrium Beach Resort and Spa, Ascend Hotel Collection
Price range: $130 total

Simpson Bay flight + hotel vacation packages

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

Esmeralda Resort

per person

Oct 6 - Oct 9

found 1 day ago

Roundtrip flight included

New York (NYC) to Philipsburg (SXM)

This hotel features 15 outdoor pools, a restaurant, and a bar/lounge. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the playground and onsite laundry facilities.

Simpson Bay Resort, Marina & Spa

Pelican Key

Save 100% on your flight

per person

Sep 14 - Sep 19

found 3 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.

Divi Little Bay Beach Resort

Save 100% on your flight

per person

Sep 16 - Sep 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Philipsburg (SXM)

A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this resort. Relax with free beach cabanas, sun loungers, and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.

The Morgan Resort Spa Village

Save 100% on your flight

per person

Oct 5 - Oct 10

found 12 hours ago

Roundtrip non-stop flight included

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

A full-service spa, an outdoor pool, and a restaurant are all featured at this resort. Enjoy the gym and perks like free valet parking and a free airport shuttle. There's a bar/lounge on site, and concierge services and free newspapers are also provided.

Oyster Bay Beach Resort

Oyster Pond

per person

Sep 22 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Philipsburg (SXM)

This resort features a full-service spa, a marina, and 2 restaurants. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Enjoy the outdoor pool and perks like free WiFi.

Top Simpson Bay hotels deals

The Morgan Resort Spa Village

2 Beacon Hill Road, Simpson Bay

Free Cancellation

Reserve now, pay when you stay

$285 nightly

$296 total

Jul 24 - Jul 25

Total includes taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this resort. Enjoy the gym and perks like free valet parking and a free airport shuttle. There's a bar/lounge on site, and concierge services and free newspapers are also provided.

Pool

Spa

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37, Simpson Bay

Free Cancellation

Reserve now, pay when you stay

$120 nightly

$125 total

Jul 29 - Jul 30

Total includes taxes and fees

This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.

On private beach

Pool

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay

Free Cancellation

Reserve now, pay when you stay

$128 nightly

$135 total

Aug 1 - Aug 2

Total includes taxes and fees

This resort features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the gym and perks like free self parking and free WiFi. A 24-hour business center, a snack bar/deli, and laundry facilities are also on offer.

Pool

Parking included

The Villas at Simpson Bay Resort

Billy Folly Road No. 37A, Simpson Bay

Free Cancellation

Reserve now, pay when you stay

$164 nightly

$171 total

Jul 29 - Jul 30

Total includes taxes and fees

A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site.

Pool

Parking included

Hilton Vacation Club Royal Palm St. Maarten

115 Welfare Road, Simpson Bay

$295 nightly

$310 total

Aug 2 - Aug 3

Total includes taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free aparthotel. Enjoy the gym and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Pool

Kitchen

The Atrium Beach Resort and Spa, Ascend Hotel Collection

6 Billy Folly Road, Simpson Bay

Free Cancellation

Reserve now, pay when you stay

$125 nightly

$130 total

Jul 15 - Jul 16

Total includes taxes and fees

A full-service spa and an outdoor pool are featured at this smoke-free hotel. Enjoy the 24-hour gym and perks like free self parking and free WiFi. A business center, a terrace, and a grocery/convenience store are also on offer.

Pool

Spa

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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

Hollywood Casino

4/5(9 reviews)

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.

Kim Sha Beach

4/5(49 reviews)

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.

Simpson Bay Beach

4/5(14 reviews)

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

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 $654. 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 100 mi 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 1 mi west of the downtown area. You could also opt to fly into Robert L. Bradshaw Intl. Airport (SKB) (55 mi away from central Simpson Bay) or Clayton J. Lloyd Intl. Airport (AXA) (12 mi 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.