Cheap Flight Deals to Orient Bay  

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OriginDestinationTravel datesFlights from*
PTPGrand CaseDecember 1 to December 12CA $514
ORYGrand CaseOctober 26 to October 30CA $1,445
*Prices include taxes and fees

Your guide to flights to Orient Bay,

Air Caraibes fly to Orient Bay, so use Travelocity to search, find, and compare some truly tempting deals from the 2 airlines—that way you can be sure you’ve found the best deal for you. A flight to Orient Bay currently costs between CA $514 and CA $1,445. Prices vary, but for the best fares, travel in when prices are at their lowest.  

Top tips for finding cheap flights to Orient Bay  

The cheapest flight for a round trip to Orient Bay is currently CA $514. When you search for flights to Orient Bay, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Orient Bay for nearby days.  The cheapest month to travel to Orient Bay is December from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Orient Bay 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Orient Bay with Travelocity 

We have top deals on plane tickets even for last minute flights to Orient Bay, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Orient Bay for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Orient Bay

Palm Court Residence & Hotel at Orient Beach

Palm Court Residence & Hotel at Orient Beach

Orient Beach Orient Bay
The price is CA $418 per night from Nov 14 to Nov 15
CA $418
CA $438 total
Nov 14 - Nov 15
includes taxes & fees
Book a stay at this business-friendly hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (489 reviews)
"The staff was so courteous, the location was excellent, and we had such an excellent trip. I wish we had found this property earlier!"

Reviewed on Sep 24, 2026

Opens in a new windowPalm Court Residence & Hotel at Orient Beach
Esmeralda Resort

Esmeralda Resort

4 out of 5
B.P. 5141, Baie Orientale Orient Bay
The price is CA $332 per night from Nov 15 to Nov 16
CA $332
CA $348 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowEsmeralda Resort
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
116 Parc de la Baie Orientale Orient Bay
The price is CA $465 per night from Nov 2 to Nov 3
CA $465
CA $519 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
9.4/10 Exceptional! (788 reviews)
"We got a room upgrade upon arrival and it was beautiful! The property is spotless, easy access to the beach and all good restaurants. Plan to come back in the near future."

Reviewed on Sep 18, 2026

Opens in a new windowLa Playa Orient 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.

Luxury Hotels in Orient Bay

Esmeralda Resort

Esmeralda Resort

4 out of 5
B.P. 5141, Baie Orientale Orient Bay
The price is CA $332 per night from Nov 15 to Nov 16
CA $332
per night
Nov 15 - Nov 16
Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowEsmeralda Resort
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
116 Parc de la Baie Orientale Orient Bay
The price is CA $465 per night from Nov 2 to Nov 3
CA $465
per night
Nov 2 - Nov 3
Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
9.4/10 Exceptional! (788 reviews)
"We got a room upgrade upon arrival and it was beautiful! The property is spotless, easy access to the beach and all good restaurants. Plan to come back in the near future."

Reviewed on Sep 18, 2026

Opens in a new windowLa Playa Orient Bay
Hotel La Plantation

Hotel La Plantation

4 out of 5
C5 Orient Bay Orient Bay
The price is CA $249 per night from Oct 17 to Oct 18
CA $249
per night
Oct 17 - Oct 18
Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Grand Case Beach and Port of St. Maarten ...
8.8/10 Excellent! (662 reviews)
"Best place ever"

Reviewed on Sep 8, 2026

Opens in a new windowHotel La Plantation
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Palm Court Residence & Hotel at Orient Beach

Palm Court Residence & Hotel at Orient Beach

Orient Beach Orient Bay
The price is CA $418 per night from Nov 14 to Nov 15
CA $418
per night
Nov 14 - Nov 15
Book a stay at this business-friendly hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (489 reviews)
"The staff was so courteous, the location was excellent, and we had such an excellent trip. I wish we had found this property earlier!"

Reviewed on Sep 24, 2026

Opens in a new windowPalm Court Residence & Hotel at Orient Beach
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 Orient Bay

Villa Topaze - An Astonishing view on Orient Bay

Villa Topaze - An Astonishing view on Orient Bay

St martin
Stay at this villa in Orient Bay. Enjoy private pools, a fitness center, and a garden. Popular attractions Grand Case Beach and Port of St. Maarten are located ...
10/10 Exceptional! (109 reviews)
"The views are stunning and the accommodation great! There were 3 bedrooms each with king size beds. The kitchen was sufficient and the outdoor space lovely. It gated with secure access so the extra layer of security was wonderful."

