Title: Southwest Vacations & Trips 2026 from CA $1,328 | 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/553248635975867060/0a5d7de8-5711-4c95-a126-10c7f800e87b.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 Fred - Adults Only](https://images.trvl-media.com/lodging/23000000/22850000/22841100/22841019/72e3f5f1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Fred - Adults Only Downtown Frederiksted CA $1,328 per person May 4 - May 11 found 11 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Christiansted (STX) 8.4/10 Very Good! (340 reviews) The staff especially Delia went above and beyond to make us feel welcome by contacting us a day before our arrival, helping with shuttle service & making sure every need was met during our stay. The property was beautiful and right on the sea. My only negative was chicken poop around the pool area. Reviewed on Feb 26, 2026 ![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 $2,299 per person May 4 - May 11 found 11 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Christiansted (STX) 7.8/10 Good! (199 reviews) Clean, most staff was amazing! All rooms there have private balconies overlooking the ocean which is very close! Beds are comfy and bathroom is updated. Food was decent, pool bar food was the best and available 11am-9:30pm. Drinks and bartenders were the best, they get to know you quickly and are very personable. Front desk was able to meet all our requests, anything you need go see them. Activities directors were lots of fun! They sit out by the pool from 10-5 with tye dye, bracelet making, painting, and will play bingo or trivia upon request. Pool is decent size, very clean and refreshing. Hot tub is big and not too hot for island life, a comfortable warm, especially at night. Casino across the street was great and never busy. They have longer food hours but you have to pay for food, the drinks and pretzels are free all the time. Ocean is perfect for swimming, yes there was seaweed but they had this cool tractor that picked it up off the beach every morning. Lots of cool rocks and shells to find all the time in shore. Bring goggles and you can see the floor of the ocean and find shells in the water too. Perfect sunrises! If you want to be away from party bars and shopping central, in a tranquil paradise to just chill and relax on island time, this is the perfect resort for you! Huge plus its adults only. There are taxis constantly running from the hotel to the many island tourist attractions its just a bit of a drive (30ish mins). We stayed a week at the end if Feb ‘26. Reviewed on Feb 26, 2026 ![Carina Bay Boutique All Inclusive Resort & Casino](https://images.trvl-media.com/lodging/1000000/430000/423400/423335/d85767c2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Carina Bay Boutique All Inclusive Resort & Casino CA $2,298 per person May 4 - May 11 found 11 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Christiansted (STX) 7.8/10 Good! (583 reviews) Clean room & staff was amazing Reviewed on Feb 28, 2026 ![The Waves at Cane Bay](https://images.trvl-media.com/lodging/5000000/4610000/4602100/4602053/4a47dba2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Waves at Cane Bay CA $1,880 per person May 4 - May 11 found 11 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Christiansted (STX) 9.4/10 Exceptional! (312 reviews) The room was lovely and so beautifully appointed. We loved the crashing waves and our view. What a spot! The staff is so friendly and helpful, filling our few requests on the spot. Being a few steps from Ama was a major perk. Couldn’t have been better. Reviewed on Feb 20, 2026 ![Tamarind Reef Resort Spa & Marina](https://images.trvl-media.com/lodging/4000000/3930000/3921900/3921859/c33cc3ef_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tamarind Reef Resort Spa & Marina CA $1,812 per person May 20 - May 27 found 1 day ago Roundtrip flight included Montreal (YUL) to Christiansted (STX) 8.4/10 Very Good! (520 reviews) Good location, friendly staff and clean. The bathroom door is not sound, if you’re sharing a room and you’re shy you might be uncomfortable. Unable to swim at the private beach but they have a nice pool. Onsite restaurant was good, not a lot of options however, keep in mind it’s an island and deliveries can be slower. The staff was great. Reviewed on Mar 2, 2026 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_553248635975751649) ## Southwest Hotel Deals ![Sand Castle on the Beach - Adults Only](https://images.trvl-media.com/lodging/2000000/1750000/1744100/1744089/57e4421e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sand Castle on the Beach - Adults Only 127 Smithfield Frederiksted St. Croix CA $399 CA $449 total Apr 1 - Apr 2 includes taxes & fees 9.2/10 Wonderful! (926 reviews) staff were very good. Room clean. A bit noisy on the first floor. Chris the beach attendant was fantastic!!!! The area where hotel is does not have anything around it. Frederiksted does not offer much. Better in Christiansted. Need a car at Sand Castle. Cafe next door is not the best and it is the ... Reviewed on Mar 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F04%2F2026&endDate=02%2F04%2F2026&selected=1744089&PinnedHotelID=1744089&HadPinnedHotel=true®ionId=553248635975751649) ![Cottages by the Sea](https://images.trvl-media.com/lodging/7000000/6660000/6656100/6656090/2355236c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cottages by the Sea 127A Smithfield Rd Frederiksted St. Croix 9.6/10 Exceptional! (312 reviews) Loved the cottage setting, no high rise, no crowds, and our own beach with lounge chairs. A shared BBQ grill was very nice, allowed us to stay on the property to eat. A full kitchen was also a plus. Staff was very helpful and was quick to address any concerns we had. I would definately stay there ... Reviewed on Jan 19, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=17%2F03%2F2026&endDate=18%2F03%2F2026&selected=6656090&PinnedHotelID=6656090&HadPinnedHotel=true®ionId=553248635975751649) [](https://expedia.ca/Hotel-Search?startDate=17%2F03%2F2026&endDate=18%2F03%2F2026&selected=6656090&PinnedHotelID=6656090&HadPinnedHotel=true®ionId=553248635975751649) ![PARADISE COVE SECLUDED PRISTINE VILLA, "MARGARITA"](https://images.trvl-media.com/lodging/28000000/27140000/27130200/27130101/d710034f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### PARADISE COVE SECLUDED PRISTINE VILLA, "MARGARITA" Frederiksted, St. Croix St. Croix Island 9.8/10 Exceptional! (47 reviews) We loved the house and the seclusion of the setting. The beach may not be the best swimming spot but it is private and beautiful. We saw Leatherback turtles, horses, hummingbirds, and more. Gail was easily accessible and very accommodating. We can't wait to go back! Reviewed on Feb 24, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=17%2F03%2F2026&endDate=18%2F03%2F2026&selected=27130101&PinnedHotelID=27130101&HadPinnedHotel=true®ionId=553248635975751649) [](https://expedia.ca/Hotel-Search?startDate=17%2F03%2F2026&endDate=18%2F03%2F2026&selected=27130101&PinnedHotelID=27130101&HadPinnedHotel=true®ionId=553248635975751649) [See all 902 properties in Southwest](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F03%2F2026&endDate=05%2F03%2F2026®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. 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