Title: Southside Vacations & Trips 2026 from CA $1,676 | 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. ![At Home in the Tropics](https://images.trvl-media.com/lodging/24000000/23530000/23527200/23527119/d0606099_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### At Home in the Tropics CA $1,676 per person Apr 18 - Apr 24 found 19 hours ago Roundtrip non-stop flight included Toronto (YTO) to St. Thomas (STT) 9.8/10 Exceptional! (149 reviews) Clean and accommodating. Would stay again! Reviewed on Feb 14, 2026 ![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 $2,861 per person Apr 5 - Apr 12 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Christiansted (STX) 7.8/10 Good! (527 reviews) The bar at the beach was the best. The resort is located right on the beach. It was amazing to wake up to the sound of the ocean every day. Reviewed on Feb 15, 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 $2,798 per person Apr 18 - Apr 24 found 19 hours 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 $2,635 per person Apr 27 - May 4 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to St. Thomas (STT) 8/10 Very Good! (2,299 reviews) Room was clean but we werent given a room till 7pm when we were supposed to be in at 3pm. They do not clean the rooms during your stay nor do they change your bed linens. They do provide extra towels upon request. They do not have enough chairs by pool area for everyone. They allow visitors to save pool chairs as they walk away for hours. There should be no saving of chairs. Great setup although beach not swimmable you can walk and view. There are beaches within walking distance. Great activities. Managers were great. Grounds beautiful. Food great and reasonable in the restaurant where we ate everyday. Dont like the pressure sales and rude sales financial guy. All staff were friendly and helpful despite being through damaging hurricanes. Margarittas endless. They need to enforce no smoking rules..Couldnt use porch due to smoking and had to leave pool.area and concert due to property allowing smoking in no smoking areas. They advertise as no smoking facility, not true, its not enforced. Security is excellent. Overall good stay good people. Reviewed on Feb 15, 2026 ![Limetree Beach Resort by Club Wyndham](https://images.trvl-media.com/lodging/1000000/530000/527900/527815/ab5620c8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Limetree Beach Resort by Club Wyndham CA $2,832 per person Apr 27 - May 4 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to St. Thomas (STT) 8.2/10 Very Good! (202 reviews) Super clean, staff was really nice. Loved that the pool closed at 10pm. Food was really good. Reviewed on Jan 17, 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_553248635975750421) ## 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 $839 CA $1,067 total Mar 2 - Mar 3 includes taxes & fees 8.2/10 Very Good! (1,080 reviews) Rooms were clean, facility was beautiful, staff were professional and attentive, pool was amazing. Reviewed on Feb 8, 2026 [](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%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 $1,369 CA $1,703 total Mar 18 - Mar 19 includes taxes & fees 9.2/10 Wonderful! (152 reviews) Friendly staff, ground and room cleanliness Staff at outdoor restaurants/bars were not attentive. Reviewed on Feb 10, 2026 [](https://expedia.ca/Hotel-Search?startDate=18%2F03%2F2026&endDate=19%2F03%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) Very nice staff, great food Reviewed on Feb 11, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=26734&PinnedHotelID=26734&HadPinnedHotel=true®ionId=553248635975750421) [](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=26734&PinnedHotelID=26734&HadPinnedHotel=true®ionId=553248635975750421) [See all 444 properties in Southside](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F02%2F2026&endDate=18%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