Title: Southwest Vacation Packages & Trips 2025 from CA $1,252 | Expedia.ca [Southwest Hotels](https://expedia.ca/Destinations-In-Southwest.d553248635975751649.Hotel-Destinations)[Vacation Rentals in Southwest](https://expedia.ca/Destinations-In-Southwest.d553248635975751649.Vacation-Rental-Destinations)[Southwest Car Rentals](https://expedia.ca/Destinations-In-Southwest.d553248635975751649.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/6068117/ec25cd7a-3ef4-4d7d-8aff-edde171b24ef.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southwest 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 ## Top Southwest Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Frederiksted Hotel](https://images.trvl-media.com/lodging/17000000/16790000/16789900/16789884/9685a52c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Frederiksted Hotel Downtown Frederiksted CA $1,939 per person Nov 22 - Nov 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Christiansted (STX) 8.4/10 Very Good! (303 reviews) Great stay! Clean, quiet, quaint. So peaceful. Right near the waterfront so great views and place to walk & take pics! Reviewed on Sep 1, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-29/?FromAirport=YTO&Destination=STX&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16789884&paandie=true&dealMarker=BXTmWtIMY0Y4YnXbxWd-ojS3yHlcvLRUU1GEhB8RV-kQgTk1IfFsMs_K1JQca4Gh) ![Oceans at Divi Carina Bay Adults Only](https://images.trvl-media.com/lodging/75000000/74270000/74267500/74267478/65a4b2c5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans at Divi Carina Bay Adults Only CA $3,268 per person Nov 22 - Nov 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Christiansted (STX) 7.8/10 Good! (198 reviews) while we made the most of our stay only 2 spots to eat was available and one was by the pool staff seemed very unimpressed with bieing there no real playmakers or entertainment the beach they took us to was the most pathethic beach ever, no beach chairs, and it was a community access point for the beach, so very unsafe food was limited at best if there was no omelettes this would of been the worst food ever Reviewed on Sep 22, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-29/?FromAirport=YTO&Destination=STX&NumRoom=1&NumAdult=2&NumChild=0&hotelId=74267478&paandie=true&dealMarker=si-VUxnjiKItG_nwXGApDPJP36kFRLRm3A7wgrb0412zRCMWxIcM6nlYk2dsiuib) ![Carina Bay Boutique All Inclusive Resort & Casino](https://images.trvl-media.com/lodging/1000000/430000/423400/423335/2dcc502f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Carina Bay Boutique All Inclusive Resort & Casino CA $3,015 per person Nov 22 - Nov 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Christiansted (STX) 7.8/10 Good! (509 reviews) Elyssa and the entire staff made my proposal right out of a story book. Louisa was a friendly and amazing bartender the entire time. Reviewed on Oct 8, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-29/?FromAirport=YTO&Destination=STX&NumRoom=1&NumAdult=2&NumChild=0&hotelId=423335&paandie=true&dealMarker=si-VUxnjiKItG_nwXGApDPJP36kFRLRm3A7wgrb0412_OGENCzxDx6SBE0OwI621) ![The Palms at Pelican Cove](https://images.trvl-media.com/lodging/2000000/1730000/1722800/1722766/42acaae9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Palms at Pelican Cove CA $2,092 per person Nov 22 - Nov 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Christiansted (STX) 8/10 Very Good! (749 reviews) It was a ok experience had I been in a different area could have been better Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-29/?FromAirport=YTO&Destination=STX&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1722766&paandie=true&dealMarker=BXTmWtIMY0Y4YnXbxWd-ogD4GTOll0htJiqP9KYkx_V_pwIu8V_y1ab-gwyjROeE) ![The Cove Hotel St.Croix ](https://images.trvl-media.com/lodging/114000000/113280000/113272400/113272315/da3c5dd3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Cove Hotel St.Croix CA $2,132 per person Nov 22 - Nov 29 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Christiansted (STX) 10/10 Exceptional! (86 reviews) The room was clean and ready when we arrived. The owners were welcoming. The check-in process was quick and easy. The area is very quiet.the ac had a remote that was easy to use. The bed was comfortable. The pool was cleaned daily. They offered to help with the baggage when checking in and out. Not necessarily something i didn't like but things that could've been better; house keeping is every other day and there's only 1 small trash can in the room. There wasn't a microwave available in or out of the room. Brochures are nice but lack "local" activities (there was hermit crab racing 15 minutes from the hotel that wasnt mentioned when we asked for things to do). The view from our room was nice but not how it seemed on expedia. The water gets to a nice comfortable temperature but the pressure isnt that strong. If you need lotion or a shower cap bring your own its none in the room but they have shampoo,conditioner, and body wash. Overall we enjoyed our stay and I do recommend staying here if you dont mind this minor things. Reviewed on Oct 3, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-29/?FromAirport=YTO&Destination=STX&NumRoom=1&NumAdult=2&NumChild=0&hotelId=113272315&paandie=true&dealMarker=BXTmWtIMY0Y4YnXbxWd-ogD4GTOll0htJiqP9KYkx_XL0yNbbbEPNlIn8qSTqEkh) ## Southwest Hotel Deals ![Sand Castle on the Beach - Adults Only](https://images.trvl-media.com/lodging/2000000/1750000/1744100/1744089/941d8b56_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sand Castle on the Beach - Adults Only 127 Smithfield, Frederiksted, St. Croix CA $322 CA $362 total Oct 11 - Oct 12 includes taxes & fees 9.2/10 Wonderful! (886 reviews) "I have stayed at several places on St Croix and this is the best so far. It is right on the water and everything was just tremendous." Reviewed on Sep 8, 2025 [](https://expedia.ca/Hotel-Search?startDate=11%2F10%2F2025&endDate=12%2F10%2F2025&selected=1744089&PinnedHotelID=1744089&HadPinnedHotel=true®ionId=553248635975751649) ![Cottages by the Sea](https://images.trvl-media.com/lodging/7000000/6660000/6656100/6656090/7c88b017_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cottages by the Sea 127A Smithfield Rd, Frederiksted, St. Croix 9.4/10 Exceptional! (300 reviews) "Great location right on the beach. Perfect for our stay" Reviewed on Sep 22, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=24%2F10%2F2025&endDate=25%2F10%2F2025&selected=6656090&PinnedHotelID=6656090&HadPinnedHotel=true®ionId=553248635975751649) [](https://expedia.ca/Hotel-Search?startDate=24%2F10%2F2025&endDate=25%2F10%2F2025&selected=6656090&PinnedHotelID=6656090&HadPinnedHotel=true®ionId=553248635975751649) ![4Br, 5Bath, 5 minutes to Beach AC Home](https://images.trvl-media.com/lodging/19000000/19000000/18992000/18991973/d32ff6f6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 4Br, 5Bath, 5 minutes to Beach AC Home Federiksted 9.8/10 Exceptional! (56 reviews) "Nice clean house with a lot of room for everyone. Host was very accommodating with early church in and late check out to match our flight schedule. Bonnie if you like dogs let her know so she can let her sweet pup brownie come out to play in the huge back yard." Reviewed on Aug 14, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=24%2F10%2F2025&endDate=25%2F10%2F2025&selected=18991973&PinnedHotelID=18991973&HadPinnedHotel=true®ionId=553248635975751649) [](https://expedia.ca/Hotel-Search?startDate=24%2F10%2F2025&endDate=25%2F10%2F2025&selected=18991973&PinnedHotelID=18991973&HadPinnedHotel=true®ionId=553248635975751649) [See all 908 properties in Southwest](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=11%2F10%2F2025&endDate=12%2F10%2F2025®ionId=553248635975751649) 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) ## Frequently asked questions ### How much does a Southwest vacation package cost? > Maybe less than you imagined — from a tempting CA $1,939, actually! By combining flights, hotels and car rentals into a custom-built package, your Southwest escape is just a few clicks away. ### How do I get a cheap travel package to Southwest? > You'll save loads of cash if you bundle your hotels, car rentals and flights into a Southwest travel package. Sometimes cheap means fewer options. But not with Expedia. We offer over 550 partner airlines and 1,000,000 properties across the globe, so you'll always have plenty of variety to choose from. Like to save even more? Add some interesting activities to your package deal to unlock even bigger bargains! After all, travel is about more than just getting to your destination. ### How far in advance should I book my Southwest vacation? > Reward yourself with the biggest variety and the lowest prices by booking your trip to Southwest early. Air carriers typically publish flights anywhere up to 12 months before departure, so secure your spot as soon as possible. Having said that, Expedia is committed to giving you the best bargains around, so there's never a bad time to book your dream vacation! ### What does an Expedia Southwest travel package include? > Hotels, flights and a reliable car for your road trip adventures. Simply pick and choose your preferred bundle and get access to great discounts. Once you've made your booking, add on a couple of activities and tours and watch your savings grow. When it comes to creating your Southwest escape, you're in charge! ### What should I know before booking a Southwest travel package? > You can save big by combining your airfares, hotels and rental cars. Once you've created your package, you can add on things like activities or tours. Your next unforgettable vacation is only a few clicks away. ### Can I choose my airline with a Southwest Expedia vacation package? > Definitely. Expedia has over 550 partner airlines to select from all over the world. With all that choice at your fingertips, finding the ideal carrier to take you to Southwest will be a cinch. ### If I'm not able to travel, can I cancel my Southwest vacation package? > It's impossible to predict what the future holds, so it's comforting to know that you can change or cancel your Southwest vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) to find out more. ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)