Title: CA $268 Cheap Flights from Calgary (YYC) to Philipsburg (SXM) - Expedia.ca ![Rocks on tropical island beach](https://images.trvl-media.com/place/553248633953926469/a98c56b3-9428-4846-bb22-f387c020dfbd.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # CA $268 Cheap Flights from Calgary (YYC) to Philipsburg (SXM) [View CA $268 flight on Fri, Oct 31, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YYC,to:SXM,departure:31/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:267.77&airProductToken=AQpvCjYI1YIBEgQyNDA5GJgWIIgYKKrt-wIw9_L7AjhLQABYAWoKMV9iYXNpY2Vjb3IIS05BMEEwQkIKNQjVggESAzM0NhiIGCDyZSi59PsCMLL2-wI4S0AAWAFqCjFfYmFzaWNlY29yCEtOQTBBMEJCEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only ## Popular airlines from Calgary International Airport (YYC) to Princess Juliana Intl. Airport (SXM) - ![Air Canada](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AC.svg) Air Canada [](https://www.expedia.ca/Flights-Search?leg1=from:yyc,to:sxm,departure:28/10/2025TANYT&leg2=from:sxm,to:yyc,departure:04/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AC"}}]) - ![WestJet](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WS.svg) WestJet [](https://www.expedia.ca/Flights-Search?leg1=from:yyc,to:sxm,departure:28/10/2025TANYT&leg2=from:sxm,to:yyc,departure:04/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WS"}}]) - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:yyc,to:sxm,departure:28/10/2025TANYT&leg2=from:sxm,to:yyc,departure:04/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:yyc,to:sxm,departure:28/10/2025TANYT&leg2=from:sxm,to:yyc,departure:04/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:yyc,to:sxm,departure:28/10/2025TANYT&leg2=from:sxm,to:yyc,departure:04/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![Air Transat](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_TS.svg) Air Transat [](https://www.expedia.ca/Flights-Search?leg1=from:yyc,to:sxm,departure:28/10/2025TANYT&leg2=from:sxm,to:yyc,departure:04/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"TS"}}]) ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## Cheap flights from Calgary (YYC) to Philipsburg (SXM) Prices were available within the past 7 days and start at CA $268 for one-way flights and CA $553 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Thu, Dec 4 - Tue, Dec 9 YYC Calgary SXM Saint Martin CA $553 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:SXM,departure:04/12/2025TANYT&leg2=from:SXM,to:YYC,departure:09/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:552.41&airProductToken=AQpDCh8I16YBEgM1NTgYmBYgmF0oseX-AjC15_4COEVAAFgBCiAI16YBEgQyOTUwGJhdIPJlKOzn_gIwgOr-AjhFQAFYAQpFCiEI16YBEgQyNTQzGPJlIJjOASjEo_8CMIem_wI4RUAAWAEKIAjXpgESAzYyNxiYzgEgmBYo0qr_AjDlrP8COEVAAVgBEgoIARABGAEqAldTGAEiBAgBEAEoBDAB) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Tue, Dec 2 - Tue, Dec 9 YYC Calgary SXM Saint Martin CA $562 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:SXM,departure:02/12/2025TANYT&leg2=from:SXM,to:YYC,departure:09/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:561.45&airProductToken=AQpFCiAI16YBEgM2MjAYmBYgmM4BKNPO_gIwwdD-AjhFQABYAQohCNemARIEMjU0MhiYzgEg8mUohtL-AjCp1P4COEVAAVgBCkUKIQjXpgESBDI1NDMY8mUgmM4BKMSj_wIwh6b_AjhFQABYAQogCNemARIDNjI3GJjOASCYFijSqv8CMOWs_wI4RUABWAESCggBEAEYASoCV1MYASIECAEQASgEMAE) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Thu, Nov 27 - Wed, Dec 10 YYC Calgary SXM Saint Martin CA $562 Roundtrip found 8 