Simpson Bay Holidays from £529

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Your Simpson Bay Holiday

With a holiday package to Simpson Bay, all the organising 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 holiday is a couple of clicks away with Expedia.

Top Simpson Bay Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
per person
8 Aug - 12 Aug
found 1 day ago
Return flight included
St. John's (ANU) to Philipsburg (SXM)
8.6/10 Excellent! (885 reviews)
This property was beautiful, and the employees were very pleasant and helpful. The grounds were very clean and it is very obvious that everyday they are cleaning up and making improvement to this beach resort.

Reviewed on 1 Jul 2025

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
per person
8 Aug - 12 Aug
found 1 day ago
Return flight included
St. John's (ANU) to Philipsburg (SXM)
9.2/10 Wonderful! (935 reviews)
Driving the hills were unique to get to and from the hotel. I loved the comfort of the room and the views are beautiful. It's a gated community so I felt safe.

Reviewed on 4 Jul 2025

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
per person
8 Aug - 12 Aug
found 1 day ago
Return flight included
St. John's (ANU) to Philipsburg (SXM)
9/10 Wonderful! (1,041 reviews)
Very wonderful I enjoyed my vacation the only thing is they need to upgrade their tvs other than that I live the property I will be staying again

Reviewed on 2 Jul 2025

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
per person
8 Aug - 12 Aug
found 1 day ago
Return flight included
St. John's (ANU) to Philipsburg (SXM)
8.4/10 Very Good! (1,004 reviews)
Amazing resort, we will be back!

Reviewed on 28 Jun 2025

Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
per person
8 Aug - 12 Aug
found 1 day ago
Return flight included
St. John's (ANU) to Philipsburg (SXM)
8.4/10 Very Good! (237 reviews)
Great customer service,property is nice and secluded,beach is well maintained,and the sea is nice and warm

Reviewed on 30 Jun 2025

Simpson Bay Beach Holiday

Live out those summery daydreams on your upcoming Simpson Bay holiday. Embark on a lovely walk, admire the spectacular ocean views and collect pretty seashells on your trip to Simpson Bay. Just 0.3 miles from the city centre, Kim Sha Beach is the place to be for many sun-seeking visitors. Have a look through our Simpson Bay packages and watch your travel budget stretch further!

Things You Should Know About Simpson Bay

  • Sunset strolls along the sand, the smell of salty air — there's nothing quite as relaxing as staying at the beach. If you're ready to switch into getaway mode, see what's available among our Simpson Bay beach hotels.
  • Another popular lodging style is villas. Check out Villa Bianca and La Di Da by RedAwning and compare the amenities and prices.

Simpson Bay Essential Information

Language
Dutch
Currency
Netherlands Antillean guilders
Local Welcome
Hallo
Local Goodbye
Dag
Closest Airport
Princess Juliana Intl. Airport (SXM)
Max Temp Winter
27ºC
Max Temp Summer
27ºC
Top Sights
Maho Beach, Grand Case Beach and Mullet Bay Beach

Top hotels in Simpson Bay

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 £244 per night from 12 Jul to 13 Jul
£244
12 Jul - 13 Jul
includes taxes & fees
8.8/10 Excellent! (1,728 reviews)
"I went for my birthday, property is nice and staff is great. I did have to pay for birthday decorations for my room, that should have been complimentary since I stay here during my special day"

Reviewed on 3 Jul 2025

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
Fully refundableReserve now, pay when you stay
The price is £69 per night from 7 Jul to 8 Jul
£69
7 Jul - 8 Jul
includes taxes & fees
8.8/10 Excellent! (1,183 reviews)
"Loved proximity to everything. We would definitly come back!!"

Reviewed on 3 Jul 2025

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
Fully refundableReserve now, pay when you stay
The price is £125 per night from 29 Jul to 30 Jul
£125
29 Jul - 30 Jul
includes taxes & fees
9/10 Wonderful! (1,077 reviews)
"It was quite excellent!"

Reviewed on 1 Jul 2025

Hilton Vacation Club Flamingo Beach St. Maarten
See all 434 properties in Simpson Bay
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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Popular places to visit

Hollywood Casino showing a casino and interior views

Hollywood Casino

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

Hollywood Casino

What to do in Simpson Bay

Little Bay

Anguilla Getaway Cruise

£103
per adult
90% of travellers recommend
Anguilla Getaway Cruise
Lunch at Meads BAy

Ultimate Prickly Pear and Anguilla Experience

£110
per adult
80% of travellers recommend
Ultimate Prickly Pear and Anguilla Experience
Pinel Island!!