Reviewed on Aug 22, 2026

Get rates
Opens in a new windowVilla Topaze - An Astonishing view on Orient Bay
Esmeralda Resort

Esmeralda Resort

4 out of 5
B.P. 5141, Baie Orientale Orient Bay
The price is CA $332 per night from Nov 15 to Nov 16
CA $332
CA $348 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new windowEsmeralda Resort
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
116 Parc de la Baie Orientale Orient Bay
The price is CA $465 per night from Nov 2 to Nov 3
CA $465
CA $519 total
Nov 2 - Nov 3
includes taxes & fees
Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
9.4/10 Exceptional! (788 reviews)
"We got a room upgrade upon arrival and it was beautiful! The property is spotless, easy access to the beach and all good restaurants. Plan to come back in the near future."

Reviewed on Sep 18, 2026

Opens in a new windowLa Playa Orient Bay
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Palm Court Residence & Hotel at Orient Beach

Palm Court Residence & Hotel at Orient Beach

Orient Beach Orient Bay
The price is CA $418 per night from Nov 14 to Nov 15
CA $418
CA $438 total
Nov 14 - Nov 15
includes taxes & fees
Book a stay at this business-friendly hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (489 reviews)
"The staff was so courteous, the location was excellent, and we had such an excellent trip. I wish we had found this property earlier!"

Reviewed on Sep 24, 2026

Opens in a new windowPalm Court Residence & Hotel at Orient Beach
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 Orient Bay Flight and Hotel Packages

Orient Bay flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Save 100% on your flight
Price was CA $2,633, price is now CA $1,518 per person
CA $1,518
per person
Nov 23 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
Price was CA $2,740, price is now CA $1,705 per person
CA $1,705
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was CA $2,642, price is now CA $1,709 per person
CA $1,709
per person
Nov 26 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
Don't see what you're looking for?
See all available trips from Toronto to Orient Bay
View all trips

Orient Bay flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Price was CA $5,228, price is now CA $3,598 per person
CA $3,598
per person
Nov 28 - Dec 5
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was CA $5,683, price is now CA $3,656 per person
CA $3,656
per person
Nov 28 - Dec 5
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was CA $5,609, price is now CA $3,757 per person
CA $3,757
per person
Nov 28 - Dec 5
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
Don't see what you're looking for?
See all available trips from Toronto to Orient Bay
View all trips

Need a car after flight to Orient Bay?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

Frequently asked questions

Which airlines fly to Orient Bay?
Book a fare with one of the 16 airlines that travel to Orient Bay and enjoy an unforgettable new adventure. Some carriers that have good reviews include:

  • Winair
  • Air Antilles Express
  • Air Caraibes

What airport is best to fly into Orient Bay?
Featuring two airports, you've got options when jetting into Orient Bay. Keep in mind where you'll be basing yourself and the places you'll be exploring, as this may help you settle on which flights you choose. Princess Juliana Intl. Airport (SXM) is 11 kilometers from all the action downtown, while SFG is approximately 3 kilometers away.
Places to visit in Orient Bay
Gain an insight into the flavor of this lively metropolis by visiting sights like Pinel Island, and Fort St. Louis.0 Need some more options? 0 But there's more. 0
How to get through airport security fast when traveling to Orient Bay
If you like the thought of spending more time at the airport bars and restaurants and less time at the security checkpoint on your way to Orient Bay, just follow these practical tips:

  • Make sure you know the whereabouts of your travel ID and boarding pass. You don't want to hold up the line when you're asked to produce them.
  • You'll need to put your music on pause for a little while. Earphones and headphones must be removed and placed in a tray for X-raying. The same goes for items such as heavy jackets and belts.
  • Laptops, digital cameras and other electronic devices must be placed in separate trays to be X-rayed.
  • When you get to the security checkpoint, you'll be asked to put all creams, gels and liquids in a separate bin for inspection. Make sure they're all packed in containers smaller than 3.4 ounces (100 milliliters) and sealed in a clear zip-lock bag.
  • Think about the type of footwear you want to fly in. Slippers are great because they're super easy to step out of when you're at the security checkpoint. Try wearing some on your next flight!
  • Scissors and multi-tools are prohibited from entering the aircraft. Put them in your checked luggage to avoid forfeiting them at the airport security checkpoint.

Plane Tickets To Orient 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 Orient Bay. Browse through our inventory to explore a wide range of cheap flights to Orient 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 Orient Bay as you anxiously await to exit the plane and explore what Orient Bay has to offer. Considering all the amazing local food and culture in Orient 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 Orient 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 Orient 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 Orient 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 Orient Bay today!

Explore More Ways to Travel with Travelocity

*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.