Simpson Bay Holidays from £2,048
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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.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
£2,048
per person
27 Oct - 2 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Philipsburg (SXM)
9.2/10 Wonderful! (1,003 reviews)
This property is nice.. it almost felt deserted as we didn’t see anyone at night. It was very clean, comfortable and we had everything needed. My only complaint was the room needed more light. I’d stay here again .
Reviewed on 8 Aug 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
£2,102
per person
27 Oct - 2 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Philipsburg (SXM)
9/10 Wonderful! (1,922 reviews)
The staff was very friendly and accommodating The rooms were kept clean The views were lovely I will definitely be coming back and referring friends
Reviewed on 12 Aug 2026
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
2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
£403
13 Sept - 14 Sept
includes taxes & fees
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
£141
9 Sept - 10 Sept
includes taxes & fees
9/10 Wonderful! (1,949 reviews)
"The staff was very friendly and accommodating The rooms were kept clean The views were lovely I will definitely be coming back and referring friends"
Reviewed on 12 Aug 2026
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
Fully refundableReserve now, pay when you stay
£105
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (1,711 reviews)
"As it was my 5th time on the island and 3rd time staying at Flamingo Beach St. Maarten, I had another wonderful time and experience. As always the staff was nice, and pleasant to talk to and approach, however there was not much needed from them, as everything was already readily available. Room was ..."
Reviewed on 12 Aug 2026
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.
Stay near popular Simpson Bay attractions
Kim Sha Beach
8.8/10 (591 reviews)
Kim Sha Beach offers pristine white sands and turquoise waters ideal for families and water sports enthusiasts. Enjoy jet skiing or kayaking, then explore the vibrant restaurants and nightlife of nearby Simpson Bay.
Hollywood Casino
8.2/10 (583 reviews)
Bingo, a handful of gambling tables, buffets and piano bars entertain the public at this almost intimate gambling hall.
Simpson Bay Beach
9.2/10 (1,834 reviews)
Simpson Bay Beach offers pristine white sand and tranquil waters along one of Sint Maarten's longest shorelines. Enjoy peaceful sunbathing or swimming, with nearby beach bars for refreshments.
Flamingo Beach
9.0/10 (768 reviews)
Pristine white sands and turquoise waters define this quintessential Caribbean escape in Simpson Bay. Enjoy swimming in gentle waves or snorkelling the clear waters before watching a spectacular sunset.
Lay Bay Beach
8.4/10 (212 reviews)
Lay Bay Beach offers a tranquil escape between Simpson Bay and Maho on Sint Maarten's Dutch side. Bring your own supplies to this serene, undeveloped stretch of sand for genuine beachside peace.
Dunes Casino
8.0/10 (249 reviews)
This relaxed casino offers over 200 slot machines and electronic games in a laid-back atmosphere. Enjoy the sportsbook lounge with flat-screen TVs while placing bets in this intimate gaming venue.
Market Garden Supermarket
9.4/10 (8 reviews)
You can enjoy retail therapy at Market Garden Supermarket during your trip to Simpson Bay. Visit the shops and lively bars in this romantic area.
What to do in Simpson Bay
Tango Sunset Cruise with Caribbean Dinner & Open Bar
£64
per adult
94% of travellers recommend
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
£101
per adult
90% of travellers recommend
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.
Explore a world of travel with Expedia
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* 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.