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:SXM,departure:27/11/2025TANYT&leg2=from:SXM,to:YYC,departure:10/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:561.65&airProductToken=AQqZAQowCNemARIDMjQ4GJgWINg1KLuf_gIwuaD-AjhFQABYAWoFQkFTSUNyCExJMEYySEJHCjEI16YBEgMzODIY2DUgmM4BKLSj_gIw0qT-AjhFQAFYAWoFQkFTSUNyCExJMEYySEJHCjII16YBEgQyNTQyGJjOASDyZSiGpf4CMKmn_gI4RUABWAFqBUJBU0lDcghMSTBGMkhCRwqZAQoyCNemARIEMjU0MxjyZSCYzgEo5K7_AjCnsf8COEVAAFgBagVCQVNJQ3IITEkwRjJIQkcKMQjXpgESAzM4NxiYzgEg2DUoprL_AjDSs_8COEVAAVgBagVCQVNJQ3IITEkwRjJIQkcKMAjXpgESAzIyMxjYNSCYFiiftv8CMLK3_wI4RUABWAFqBUJBU0lDcghMSTBGMkhCRxIKCAEQARgBKgJXUxgBIgQIARABKAIoAygEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, Nov 1 - Sat, Nov 22 YYC Calgary SXM Saint Martin CA $565 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:SXM,departure:01/11/2025TANYT&leg2=from:SXM,to:YYC,departure:22/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:564.27&airProductToken=AQpECiAI1YIBEgQxNjU1GJgWIK4cKJ33-wIw8vj7AjhLQABYAQogCNWCARIEMjQyNxiuHCDyZSjVgPwCMI2D_AI4S0ABWAEKZQogCNWCARIEMTIyMxjyZSCIGCjM5P0CMN_m_QI4S0AAWAEKIAjVggESBDE3MzgYiBggrhwo1-f9AjDX6P0COEtAAVgBCh8I1YIBEgM3NjQYrhwgmBYo9ez9AjDb7v0COEtAAVgBEgoIARABGAEqAlVBGAEiBAgBEAEoBDAB) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Wed, Oct 29 - Thu, Nov 6 YYC Calgary SXM Saint Martin CA $570 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:SXM,departure:29/10/2025TANYT&leg2=from:SXM,to:YYC,departure:06/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:569.65&airProductToken=AQpFCiAI16YBEgM2NTQYmBYgmM4BKJ7Y-wIwitr7AjhFQABYAQohCNemARIEMjU0MhiYzgEg8mUoqt77AjDN4PsCOEVAAVgBCkUKIQjXpgESBDI1NDMY8mUgmM4BKKSw_AIw57L8AjhFQABYAQogCNemARIDNjU5GJjOASCYFijDs_wCMNC1_AI4RUABWAESCggBEAEYASoCV1MYASIECAEQASgEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Mon, Feb 2 - Thu, Feb 5 YYC Calgary SXM Saint Martin CA $575 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:SXM,departure:02/02/2026TANYT&leg2=from:SXM,to:YYC,departure:05/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:574.25&airProductToken=AQqRAQotCNWCARIDNzUwGJgWIIg4KK6OhAMwqZCEAzhLQABYAWoCQkVyCEtOQTBBMEJCCi8I1YIBEgQxNDQ0GIg4IMSNASiRkYQDMOCShAM4S0ABWAFqAkJFcghLTkEwQTBCQgovCNWCARIEMTYyORjEjQEg8mUosJaEAzCumIQDOEtAAVgBagJCRXIIS05BMEEwQkIKkgEKLwjVggESBDE4ODAY8mUgxI0BKKyvhAMw0bGEAzhLQABYAWoCQkVyCEtOQTBBMEJCCi8I1YIBEgQxNzkyGMSNASCDaSi5soQDMMq0hAM4S0ABWAFqAkJFcghLTkEwQTBCQgouCNWCARIEMjQ1ORiDaSCYFijBuoQDMOC7hAM4S0ABWAFqAkJFcghLTkEwQTBCQhIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAE) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Thu, Dec 4 - Fri, Dec 5 YYC Calgary SXM Saint Martin CA $583 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:SXM,departure:04/12/2025TANYT&leg2=from:SXM,to:YYC,departure:05/12/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:582.41&airProductToken=AQpDCh8I16YBEgM1NTgYmBYgmF0oseX-AjC15_4COEVAAFgBCiAI16YBEgQyOTUwGJhdIPJlKOzn_gIwgOr-AjhFQAFYAQpFCiEI16YBEgQyNTQzGPJlIJjOASjE9v4CMIf5_gI4RUAAWAEKIAjXpgESAzY1ORiYzgEgmBYo4_n-AjDw-_4COEVAAVgBEgoIARABGAEqAldTGAEiBAgBEAEoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Mon, Mar 9 - Wed, Mar 18 YYC Calgary SXM Saint Martin CA $628 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:SXM,departure:09/03/2026TANYT&leg2=from:SXM,to:YYC,departure:18/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:627.25&airProductToken=AQqbAQoxCMGCARIEMzc3NxiYFiCuHCjCl4cDMJWZhwM4QkAAWAFqBUJBU0lDcghPTlUwQVRCWgoyCMGCARIEMTc4NBiuHCDimgEosJ-HAzCmoIcDOEJAAVgBagVCQVNJQ3IIT05VMEFUQloKMgjBggESBDI0NzgY4poBIPJlKIyrhwMw8qyHAzhCQAFYAWoFQkFTSUNyCE9OVTBBVEJaCpsBCjEIwYIBEgQyMDA5GPJlIIwCKJ_9hwMw-_6HAzhCQABYAWoFQkFTSUNyCE9OVTBBVEJaCjIIwYIBEgQxMTk3GIwCIKOxASjr_4cDMMGBiAM4QkABWAFqBUJBU0lDcghPTlUwQVRCWgoyCMGCARIEMTk3MxijsQEgmBYonoWIAzCEh4gDOEJAAVgBagVCQVNJQ3IIT05VMEFUQloSCggBEAEYASoCQUEYASIECAEQASgCKAMoBDAL) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Mon, Nov 