Title: Philipsburg Vacation Packages & Trips 2025/2026 from CA $1,151 | Expedia.ca [Philipsburg Travel Guide](https://expedia.ca/Philipsburg.dx3331)[Hotels in Philipsburg](https://expedia.ca/Philipsburg-Hotels.d3331.Travel-Guide-Hotels)[Vacation Rentals in Philipsburg](https://expedia.ca/Philipsburg-Vacation-Rentals.d3331.Travel-Guide-VacationRentals)[Flights to Philipsburg](https://expedia.ca/Cheap-Flights-To-Philipsburg.d3331.Travel-Guide-Flights)[Things to do in Philipsburg](https://expedia.ca/Things-To-Do-In-Philipsburg.d3331.Travel-Guide-Activities)[Philipsburg Car Rentals](https://expedia.ca/Car-Rentals-In-Philipsburg.d3331.Car-Rental-Guide) ![](https://images.trvl-media.com/place/506436/3bb80ec1-6647-4091-8031-ab8a2e3c8cb2.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Philipsburg Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence ### Better together Save up to CA $1,096 when you book a flight and hotel together\* ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package ### Rest easy Plan, book, and manage your trip all in one place #### Your Philipsburg Vacation Reserve a Philipsburg vacation package that has everything you need and no unnecessary extras. Great for shopping, coastal beaches and nature, consider basing yourself in the neighborhood of Upper Princes Quarter. If taking in sights is on the to-do list during your trip to Philipsburg, look around well-known attractions like [Maho Beach](https://www.expedia.ca/Maho-Beach-Lowlands.d6079649.Vacation-Attraction), [Pinel Island](https://www.expedia.ca/Pinel-Island-Saint-Martin.d6073157.Vacation-Attraction) and [Marigot Market](https://www.expedia.ca/Marigot-Market-Marigot.d6073145.Vacation-Attraction). Browse Expedia's wide range of travel options and book your ideal vacation to Philipsburg today. ## Top Philipsburg Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Holland House Beach Hotel](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/ef6e99b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holland House Beach Hotel Downtown Philipsburg CA $1,151 per person Nov 1 - Nov 6 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,004 reviews) Bar area could be a bit cleaner. Reviewed on Sep 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-01/2025-11-06/?FromAirport=YMQ&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1160500&paandie=true&dealMarker=ALi3-ml08z8LJMqOpk4owWiBin_5N6DuHYH4jBP_xZeMI2VsMmIoGyrUBXdDWyu_) ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at Simpson Bay Resort CA $2,027 per person Dec 14 - Dec 21 found 12 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,241 reviews) Simpson is absolutely the best hotel Reviewed on Sep 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-14/2025-12-21/?FromAirport=YMQ&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=4553784&paandie=true&dealMarker=tdD10pQF_EucQfGjORIb5_yI6c6No4X_8xZQIxGm0c1bsz6Ap6gqMrKniRPKezle) ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simpson Bay Resort, Marina & Spa Pelican Key CA $1,713 per person Dec 16 - Dec 23 found 1 day ago Roundtrip flight included Toronto (YTO) to Philipsburg (SXM) 9/10 Wonderful! (1,345 reviews) Wonderful stay. Clean. Walkable. Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-16/2025-12-23/?FromAirport=YTO&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1256868&paandie=true&dealMarker=7NiB-A02FFij052FyyfDv2uqggRMbjK_Tb04CyFBSrwaXw74QCmm6Tzv98p-r4c7) ![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/3eb207bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Princess Heights Luxury Boutique Condo Hotel Oyster Pond CA $1,596 per person Dec 14 - Dec 21 found 12 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.2/10 Wonderful! (964 reviews) Keep up your awesome work Team Princess Heghts! Your friends Anvar & Svetlana Reviewed on Sep 25, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-14/2025-12-21/?FromAirport=YMQ&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=561365&paandie=true&dealMarker=fr1P5C_s06ROQJbUfORWZvj1DehlsijuDBFgRvJkyNtj7YGTAwvFy7QoZW0dK7_6) ![Sapphire Beach Club Resort](https://images.trvl-media.com/lodging/1000000/870000/861000/860944/46903e22_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sapphire Beach Club Resort Maho CA $1,266 per person Dec 14 - Dec 21 found 12 hours ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 7/10 Good! (674 reviews) The service was exceptional Reviewed on Sep 23, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-12-14/2025-12-21/?FromAirport=YMQ&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=860944&paandie=true&dealMarker=fr1P5C_s06ROQJbUfORWZgD4P-aMPoSiinINxsvW13Rex2SkC3ohz4Zpof44vbSI) ## Where to stay in Philipsburg Find the best Philipsburg areas and neighborhoods for the activities you enjoy most. [Learn more about Philipsburg](https://expedia.ca/Philipsburg.dx3331) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Indigo Bay While Indigo Bay isn't home to many top sights, Little Bay Beach and Indigo Beach are some notable places to visit nearby. [Find hotel + flight trips in Indigo Bay](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Indigo%20Bay&DestID=553248635976399393&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/48000/48382-St-Maarten-Zoo.