Flights to Simpson Bay

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OriginDestinationTravel DatesFlights From*
FLLSimpson BayJanuary 21 to January 28$267
BOSSimpson BayJanuary 1 to January 18$314
JFKSimpson BayDecember 31 to January 12$331
JFKSimpson BayDecember 31 to January 12$331
EWRSimpson BayJanuary 30 to February 9$331
PHLSimpson BayJanuary 21 to January 28$333
YYZSimpson BayFebruary 20 to February 23$366
YULSimpson BayJanuary 10 to January 24$392
MIASimpson BayJanuary 1 to January 17$395
FCOSimpson BayFebruary 21 to March 9$740
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BOSSimpson BayDecember 11 to December 20$359
EWRSimpson BayDecember 9 to December 19$375
EWRSimpson BayDecember 9 to December 19$375
FLLSimpson BayDecember 9 to December 21$462
JFKSimpson BayDecember 10 to December 17$519
MIASimpson BayDecember 11 to December 20$560
PHLSimpson BayDecember 9 to December 24$653
YULSimpson BayDecember 10 to December 21$1,067
*Prices include taxes and fees

Simpson Bay Flight Information

Traveling to Simpson Bay
Lowest Price $267
Number of Airlines Serving
Airlines Serving Spirit Airlines, United, Delta, American Airlines, Air France
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Simpson Bay Accommodation Deals

Flamingo Beach Resort by Diamond Resorts

Flamingo Beach Resort by Diamond Resorts

3.5 out of 5
6 Billy Folly Rd, Simpson Bay, 29572
The price is $101 per night from Dec 15 to Dec 16
$101
per night
Dec 15 - Dec 16
Stay at this 3.5-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the clean rooms in our reviews. ...
4.6/5 Exceptional! (606 reviews)
"We will definitely come back. We had a very good time in St Maarten. The hotel staff were very friendly and the room was clean and spacious."

Reviewed on Nov 25, 2022

Flamingo Beach Resort by Diamond Resorts
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
The price is $149 per night from Dec 4 to Dec 5
$149
per night
Dec 4 - Dec 5
Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, 6 outdoor pools, and 4 restaurants. Our guests praise the spacious rooms and the overall value ...
4.3/5 Excellent! (1,000 reviews)
"Excellent view of Simpson Bay area. Convenient and near night life."

Reviewed on Nov 22, 2022

Simpson Bay Resort, Marina & Spa
Royal Palm Beach Resort by Diamond Resorts

Royal Palm Beach Resort by Diamond Resorts

3.5 out of 5
115 Welfare Road, Cole Bay, Simpson Bay, 32835
The price is $152 per night from Dec 10 to Dec 11
$152
per night
Dec 10 - Dec 11
Stay at this 3.5-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
4.4/5 Excellent! (969 reviews)
"I love that the property had a schedule of on site activities. once time permits I will be coming back and recommending to others."

Reviewed on Nov 29, 2022

Royal Palm Beach Resort by Diamond Resorts

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Travel Inn Hotel

Travel Inn Hotel

2 out of 5
Airport Road 15, Simpson Bay
The price is $99 per night from Dec 4 to Dec 5
$99
per night
Dec 4 - Dec 5
Stay at this business-friendly hotel in Simpson Bay. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant in our reviews. Popular ...
3.1/5 (372 reviews)
"like the place"

Reviewed on Nov 23, 2022

Travel Inn Hotel
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.

Our Top Simpson Bay with Airport Shuttles

EL Zafiro Boutique Hotel

EL Zafiro Boutique Hotel

3.5 out of 5
34 White Sands Road, Simpson Bay
Stay at this 3.5-star beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the restaurant and the helpful staff in ...
4.4/5 Excellent! (144 reviews)
"The El Zafiro property was actually closed and the staff there relocated us to the Simpson Bay Resort, Marina, and Spa. Grateful that the El Zafiro management and staff alleviated a possible stressful situation for their guests. The situation was handled very professionally. Must love and respect ..."

Reviewed on Oct 3, 2022

EL Zafiro Boutique Hotel
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.