17 - Thu, Nov 27 YYC Calgary SXM Saint Martin CA $637 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:SXM,departure:17/11/2025TANYT&leg2=from:SXM,to:YYC,departure:27/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:636.97&airProductToken=AQpFCiAIwYYBEgM1ODQYmBYgxI0BKPmo_QIwlKv9AjhHQABYAQohCMGGARIENDgwNhjEjQEg8mUokLT9AjCOtv0COEdAAVgBCkMKIAjBhgESBDEzNjMY8mUgmF0onJz-AjDInv4COEdAAFgBCh8IwYYBEgMzMTcYmF0gmBYo1KT-AjDlpv4COEdAAVgBEgoIARABGAEqAkFDGAEiBAgBEAEoCCgEMAE) ![Air Transat](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/TS.gif) Fri, Oct 31 - Sat, Nov 8 YYC Calgary SXM Saint Martin CA $885 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:SXM,departure:31/10/2025TANYT&leg2=from:SXM,to:YYC,departure:08/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:884.62&airProductToken=AQpjCjAI1KYBEgQ3NjYwGJgWIJjOASiA7PsCMOnt-wI4WEAAWAFqA0JHVHIIWEtCR1QxU08KLwjUpgESAzM4NhiYzgEg8mUotvP7AjDT9fsCOFhAAVgBagNCR1RyCFhLQkdUMVNPCmMKLwjUpgESAzM4NxjyZSCYzgEotcX8AjD6x_wCOFFAAFgBagNCR1RyCFFLQkdUMVNPCjAI1KYBEgQ3MzM5GJjOASCYFij90PwCMIjT_AI4UUABWAFqA0JHVHIIUUtCR1QxU08SCggBEAEYASoCVFMYASIECAEQASgCKAMoBDAN) ## Alternative airports near Simpson Bay Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.ca/Flights-Search?leg1=from:YYC,to:AXA,departure:28/10/2025TANYT&leg2=from:AXA,to:YYC,departure:13/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) AXA Clayton J. Lloyd Intl. [Flights from CA $1,888](https://www.expedia.ca/Flights-Search?leg1=from:YYC,to:AXA,departure:28/10/2025TANYT&leg2=from:AXA,to:YYC,departure:13/11/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) Flight from Calgary to Philipsburg (YYC - SXM) route information | Origin airport | Calgary Intl. | | --- | --- | | Destination airport | Princess Juliana Intl. | | Airlines serving | Air Canada, Air Transat, American Airlines, Delta, United, WestJet | | Roundtrip price | CA $552 | | Distance | 5733 km | ## Calgary to Simpson Bay Flights **The easy way to book your flights from Calgary to Philipsburg**  With Expedia, it’s simple to find and book flights to Philipsburg from Calgary whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Princess Juliana Intl., too.   Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Calgary to Philipsburg today, tomorrow, or this week.   **Save dollars with cheap flights from Calgary Intl., YYC to Princess Juliana Intl., SXM**  Sort your search results by price to find great deals on your flight from Calgary to Philipsburg—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Philipsburg from Calgary currently is just CA $553 rising to CA $885.   Here are more money-saving tips:  - Fly in December when flight prices are normally at their lowest  - Book about a month to 6 weeks before you travel for the best prices to Philipsburg   - Avoid peak season and weekends when flights can cost more - Early morning and late-night flights are sometimes cheaper, so try varying your travel times  - One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!  **Reasons to choose Expedia for your flight to Philipsburg from Calgary**  Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Philipsburg with Expedia today. ## Frequently asked questions ### How much is a flight from Calgary Intl. Airport (YYC) to SXM? > Start packing your bags, because round-trip flights from Calgary Intl. Airport (YYC) to Princess Juliana Intl. Airport (SXM) start from CA $553. That's based on airfares available within the last 7 days on Expedia for flights departing within the next year. Prices can move quickly, so book today to score the best deal. Prices and availability are subject to change. Additional terms apply. ### Do I need to pay a cancellation fee if I cancel my flight from YYC to Princess Juliana Intl. Airport (SXM)? > We understand that your situation can change unexpectedly, so we've made it as simple as possible for you to cancel your trip online. Just visit the [Customer Service Portal](https://www.expedia.ca/helpcenter) and follow the instructions. ### How do I find cheap flights from YYC Calgary International Airport to Princess Juliana Intl. Airport (SXM) that have flexible change policies? > Select our "No change fees" filter to find flexible travel options for your flight from Calgary Intl. Airport (YYC) to SXM. This allows you to secure a good price in advance and still have the freedom to reschedule without any additional fees. If the new flight costs more, you'll just cover the difference. ### How many hours is the flight from YYC to SXM? > It takes around 10 hours and 1 minute to travel from YYC to Princess Juliana Intl. Airport (SXM). If you're hoping to get some rest, bring a pillow, some earplugs and an eye mask. ### How far is the flight from YYC to SXM? > The distance is around 5,800 kilometres, so fill your carry-on luggage with all the items you need to make the long journey comfortable. Wondering what to take on board your Calgary to Simpson Bay flight? A neck pillow, earplugs and a sleep mask are among the essentials. ### Which airlines fly direct from Calgary Intl. Airport (YYC) to Princess Juliana Intl. Airport? > Direct flights aren't available, so you'll need to make at least one stop between Calgary Intl. Airport (YYC) and Princess Juliana Intl. Airport. Use the layover time to stretch your legs and freshen up. ### Are YYC to Princess Juliana Intl. Airport flight tickets cheaper when they're purchased at the last minute? > Last-minute bookings from Calgary Intl. Airport (YYC) to Princess Juliana Intl. Airport can be hit-or-miss. You may be able to score a bargain, but you could also completely miss out! If you'd prefer to start your trip planning early on, Expedia compares flight deals up to a year in advance. Just remember that not all airlines release their prices that far in advance. Our top tip? Check back often as updates are made regularly. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other ### Lodging - [5 Star Hotels in Simpson Bay](https://www.expedia.ca/5Star-Simpson-Bay-Hotels.s50-0-d8941.Travel-Guide-Filter-Hotels) - [Almond Grove Hotels](https://www.expedia.ca/Almond-Grove-Cole-Bay-Hotels.0-n553248635976400158-0.Travel-Guide-Filter-Hotels) - [Hotels near American University of the Caribbean](https://www.expedia.ca/American-University-Of-The-Caribbean-Hotels.0-l6079633-0.Travel-Guide-Filter-Hotels) - [Beacon Hill Hotels](https://www.expedia.ca/Beacon-Hill-Hotels.d6342098.Travel-Guide-Hotels) - [Hotels near Casino Royale](https://www.expedia.ca/Casino-Royale-Hotels.0-l6079637-0.Travel-Guide-Filter-Hotels) - [Cay Bay Hill Hotels](https://www.expedia.ca/Cay-Bay-Hill-Hotels.d553248635976196227.Travel-Guide-Hotels) - [Cole Bay Hotels](https://www.expedia.ca/Cole-Bay-Hotels.d602866.Travel-Guide-Hotels) - [Cul de Sac Hotels](https://www.expedia.ca/Cul-De-Sac-Hotels.d11649.Travel-Guide-Hotels) - [Apartments in Cupecoy](https://www.expedia.ca/Cupecoy-Apartments.d602829-aaApartments.Travel-Guide-Accommodation) - [Hotels near Cupecoy Beach](https://www.expedia.ca/Cupecoy-Beach-Hotels.0-l6079639-0.Travel-Guide-Filter-Hotels) - [Condo Rentals in Cupecoy](https://www.expedia.ca/Cupecoy-Condos.d602829-aaCondos.