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Philipsburg 3 out of top 10 points of interest in this area While visiting Downtown Philipsburg, you might make a stop by sights like Sint Maarten Park and Great Bay Beach. [Find hotel + flight trips in Downtown Philipsburg](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Philipsburg&DestID=953563676148154368&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Point Blanche While Point Blanche isn't home to many top sights, Great Bay Beach and Little Bay Beach are some notable places to visit nearby. [Find hotel + flight trips in Point Blanche](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Point%20Blanche&DestID=553248635976399485&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Belair While Belair isn't home to many top sights, Little Bay Beach and Great Bay Beach are some notable places to visit nearby. [Find hotel + flight trips in Belair](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Belair&DestID=553248635976397229&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Sucker Garden Sucker Garden might not have many top sights, but Sint Maarten Park and Guana Bay Beach are two attractions nearby that you can check out. [Find hotel + flight trips in Sucker Garden](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Sucker%20Garden&DestID=553248633350903521&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Philipsburg Beach Vacation There's nothing like a Philipsburg vacation to put a bounce in your step. The soothing rhythm of rolling waves and the smell of salty air are sure to rejuvenate your mind and body. To be near the city centre on your trip to Philipsburg, base yourself around Little Bay Beach (2 kilometres away). If you're going to stick around a while, consider booking one of our Philipsburg vacation deals. Not only can you save cash, you'll also have other beautiful beaches around you to explore, like Guana Bay Beach and Indigo Beach. We call that a win-win! ## Things You Should Know About Philipsburg - Doze off to the calming sounds of the sea in one of our [Philipsburg beach hotels](https://www.expedia.ca/d3331-tBeachHotel.Travel-Guide-Filter-Hotels?lang=en&rfrr=ATG.LP.BodyContent). Nothing beats staying close to the ocean. - Philipsburg also has a decent selection of villas. [The Paradise Inn](https://www.expedia.ca/Philipsburg-Hotels-The-Paradise-Inn.h69281342.Hotel-Information) and [Oceans at Divi Little Bay](https://www.expedia.ca/Philipsburg-Hotels-Oceans-At-Divi-Little-Bay.h74267774.Hotel-Information) are a hit with travellers and are worth taking a look at. - Around 1,400 people reside in Philipsburg. If you want suggestions about things to see and do, why not start a conversation with one or two of the locals? Our [Philipsburg things to do page](null) is also a handy source of information. - Once you've made some great savings by booking a Philipsburg vacation package, you can splurge on unforgettable travel experiences. Little Bay Beach, Sint Maarten Park and University of St. Martin are three attractions that should be on your itinerary. ## Ready to book your vacation to Philipsburg? Choose your dates ## Philipsburg Hotel Deals ![Divi Little Bay Beach Resort](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Divi Little Bay Beach Resort Little Bay Road, Philipsburg Fully refundableReserve now, pay when you stay CA $234 CA $304 total Oct 11 - Oct 12 includes taxes & fees 8.2/10 Very Good! (1,003 reviews) "Amazing beach - beautiful unit. All of the amenities are first class! Best place to stay on St. Maarten!! Will definitely be back." Reviewed on Sep 12, 2025 [](https://expedia.ca/Hotel-Search?startDate=11%2F10%2F2025&endDate=12%2F10%2F2025&selected=470827&PinnedHotelID=470827&HadPinnedHotel=true®ionId=3331) ![Oceans at Divi Little Bay](https://images.trvl-media.com/lodging/75000000/74270000/74267800/74267774/fee04e6c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Oceans at Divi Little Bay Little Bay Road, Philipsburg, St. Maarten Fully refundableReserve now, pay when you stay CA $245 CA $318 total Sep 26 - Sep 27 includes taxes & fees 8.2/10 Very Good! (261 reviews) "It was nice" Reviewed on Sep 20, 2025 [](https://expedia.ca/Hotel-Search?startDate=26%2F09%2F2025&endDate=27%2F09%2F2025&selected=74267774&PinnedHotelID=74267774&HadPinnedHotel=true®ionId=3331) ![Holland House Beach Hotel](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/ef6e99b8_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holland House Beach Hotel Front Street 45, Philipsburg Fully refundableReserve now, pay when you stay CA $289 CA $347 total Oct 4 - Oct 5 includes taxes & fees 9/10 Wonderful! (1,005 reviews) "Beautiful space, amazing dining for dinner. Beautiful inviting staff" Reviewed on Sep 18, 2025 [](https://expedia.ca/Hotel-Search?startDate=04%2F10%2F2025&endDate=05%2F10%2F2025&selected=1160500&PinnedHotelID=1160500&HadPinnedHotel=true®ionId=3331) [See all 3,560 properties in Philipsburg](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=26%2F09%2F2025&endDate=27%2F09%2F2025®ionId=3331) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Philipsburg ![Great Bay Beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/523000/523223-great-bay-beach.