Luxury Hotels in Simpson Bay

Villa Bianca

Villa Bianca

4.5 out of 5
Ruby Drive, Pelican Key, Simpson Bay
Stay at this 4.5-star luxury villa in Simpson Bay. Enjoy free WiFi, free parking, and private pools. Popular attractions Burgeaux Bay Beach and Lay Bay Beach ...
Villa Bianca
Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa

3 out of 5
117 Simpson Bay Road, Simpson Bay, 00000
The price is $85 per night from Dec 7 to Dec 8
$85
per night
Dec 7 - Dec 8
Stay at this 3-star beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
4.2/5 Excellent! (755 reviews)
"We enjoyed the personal level of service from the staff and the convenience from the airport for our one night stay after our arrival."

Reviewed on Dec 3, 2022

Mary's Boon Beach Resort & Spa
Atrium Beach Resort and Spa St Maarten a Ramada by Wyndham

Atrium Beach Resort and Spa St Maarten a Ramada by Wyndham

3 out of 5
Billy Folly Road #6, Simpson Bay
The price is $159 per night from Dec 4 to Dec 5
$159
per night
Dec 4 - Dec 5
Stay at this 3-star beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the overall value ...
4.1/5 Very Good! (704 reviews)
Great location and staff
"The staff at the Atrium is amazing! This is our favorite place to stay in St Maarten! The hotel is clean and comfortable. Walking distance to grocery, dining and entertainment"

Reviewed on Nov 12, 2022

Atrium Beach Resort and Spa St Maarten a Ramada by Wyndham

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With member prices, you could save 10% or more right now on thousands of properties.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
The price is $149 per night from Dec 4 to Dec 5
$149
per night
Dec 4 - Dec 5
Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, 6 outdoor pools, and 4 restaurants. Our guests praise the spacious rooms and the overall value ...
4.3/5 Excellent! (1,000 reviews)
"Excellent view of Simpson Bay area. Convenient and near night life."

Reviewed on Nov 22, 2022

Simpson Bay Resort, Marina & Spa
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.

Family Friendly Hotels in Simpson Bay

Royal Palm Beach Resort by Diamond Resorts
Great for families

Royal Palm Beach Resort by Diamond Resorts

3.5 out of 5
115 Welfare Road, Cole Bay, Simpson Bay, 32835
The price is $152 per night from Dec 10 to Dec 11
$152
per night
Dec 10 - Dec 11
Stay at this 3.5-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
4.4/5 Excellent! (969 reviews)

Families like: Outdoor pools, kids club, kitchen, babysitting

Travelers say...
"I love that the property had a schedule of on site activities. once time permits I will be coming back and recommending to others."

Reviewed on Nov 29, 2022

Royal Palm Beach Resort by Diamond Resorts
Simpson Bay Resort, Marina & Spa
Great for families

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
The price is $149 per night from Dec 4 to Dec 5
$149
per night
Dec 4 - Dec 5
Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, 6 outdoor pools, and 4 restaurants. Our guests praise the spacious rooms and the overall value ...
4.3/5 Excellent! (1,000 reviews)

Families like: Kids pool, waterslide, kitchen, playground

Travelers say...
"Excellent view of Simpson Bay area. Convenient and near night life."

Reviewed on Nov 22, 2022

Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Beach Resort and Marina
Great for families

The Villas at Simpson Bay Beach Resort and Marina

4 out of 5
Billy Folly Road No. 37A, Simpson Bay
The price is $183 per night from Dec 11 to Dec 12
$183
per night
Dec 11 - Dec 12
Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the helpful staff and the clean rooms ...
4.4/5 Wonderful! (1,001 reviews)

Families like: Kids pool, playground, babysitting, on the beach

Travelers say...
"Great resort. Very friendly and professional and super clean. Lots of activities and close to lots of great restaurants in Simpson Bay."

Reviewed on Nov 26, 2022

The Villas at Simpson Bay Beach Resort and Marina

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With member prices, you could save 10% or more right now on thousands of properties.
Flamingo Beach Resort by Diamond Resorts
Great for families

Flamingo Beach Resort by Diamond Resorts

3.5 out of 5
6 Billy Folly Rd, Simpson Bay, 29572
The price is $101 per night from Dec 15 to Dec 16
$101
per night
Dec 15 - Dec 16
Stay at this 3.5-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the clean rooms in our reviews. ...
4.6/5 Exceptional! (606 reviews)

Families like: Outdoor pools, kids club, kitchen, on the beach

Travelers say...
"We will definitely come back. We had a very good time in St Maarten. The hotel staff were very friendly and the room was clean and spacious."