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Cupecoy](https://www.expedia.ca/Cupecoy-Hotels-Beach-Hotel.0-0-d602829-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cupecoy Hotels](https://www.expedia.ca/Cupecoy-Hotels.d602829.Travel-Guide-Hotels) - [Adults Only Resorts & in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Adults-Only-Resorts.0-0-d6143274-tAdultsOnlyResorts.Hotel-Filter-Destinations) - [All Inclusive Resorts and in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-All-Inclusive-Hotel.0-0-d6143274-tAllInclusiveHotel.Hotel-Filter-Destinations) - [Family Hotels in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Family-Hotel.0-0-d6143274-tFamilyHotel.Hotel-Filter-Destinations) - [Luxury Hotels in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Luxury-Hotel.0-0-d6143274-tLuxuryHotel.Hotel-Filter-Destinations) - [Sint Maarten Hotels](https://www.expedia.ca/Destinations-In-Sint-Maarten.d6143274.Hotel-Destinations) - [Hotels near Flamingo Beach](https://www.expedia.ca/Flamingo-Beach-Hotels.0-l553248635977104872-0.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Indigo Bay](https://www.expedia.ca/Indigo-Bay-Philipsburg-Hotels-LGBT-Friendly-Hotel.0-n553248635976399393-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Indigo Bay Hotels](https://www.expedia.ca/Indigo-Bay-Philipsburg-Hotels.0-n553248635976399393-0.Travel-Guide-Filter-Hotels) - [Hotels near Kim Sha Beach](https://www.expedia.ca/Kim-Sha-Beach-Hotels.0-l6079645-0.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Little Bay](https://www.expedia.ca/Little-Bay-Hotels-LGBT-Friendly-Hotel.0-0-d553248635976383999-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Little Bay Hotels](https://www.expedia.ca/Little-Bay-Hotels.d553248635976383999.Travel-Guide-Hotels) - [All Inclusive Resorts and in Lowlands](https://www.expedia.ca/Lowlands-Hotels-All-Inclusive-Hotel.0-0-d6338924-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Lowlands Hotels](https://www.expedia.ca/Lowlands-Hotels.d6338924.Travel-Guide-Hotels) - [Hotels near Maho Beach](https://www.expedia.ca/Maho-Beach-Hotels.0-l6079649-0.Travel-Guide-Filter-Hotels) - [Maho Hotels](https://www.expedia.ca/Maho-Lowlands-Hotels.0-n553248635976398598-0.Travel-Guide-Filter-Hotels) - [Condo Rentals in Maho Reef](https://www.expedia.ca/Maho-Reef-Condos.d55037-aaCondos.Travel-Guide-Accommodation) - [Maho Reef Hotels](https://www.expedia.ca/Maho-Reef-Hotels.d55037.Travel-Guide-Hotels) - [Hotels near Mullet Bay Beach](https://www.expedia.ca/Mullet-Bay-Beach-Hotels.0-l506439-0.Travel-Guide-Filter-Hotels) - [Hotels near Mullet Bay Golf](https://www.expedia.ca/Mullet-Bay-Golf-Hotels.0-l553248621533159309-0.Travel-Guide-Filter-Hotels) - [Hotels near Mullet Bay](https://www.expedia.ca/Mullet-Bay-Hotels.0-l553248635976196232-0.Travel-Guide-Filter-Hotels) - [Hotels near Paradise Plaza](https://www.expedia.ca/Paradise-Plaza-Hotels.0-l6079651-0.Travel-Guide-Filter-Hotels) - [Pelican Key Hotels](https://www.expedia.ca/Pelican-Key-Simpson-Bay-Hotels.0-n553248635976196664-0.Travel-Guide-Filter-Hotels) - [Saunders