Title: Southside Vacations & Trips 2026 from CA $2,726 | Expedia.ca [Southside Hotels](https://expedia.ca/Destinations-In-Southside.d553248635975750421.Hotel-Destinations)[Vacation Rentals in Southside](https://expedia.ca/Destinations-In-Southside.d553248635975750421.Vacation-Rental-Destinations)[Southside Car Rentals](https://expedia.ca/Destinations-In-Southside.d553248635975750421.Car-Rental-Destinations) ![](https://images.trvl-media.com/place/553248635975750421/574eab82-bfd2-433c-aea3-9232c43b0bb7.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Southside 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 Southside Vacation Deals Price found within the past 48 hours. Click for updated prices. ![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 $2,726 per person Apr 16 - Apr 23 found 8 hours ago Roundtrip non-stop flight included Toronto (YTO) to Christiansted (STX) 7.8/10 Good! (527 reviews) Our room was nice and clean with a nice view. Bethany, Gregory and Luisa were great at the beach bar and grill. There was limited restaurant selection but the food was very good. Reviewed on Feb 8, 2026 ![Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas](https://images.trvl-media.com/lodging/60000000/60000000/59992500/59992417/f9184fd5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Great Bay Condominiums located at The Ritz-Carlton Club, St Thomas CA $3,780 per person Apr 29 - May 6 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to St. Thomas (STT) 9.2/10 Wonderful! (33 reviews) ![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 $2,754 per person Apr 16 - Apr 23 found 8 hours ago Roundtrip non-stop flight included Toronto (YTO) to Christiansted (STX) 7.8/10 Good! (199 reviews) Staff was great rooms can use a upgrade but overall it was nice drinks and views were outstanding Reviewed on Feb 3, 2026 ![Club Wyndham Elysian Beach Resort](https://images.trvl-media.com/lodging/1000000/530000/527900/527816/87eececd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Club Wyndham Elysian Beach Resort CA $4,003 per person Mar 19 - Mar 26 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to St. Thomas (STT) 7.8/10 Good! (173 reviews) Chaniesha and her team that work their was so polite and kind I love the experience I’m coming back . Reviewed on Oct 31, 2025 ![Margaritaville Vacation Club - St. Thomas](https://images.trvl-media.com/lodging/12000000/11800000/11796200/11796106/29cf8be8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Margaritaville Vacation Club - St. Thomas CA $3,054 per person Mar 19 - Mar 26 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to St. Thomas (STT) 8/10 Very Good! (2,299 reviews) Staff clean room amenities Reviewed on Feb 9, 2026 ## Southside Hotel Deals ![The Westin St. Thomas Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/170000/162200/162117/adea4f9b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Westin St. Thomas Beach Resort & Spa 5 Estate Bakkeroe St. Thomas St. Thomas CA $991 CA $1,243 total Feb 11 - Feb 12 includes taxes & fees 8.2/10 Very Good! (1,072 reviews) Clean room. Excellent service. Friendly helpful staff. Reviewed on Feb 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=11%2F02%2F2026&endDate=12%2F02%2F2026&selected=162117&PinnedHotelID=162117&HadPinnedHotel=true®ionId=553248635975750421) ![Buoy Haus Beach Resort St. Thomas, Autograph Collection](https://images.trvl-media.com/lodging/96000000/95340000/95332000/95331919/6f8c1f93_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Buoy Haus Beach Resort St. Thomas, Autograph Collection 2 Estate Bakkeroe St. Thomas VI CA $1,511 CA $1,868 total Feb 11 - Feb 12 includes taxes & fees 9.2/10 Wonderful! (150 reviews) Food and rooms Reviewed on Jan 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=11%2F02%2F2026&endDate=12%2F02%2F2026&selected=95331919&PinnedHotelID=95331919&HadPinnedHotel=true®ionId=553248635975750421) ![Bolongo Bay Beach Resort](https://images.trvl-media.com/lodging/1000000/30000/26800/26734/236fd325_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Bolongo Bay Beach Resort 7150 Bolongo St. Thomas St. Thomas 8/10 Very Good! (1,001 reviews) The food was amazing and the rum snorkel scavenger hunt was really fun. Reviewed on Feb 3, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=26734&PinnedHotelID=26734&HadPinnedHotel=true®ionId=553248635975750421) [](https://expedia.ca/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=26734&PinnedHotelID=26734&HadPinnedHotel=true®ionId=553248635975750421) [See all 452 properties in Southside](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F02%2F2026&endDate=11%2F02%2F2026®ionId=553248635975750421) 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 Southside vacation package cost? ### How do I get a cheap travel package to Southside? ### How far in advance should I book my Southside vacation? ### What does an Expedia Southside travel package include? ### What should I know before booking a Southside travel package? ### Can I choose my airline with a Southside Expedia vacation package? ### If I'm not able to travel, can I cancel my Southside vacation package? \* 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