Simpson Bay Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Simpson Bay Vacation

With a vacation package to Simpson Bay, all the organizing is done beforehand. This gives you a lot more time to discover some of the features that define this beachfront city, such as its lively atmosphere, beaches and cosmopolitan vibe. If sightseeing is on the to-do list during your trip to Simpson Bay, check out leading attractions like Maho Beach, Marigot Market and Fort St. Louis. Don't delay visiting this destination any longer. Your dream Simpson Bay vacation is a couple of clicks away with Expedia.

Top Simpson Bay Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort
Princess Heights Luxury Boutique Condo Hotel
The Morgan Resort Spa Village

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Simpson Bay Beach Vacation

There's nothing like a Simpson Bay vacation to put a spring in your step. The soothing sound of rolling surf and the smell of salty sea air are sure to rejuvenate your mind and body. To be close to the city centre on your trip to Simpson Bay, find a hotel around Simpson Bay Beach (just 2 kilometres away). If you're planning to stay for a while, take a peek at our Simpson Bay vacation deals. Not only will you be able to save cash, you'll also have other amazing beaches near you to explore, like Kim Sha Beach and Lay Bay Beach.

Things You Should Know About Simpson Bay

  • Why not think about Simpson Bay beach hotels for your next vacation? See what's available — there's nothing like staying at just minutes from the water.
  • If your idea of an amazing beach vacation involves staying in one of our villas, Cocovaa or The Morgan Resort & Spa will suit you perfectly.

Ready to book your vacation to Simpson Bay?

 

Choose your dates

Simpson Bay Hotel Deals

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $572 per night from Apr 7 to Apr 8
CA $572
CA $702 total
Apr 7 - Apr 8
includes taxes & fees
9/10 Wonderful! (2,008 reviews)
The infinity pool is wonderful. Beautifully designed with the area made to look like you're wading on the edge of the beach, plus the view to the ocean is lovely. The rooms are nice, bathrooms are very nice. My only complaint is that housekeeping is TERRIBLE. We had our room cleaned ONCE in six days, ...

Reviewed on Mar 9, 2026

The Morgan Resort Spa Village
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
The price is CA $429 per night from Apr 10 to Apr 11
CA $429
CA $532 total
Apr 10 - Apr 11
includes taxes & fees
8.8/10 Excellent! (1,618 reviews)
Staff were friendly but not exceedingly helpful. Someone could have taken 2 minutes to show us to our room. Instead we struggled to find the place in the rain. Also, when we entered the room we noticed a message that they would fumigate room next day and we climbed to have that done. The property ...

Reviewed on Mar 8, 2026

Simpson Bay Resort, Marina & Spa
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
The price is CA $338 per night from Apr 10 to Apr 11
CA $338
CA $390 total
Apr 10 - Apr 11
includes taxes & fees
9/10 Wonderful! (1,469 reviews)
clean nice room, amazing views of the ocean. great location would recommend

Reviewed on Mar 11, 2026

Hilton Vacation Club Flamingo Beach St. Maarten
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.

Discover the most popular places to visit in Simpson Bay

What to do in Simpson Bay

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.