Hotels](https://www.expedia.ca/Saunders-Cul-De-Sac-Hotels.0-n553248635976397522-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Simpson Bay](https://www.expedia.ca/Simpson-Bay-Hotels-Cheap-Hotels.0-0-d8941-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Simpson Bay](https://www.expedia.ca/Simpson-Bay-Hotels-Luxury-Hotel.0-0-d8941-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Simpson Bay Hotels](https://www.expedia.ca/Simpson-Bay-Hotels.d8941.Travel-Guide-Hotels) - [Resorts in Simpson Bay](https://www.expedia.ca/Simpson-Bay-Resort-Hotels.d8941-aaResortHotels.Travel-Guide-Accommodation) - [Apartments in Sint Maarten](https://www.expedia.ca/Sint-Maarten-Apartments.d6143274-aaApartments.Travel-Guide-Accommodation) - [Condo Rentals in Sint Maarten](https://www.expedia.ca/Sint-Maarten-Condos.d6143274-aaCondos.Travel-Guide-Accommodation) - [Vacation Homes in Sint Maarten](https://www.expedia.ca/Sint-Maarten-Private-Vacation-Homes.d6143274-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [South Reward Hotels](https://www.expedia.ca/South-Reward-Cul-De-Sac-Hotels.0-n553248635976400147-0.Travel-Guide-Filter-Hotels) ### Flights - [Flights to Beacon Hill](https://www.expedia.ca/Cheap-Flights-To-Beacon-Hill.d6342098.Travel-Guide-Flights) - [Flights to Maho Reef](https://www.expedia.ca/Cheap-Flights-To-Maho-Reef.d55037.Travel-Guide-Flights) - [Flights to Simpson Bay](https://www.expedia.ca/Cheap-Flights-To-Simpson-Bay.d8941.Travel-Guide-Flights) - [Flights to Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten.d6143274.Flight-Destinations) - [Flights from Philadelphia to Philipsburg](https://www.expedia.ca/lp/flights/178297/3331/philadelphia-to-philipsburg) - [Flights from Cole Bay](https://www.expedia.ca/lp/flights/602866/flights-from-cole-bay) - [Flights from Lowlands](https://www.expedia.ca/lp/flights/6338924/flights-from-lowlands) - [Flights from Simpson Bay](https://www.expedia.ca/lp/flights/8941/flights-from-simpson-bay) ### Packages - [American University of the Caribbean](https://www.expedia.ca/American-University-Of-The-Caribbean-Maho.d6079633.Vacation-Attraction) - [Beacon Hill Vacations](https://www.expedia.ca/Beacon-Hill.d6342098.Destination-Travel-Guides) - [Casino Royale](https://www.expedia.ca/Casino-Royale-Lowlands.d6079637.Vacation-Attraction) - [Visit Cole Bay](https://www.expedia.ca/Cole-Bay.dx602866) - [Visit Cul de Sac](https://www.expedia.ca/Cul-De-Sac.dx11649) - [Cupecoy Vacations](https://www.expedia.ca/Cupecoy.d602829.Destination-Travel-Guides) - [Visit Cupecoy](https://www.expedia.ca/Cupecoy.dx602829) - [Hollywood Casino](https://www.expedia.ca/Hollywood-Casino-Pelican-Key.d6079643.Vacation-Attraction) - [Kim Sha Beach](https://www.expedia.ca/Kim-Sha-Beach-Simpson-Bay.d6079645.Vacation-Attraction) - [Little Bay Beach](https://www.expedia.ca/Little-Bay-Beach-Philipsburg.d553248621532873750.Vacation-Attraction) - [Lowlands Vacations](https://www.expedia.ca/Lowlands.d6338924.Destination-Travel-Guides) - [Maho Beach](https://www.expedia.ca/Maho-Beach-Lowlands.d6079649.Vacation-Attraction) - [Maho Reef Vacations](https://www.expedia.ca/Maho-Reef.d55037.Destination-Travel-Guides) - [Visit Maho Reef](https://www.expedia.ca/Maho-Reef.dx55037) - [Mullet Bay Beach](https://www.expedia.ca/Mullet-Bay-Beach-Maho.d506439.Vacation-Attraction) - [Mullet Bay](https://www.expedia.ca/Mullet-Bay-Maho.d553248635976196232.Vacation-Attraction) - [Paradise Plaza](https://www.expedia.ca/Paradise-Plaza-Sint-Maarten.d6079651.Vacation-Attraction) - [Visit Indigo