Best Of Full-Day Snorkeling and Beach Excursion with Hot Lunch in Sint Maarten

£103
per adult
100% of travellers recommend
Best Of Full-Day Snorkeling and Beach Excursion with Hot Lunch in Sint Maarten
See all activities in Simpson Bay

Frequently asked questions

Why should I book my Simpson Bay holiday with Expedia?
Expedia has your back for all aspects of your Simpson Bay getaway. You'll always land the best deals around, but when you bundle your accommodation, flights and/or car hire into a holiday package, you'll get even bigger savings. Want to truly make the most of your break? Add a few fun tours and activities to your package. Expedia offers flexible cancellation policies on almost all bookings, so you won't need to stress if your plans change. Visit our Customer Service Portal link to find out more.
When is the best time of year to holiday in Simpson Bay?
If you enjoy the buzz of peak season, head to Simpson Bay in March, May and July. If you want a more relaxed vibe, September, November and December will suit you better. To give you an idea of what type of weather you can experience, the daytime average temperature in January, the coolest time of year in Simpson Bay, is 25ºC. The warmest period here is August, when temperatures hit an average of 28ºC.
What are the top hotels for my holiday in Simpson Bay?
Many people choose to stay at Simpson Bay Resort, Marina & Spa in Pelican Key. If it's your first visit to Simpson Bay, you'll get a warm welcome here.
How do I get a cheap holiday to Simpson Bay?
Combine your hotels and flights, add extras such as tours, and save with a Simpson Bay holiday. You won't just walk away with amazing discounts on your getaway --- you'll have lots of choice too. When you book with Expedia, you'll have your pick of over 400 partner airlines and 321,000 properties worldwide. Your next epic adventure starts right here, right now! Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Simpson Bay holiday?
There's an almost endless list of things to do and see while enjoying a holiday in Simpson Bay. Maho Beach, Pinel Island, Marigot Market and Fort St. Louis are a few of this city's major attractions.
What is the best area to stay in when on holiday in Simpson Bay?
If you plan to check out Simpson Bay Beach, save yourself the hassle of commuting and find a place to stay nearby. It's one of the best attractions in Simpson Bay.
Do I need a visa for my Simpson Bay holiday?
Look up the most up-to-date information on official government websites. Your nationality and whether you're travelling for study, leisure or business will determine if you'll need a visa for Simpson Bay. Make yourself familiar with the application process, including any required documentation, fees and turnaround times. Start your application well in advance to allow sufficient processing time. Some visas can take many weeks or even months to obtain, depending on the country.
What should I wear on my Simpson Bay holiday?
Though everyone's personal style varies, it can be helpful to have a few guidelines for what type of clothes to bring on your holiday in Simpson Bay. Consider browsing social media before leaving for inspiration on fashion trends or dress codes. Pack your luggage with confidence by monitoring the weather forecast in Simpson Bay. August brings the warmest temperatures, with daily averages of 28ºC, while January days average 25ºC, making it the coolest time of the year.
What does an Expedia Simpson Bay holiday include?
With Expedia, you can select any combination of flights, car hires and hotels to create your perfect Simpson Bay travel package. Once you've made your booking, simply add on all the fun stuff like day tours and activities. Don't forget, the more you bundle, the more you'll save! Explore a large selection of property types and select one that suits your group size. The most sought-after holiday rentals here are villas and condos. With Expedia, you can easily tailor your Simpson Bay escape the way you like.
Does Expedia offer Book Now, Pay Later Simpson Bay holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has worked out a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book an incredible getaway without hurting your hip pocket. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna offers just that! Paying in multiple instalments will make that dream getaway possible.
  • No-deposit holidays: If not paying upfront for your getaway makes hitting that "book now" button more stress-free, consider a no-deposit holiday plan with Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a Simpson Bay Expedia holiday?
With a holiday package, you're always in charge. Whether you want to fly to Simpson Bay in coach or first class, simply select from the available airline options. Expedia has access to more than 400 airline partners throughout the world.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.