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Great Bay Beach 4/5(20 reviews) If a restful vacation is part of your travel plans, Great Bay Beach might be the perfect place to seek out during your trip to Philipsburg. Check out the shops and top-notch restaurants in this romantic area. [](https://expedia.ca/Great-Bay-Beach-Philipsburg.d6338950.Vacation-Attraction) ![Fort Amsterdam which includes château or palace, a ruin and military items](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/48000/48448-Fort-Amsterdam.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fort Amsterdam 5/5(2 reviews) The remains of the first Dutch military base in the Caribbean offer stunning views across the ocean and over the town of Philipsburg behind it. [](https://expedia.ca/Fort-Amsterdam-Philipsburg.d502879.Vacation-Attraction) ![Guana Bay Beach featuring cuddly or friendly animals, landscape views and a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/48000/48411-Guana-Bay-Beach.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Guana Bay Beach 5/5(2 reviews) The picturesque shores of this tranquil bay provide a great opportunity to escape the crowds and jump in the crystal clear water for surfing or swimming. [](https://expedia.ca/Guana-Bay-Beach-Philipsburg.d506436.Vacation-Attraction) ### What to do in Philipsburg ![High-Speed Ferry to St. Barths](https://mediaim.expedia.com/localexpert/176989/803f204c-e59b-47d1-9a40-1a59056c3ffb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### High-Speed Ferry to St. Barths CA $103 per adult **76%** of travellers recommend [](https://expedia.ca/things-to-do/high-speed-ferry-to-st-barths.a176989.activity-details) ![Lunch at Meads BAy](https://mediaim.expedia.com/localexpert/2134171/387ce72a-e3db-4bde-a444-397fb570091c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Ultimate Prickly Pear and Anguilla Experience CA $206 per adult **82%** of travellers recommend [](https://expedia.ca/things-to-do/ultimate-prickly-pear-and-anguilla-experience.a2134171.activity-details) ![Sightseeing Tour of the French and Dutch Sides of the Island](https://mediaim.expedia.com/localexpert/686653/404621fb-5f43-421e-bffb-058e0a0058ce.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### St-Martin and St Maarten: Sightseeing Tour of the French and Dutch Sides of the Island CA $77 per adult **80%** of travellers recommend [](https://expedia.ca/things-to-do/st-martin-and-st-maarten-sightseeing-tour-of-the-french-and-dutch-sides-of-the-island.a686653.activity-details) [See all activities in Philipsburg](https://expedia.ca/things-to-do/search?rid=3331) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other ### Lodging - [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) - [Beach Hotel Hotels in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Beach-Hotel.0-0-d6143274-tBeachHotel.Hotel-Filter-Destinations) - [Boutique Hotels in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Boutique-Hotel.0-0-d6143274-tBoutiqueHotel.Hotel-Filter-Destinations) - [Casino Hotels in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Casino-Hotel.0-0-d6143274-tCasinoHotel.Hotel-Filter-Destinations) - [Cheap Hotels in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Cheap-Hotels.0-0-d6143274-tCheapHotels.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) - [Golf Hotels in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Golf-Hotel.0-0-d6143274-tGolfHotel.Hotel-Filter-Destinations) - [Historic Hotels in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Historic-Hotel.0-0-d6143274-tHistoricHotel.Hotel-Filter-Destinations) - [Honeymoon Resorts and in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Honeymoon-Hotels.0-0-d6143274-tHoneymoonHotels.Hotel-Filter-Destinations) - [Hotels with a Pool in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Hotel-With-Pool.0-0-d6143274-tHotelwithPool.Hotel-Filter-Destinations) - [Hotels with a Lazy River in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Hotels-With-A-Lazy-River.0-0-d6143274-tHotelswithaLazyRiver.Hotel-Filter-Destinations) - [Hotels with Balconies in Sint Maarten](https://www.expedia.ca/Destinations-In-Sint-Maarten-Hotels-With-Balconies.0-0-d6143274-tHotelswithBalconies.Hotel-Filter-Destinations) - 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[Visit Madame's Estate](https://www.expedia.ca/Philipsburg-Madames-Estate.dx553248635976659227) - [Visit Sucker Garden](https://www.expedia.ca/Philipsburg-Sucker-Garden.dx553248633350903521) - [Simpson Bay Vacations](https://www.expedia.ca/Simpson-Bay.d8941.Destination-Travel-Guides) - [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 - [Ace Rental Cars in Sint Maarten](https://www.expedia.ca/Ace-Destinations-In-Sint-Maarten.d6143274-c2.Car-Rental-Destination-Suppliers) - [Alamo Rent A Car Rental Cars in Sint Maarten](https://www.expedia.ca/Alamo-Rent-A-Car-Destinations-In-Sint-Maarten.d6143274-c6.Car-Rental-Destination-Suppliers) - [Avis Rental Cars in Sint Maarten](https://www.expedia.ca/Avis-Destinations-In-Sint-Maarten.d6143274-c41.Car-Rental-Destination-Suppliers) - 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