Bay](https://www.expedia.ca/Philipsburg-Indigo-Bay.dx553248635976399393) - [Visit Pelican Key](https://www.expedia.ca/Simpson-Bay-Pelican-Key.dx553248635976196664) - [Simpson Bay Vacations](https://www.expedia.ca/Simpson-Bay.d8941.Destination-Travel-Guides) - [Visit Simpson Bay](https://www.expedia.ca/Simpson-Bay.dx8941) - [Sint Maarten Vacations](https://www.expedia.ca/Sint-Maarten.d6143274.Destination-Travel-Guides) - [Visit Sint Maarten](https://www.expedia.ca/Sint-Maarten.dx6143274) - [All inclusive Vacation Packages Sint Maarten](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/6143274/Sint-Maarten) ### Cars - [Car rentals near American University of the Caribbean](https://www.expedia.ca/Car-Rentals-In-American-University-Of-The-Caribbean.d6079633.Car-Rental-Guide) - [Car rental Beacon Hill](https://www.expedia.ca/Car-Rentals-In-Beacon-Hill.d6342098.Car-Rental-Guide) - [Car rentals near Little Bay Beach](https://www.expedia.ca/Car-Rentals-In-Little-Bay-Beach.d553248621532873750.Car-Rental-Guide) - [Car rentals near Maho Beach](https://www.expedia.ca/Car-Rentals-In-Maho-Beach.d6079649.Car-Rental-Guide) - [Car rental Maho Reef](https://www.expedia.ca/Car-Rentals-In-Maho-Reef.d55037.Car-Rental-Guide) - [Car rental Simpson Bay](https://www.expedia.ca/Car-Rentals-In-Simpson-Bay.d8941.Car-Rental-Guide) - [Car rental Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten.d6143274.Car-Rental-Destinations) - [Enterprise Rental Cars in Beacon Hill](https://www.expedia.ca/Enterprise-Car-Rentals-In-Beacon-Hill.d6342098-c15.Car-Rental-Guide-Suppliers) - [Enterprise Rental Cars in Sint Maarten](https://www.expedia.ca/Enterprise-Destinations-In-Sint-Maarten.d6143274-c15.Car-Rental-Destination-Suppliers) - [Hertz Rental Cars in Sint Maarten](https://www.expedia.ca/Hertz-Destinations-In-Sint-Maarten.d6143274-c40.Car-Rental-Destination-Suppliers) ### Vacation Rental - [Beacon Hill Vacation Rentals](https://www.expedia.ca/Beacon-Hill-Vacation-Rentals.d6342098.Travel-Guide-VacationRentals) - [Cole Bay Vacation Rentals](https://www.expedia.ca/Cole-Bay-Vacation-Rentals.d602866.Travel-Guide-VacationRentals) - [Cupecoy Vacation Rentals](https://www.expedia.ca/Cupecoy-Vacation-Rentals.d602829.Travel-Guide-VacationRentals) - [Sint Maarten Vacation Rentals](https://www.expedia.ca/Destinations-In-Sint-Maarten.d6143274.Vacation-Rental-Destinations) - [Lowlands Vacation Rentals](https://www.expedia.ca/Lowlands-Vacation-Rentals.d6338924.Travel-Guide-VacationRentals) - [Maho Reef Vacation Rentals](https://www.expedia.ca/Maho-Reef-Vacation-Rentals.d55037.Travel-Guide-VacationRentals) - [Simpson Bay Vacation Rentals](https://www.expedia.ca/Simpson-Bay-Vacation-Rentals.d8941.Travel-Guide-VacationRentals) ### Other - [Things to do in Beacon Hill](https://www.expedia.ca/Things-To-Do-In-Beacon-Hill.d6342098.Travel-Guide-Activities) - [Things to do in Cul de Sac](https://www.expedia.ca/Things-To-Do-In-Cul-De-Sac.d11649.Travel-Guide-Activities) - [Things to do in Cupecoy](https://www.expedia.ca/Things-To-Do-In-Cupecoy.d602829.Travel-Guide-Activities) - [Things to do in Lowlands](https://www.expedia.ca/Things-To-Do-In-Lowlands.d6338924.Travel-Guide-Activities) - [Things to do in Maho Reef](https://www.expedia.ca/Things-To-Do-In-Maho-Reef.d55037.Travel-Guide-Activities) - [Things to do in Simpson Bay](https://www.expedia.ca/Things-To-Do-In-Simpson-Bay.d8941.Travel-Guide-Activities) - [Things to do in Sint Maarten](https://www.expedia.ca/Things-To-Do-In-Sint-Maarten.d6143274.Travel-Guide-Activities) \*Available to Expedia members.