Reviewed on Nov 25, 2022

Flamingo Beach Resort by Diamond Resorts
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.

Best Simpson Bay Flight and Hotel Packages

Simpson Bay flight + hotel packages - economy flights

The Morgan Resort Spa Village
Sonesta Ocean Point All Inclusive, Adults Only Resort
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See all available trips from Boston to Simpson Bay
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Simpson Bay flight + hotel packages - business class flights

The Morgan Resort Spa Village
Cupecoy Beach Club
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Don't see what you're looking for?
See all available trips from New York to Simpson Bay
View all trips

Simpson Bay flight + hotel packages - first class flights

Sonesta Ocean Point All Inclusive, Adults Only Resort
Sonesta Maho Beach All Inclusive Resort Casino & Spa
The Morgan Resort Spa Village
Don't see what you're looking for?
See all available trips from Boston to Simpson Bay
View all trips

Need a Car For After Your Flight?

Frequently asked questions

Can I catch a flight to Simpson Bay at the moment?
Before making plans to fly to Simpson Bay, visit our Covid-19 Travel Advisor to see if there are any quarantine requirements or travel restrictions currently in place.
Which airlines fly to Simpson Bay?
Book your ticket with one of the 16 airlines that fly to Simpson Bay and enjoy a wonderful new adventure. Carriers with outstanding reviews include:

  • Winair
  • American Airlines
  • Anguilla Air Services

If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Simpson Bay, please visit our Customer Service Portal.
What airport is best to fly into Simpson Bay?
There’s no need for you to look up flight options into numerous airports when jetting into Simpson Bay. Princess Juliana Intl. Airport (SXM) is the city’s sole airport, and is located 1 mi from all the action downtown.
Where to stay in Simpson Bay
With 2,082 wonderful properties in Simpson Bay, your options are many and varied. But don’t drag your feet. The sooner you book, the sooner you can start counting down the days until your adventure!There’s no more opportune time to truly indulge yourself than when you’re taking a vacation. Lock in a room at the Simpson Bay Penthouse and feel like a VIP during your stay. Simpson Bay also features accommodations that won’t break the budget. Check out the Travel Inn Hotel if you would rather keep those pennies in your pocket.
Places to visit in Simpson Bay
If you’re planning on staying in this lively metropolis, you’ll want to add Maho Beach to your travel schedule. It’s one of the most noteworthy attractions in the city.Breathe in the salty, fresh air and listen to the crashing of the waves at Mullet Bay Beach. Want some more ideas? Clear your mind and tune in to the sounds of the seabirds encircling you at Kim Sha Beach. But there’s more. Pack a delicious picnic and spend an entire day admiring the waves and tasting the salty air at Cupecoy Beach.
How to get through airport security fast when traveling to Simpson Bay
If you like the idea of spending more time at the airport cafes and less time at the security checkpoint on your way to Simpson Bay, just follow these handy tips:

  • Make sure you know the location of your travel ID and boarding pass. You don’t want to hold up the line when you’re asked to produce them.
  • Take off your shoes and belt before approaching security. Items such as these are not allowed to pass through the body scanner.
  • All laptops must be removed from their carry bags and placed in a tub before X-raying.
  • Toothpaste, lip balm and other toiletry items in gel, liquid or cream form need to be stored in containers smaller than 3.4 ounces (100 milliliters). They also need to fit in a 1-quart (1-liter) clear zip-lock plastic bag.
  • Airport security personnel may ask you to remove your shoes before entering the body scanner. Choose a pair that you can take off easily. There’s nothing more tiresome than having to do your laces up again and again.
  • The list of prohibited items is forever changing. Read over your carrier’s official website for what is not allowed on board their aircraft.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Plane Tickets To Simpson Bay

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Simpson Bay. Browse through our inventory to explore a wide range of cheap flights to Simpson Bay to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Simpson Bay as you anxiously await to exit the plane and explore what Simpson Bay has to offer. Considering all the amazing local food and culture in Simpson Bay, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Simpson Bay to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Simpson Bay without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Simpson Bay with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Simpson Bay today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.