Simpson Bay Holidays from £1,854

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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

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was £1,983, price is now £1,854 per person
£1,854
per person
20 Aug - 22 Aug
found 1 day ago
Return direct flight included
London (LON) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
The stay at Princess was beautiful for a peaceful and quiet time. The office staff was also very attentive and made sure our stay was good. We loved that breakfast was delivered to the room. The staff was great except for when we checked out and asked for assistance with our bags because there was no elevators for that side of our room. There was an employee that they referred to as Gabriel and he was absolutely horrible when helping us with our bags and driving to the office for us to check out. He drove like a maniac and did not give us a chance to tell him our driver was in the parking lot and had an attitude when we verified with our check out attendant. He didn’t speak, just grabbed our bags and threw them in the car. We also had a minor incident with him the day before when we asked about a market to find a toothbrush because my guest forgot hers. He pointed and said it’s “over there” and then walked away. This turned our energy all the way off. HOWEVER, it is also far from everything and no options for a local market or food if you arrive at a certain time. It is walkable only if you can trek up and down a rocky hill so a taxi or car rental would be helpful. It was also hard for us to get a taxi during the day to go elsewhere but I got a contact (raymond) from my friend and he made accommodation so we can enjoy a day at the beach. But he mentioned most taxi won’t drive there. So if you want a quiet stay and do not plan to go elsewhere, then this is the space for you!

Reviewed on 7 Jul 2026

Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Price was £2,089, price is now £1,967 per person
£1,967
per person
20 Aug - 22 Aug
found 1 day ago
Return direct flight included
London (LON) to Philipsburg (SXM)
8.2/10 Very good! (451 reviews)
Great island with great people. Super nice and relaxing vacay!

Reviewed on 7 Jul 2026

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was £2,155, price is now £2,030 per person
£2,030
per person
20 Aug - 22 Aug
found 1 day ago
Return direct flight included
London (LON) to Philipsburg (SXM)
9/10 Wonderful! (2,255 reviews)
Pool was beautiful. Very beautiful relaxing resort

Reviewed on 7 Jul 2026

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Price was £2,052, price is now £1,941 per person
£1,941
per person
20 Aug - 22 Aug
found 1 day ago
Return direct flight included
London (LON) to Philipsburg (SXM)
8.2/10 Very good! (1,010 reviews)
The beach was nice and spacious. There was enough room to not feel crowded. Plenty of beach chairs and towels available. The water was amazingly beautiful. The hotel room was nice and clean. The staff was top tier. Everyone from the front desk to the shuttle drivers were always nice and friendly as well as very helpful. We enjoyed celebrating our 10 year wedding anniversary.

Reviewed on 6 Jul 2026

Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Price was £2,059, price is now £1,947 per person
£1,947
per person
20 Aug - 22 Aug
found 1 day ago
Return direct flight included
London (LON) to Philipsburg (SXM)
9.2/10 Wonderful! (1,007 reviews)
Breakfast has limited choice wish there was better choice for breakfast

Reviewed on 6 Jul 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

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 £288 per night from 3 Aug to 4 Aug
£288
3 Aug - 4 Aug
includes taxes & fees
9/10 Wonderful! (2,263 reviews)
"Pool was beautiful. Very beautiful relaxing resort"

Reviewed on 7 Jul 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 £188 per night from 4 Aug to 5 Aug
£188
4 Aug - 5 Aug
includes taxes & fees
9/10 Wonderful! (1,865 reviews)
"Shuttle service very helpful getting to and from the restaurants at the local restaurants and main road since parking spots are limited."

Reviewed on 7 Jul 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
Fully refundableReserve now, pay when you stay
The price is £125 per night from 19 Jul to 20 Jul
£125
19 Jul - 20 Jul
includes taxes & fees
9.2/10 Wonderful! (1,632 reviews)
"Book an oceanfront unit, the gentle sound of waves on the beach and the view from the patio or balcony is wonderful! Had a 1 brm suite that felt more like a condo-spacious & full kitchen. Daily texts from staff were helpful for requesting extra anything that we needed. And promptly brought to the ..."

Reviewed on 6 Jul 2026

Hilton Vacation Club Flamingo Beach St. Maarten
See all 449 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

Stay near popular Simpson Bay attractions

A beach with colorful play structures, a lifeguard tower, and a row of red kayaks.

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.
See properties

What to do in Simpson Bay

Tango Sunset Dinner Cruise

Tango Sunset Cruise with Caribbean Dinner & Open Bar

£64
per adult
94% of travellers recommend
Tango Sunset Cruise with Caribbean Dinner & Open Bar
Sand Dollar Snorkeling Adventure

Half Day Snorkeling Adventure

£49
per adult
100% of travellers recommend
Half Day Snorkeling Adventure
High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

£61
per adult
80% of travellers recommend
High-Speed Ferry to St. Barths
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.

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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.