Title: Southside Vacation Packages & Trips 2025 from CA $1,303 | 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/6248575/d7c777e3-b11a-4950-a31d-99a628bb24ab.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. ![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 $1,790 per person Jan 22 - Jan 25 found 19 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Christiansted (STX) 7.8/10 Good! (199 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/2026-01-22/2026-01-25/?FromAirport=YYZ&Destination=STX&NumRoom=1&NumAdult=2&NumChild=0&hotelId=74267478&paandie=true&dealMarker=bBB1TR-zoCAb4VD5IXAxbz8Hy5YwI-bdS9ZnHNFZzEQ5e3MUXIxZTaIN2DU3CVRt) ![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 $3,582 per person Jan 1 - Jan 8 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to St. Thomas (STT) 8.2/10 Very Good! (201 reviews) Nice clean property, good location. Good parking. Didn’t like the restaurant adds an automatic 20% gratuity, and 4% credit card charge Reviewed on Oct 4, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-01/2026-01-08/?FromAirport=YYZ&Destination=STT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=527815&paandie=true&dealMarker=a7R2T2xDfY-3OSLjF8pmjybFAVAZXARl-4fvOn5EGpMgQoi6DjynPd5M6hojfbd9) ![The Saint Resort](https://images.trvl-media.com/lodging/116000000/115880000/115871800/115871717/188f1cbe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Saint Resort CA $2,102 per person Jan 22 - Jan 25 found 19 hours ago Roundtrip non-stop flight included Toronto (YYZ) to St. Thomas (STT) 9.8/10 Exceptional! (19 reviews) Everything was fantastic Reviewed on Oct 17, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-22/2026-01-25/?FromAirport=YYZ&Destination=STT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=115871717&paandie=true&dealMarker=bBB1TR-zoCAb4VD5IXAxbz6LCgPDhro9m_1EwcLjJIsfM-ld_FKrx12fBGI3_y0S) ![Villa Island Paradise](https://images.trvl-media.com/lodging/120000000/119840000/119839900/119839838/f07612fe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Villa Island Paradise CA $3,866 per person Jan 17 - Jan 24 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to St. Thomas (STT) 8/10 Very Good! (1 review) Owners wete anazing and went above and beyond. We had solar power when we had an island wide blackout! Loced this place! Reviewed on Oct 30, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-17/2026-01-24/?FromAirport=YTO&Destination=STT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=119839838&paandie=true&dealMarker=4zQfvv2ZIN8KF4RsCC2mXwA35Z0L-G_mbpoBNt-yy_gvMc9hBWrTB7Y1pI8A-1W4) ![Hotel 1829](https://images.trvl-media.com/lodging/112000000/111540000/111531300/111531274/364f4557_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel 1829 CA $2,789 per person Jan 17 - Jan 24 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to St. Thomas (STT) 9.8/10 Exceptional! (7 reviews) What a wonderful hotel. We were pleasantly greeted on arrival by the owners. The hotel is full of character and is undergoing renovations. The location is great with wonderful views of the ocean. Sunday brunch was excellent. Reviewed on Oct 6, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-17/2026-01-24/?FromAirport=YTO&Destination=STT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=111531274&paandie=true&dealMarker=4zQfvv2ZIN8KF4RsCC2mX3kOkdi2mYFNBHbCF2BjVRaLnBEx_qv4UN7pRETeQLb1) ## 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, Po Box 7100, St. Thomas, St. Thomas Fully refundableReserve now, pay when you stay CA $502 CA $682 total Nov 2 - Nov 3 includes taxes & fees 8.2/10 Very Good! (1,005 reviews) Only issue we have was the fridge didn’t cool my items we had in there and we had to throw it away!!! Reviewed on Oct 26, 2025 [](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&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 Fully refundableReserve now, pay when you stay CA $681 CA $902 total Nov 30 - Dec 1 includes taxes & fees 9.2/10 Wonderful! (129 reviews) Wait staff kept rushing us at the dining table, be it breakfast, lunch or dinner. We just wanted to relax and enjoy ourselves and the ocean view. No customers were waiting. Barely anyone at the restaurant. Reviewed on Oct 27, 2025 [](https://expedia.ca/Hotel-Search?startDate=30%2F11%2F2025&endDate=01%2F12%2F2025&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! (1,000 reviews) The resort was absolutely amazing! Our view wasn't of the beach, but a nice garden area. Everyone working there was friendly. We will definitely be going back! Reviewed on Sep 28, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=15%2F11%2F2025&endDate=16%2F11%2F2025&selected=26734&PinnedHotelID=26734&HadPinnedHotel=true®ionId=553248635975750421) [](https://expedia.ca/Hotel-Search?startDate=15%2F11%2F2025&endDate=16%2F11%2F2025&selected=26734&PinnedHotelID=26734&HadPinnedHotel=true®ionId=553248635975750421) [See all 440 properties in Southside](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F11%2F2025&endDate=03%2F11%2F2025®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? > Get ready to book, because a trip to Southside starts from a tempting CA $1,790. When you combine your flights, hotels and car rentals into a travel package, you'll pick up great deals. ### How do I get a cheap travel package to Southside? > Crafting your own Southside vacation package with Expedia is a smart way to save. We have access to more than 550 airlines and 1,000,000 properties across the globe. With such a wonderful range to pick from, you'll have no trouble putting together your next dream escape. ### How far in advance should I book my Southside vacation? > It's tricky picking the ideal time for airfares, but we normally say the earlier, the better. Many international journeys on Expedia become available up to 12 months in advance. If you're booking late, don't worry. Discounted prices occasionally appear within a few weeks of departure dates. ### What does an Expedia Southside travel package include? > It comes down to what type of escape you have in the works. Southside vacation deals can include car rentals, flights and hotels. You can mix and match to create the travel package that suits you. You can also add on experiences and activities after you've booked to get even bigger discounts. ### What should I know before booking a Southside travel package? > Our prices are already low. However, you'll snap up even more savings if you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and tons of choice. ### Can I choose my airline with a Southside Expedia vacation package? > With a vacation package, you're always in charge. Whether you'd like to fly to Southside in coach or business class, simply select from the available airline options. Expedia has access to more than 550 airline partners worldwide. ### If I'm not able to travel, can I cancel my Southside vacation package? > Your situation can change unexpectedly, so yes, you can. You may be able to amend or cancel your Southside vacation package at no cost within 24 hours of booking. For bookings older than that, you can still make the necessary changes, but your airline, hotel or car rental company may impose a charge. Want more information? Have a look at our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105). We'll help make sure your trip goes off without a hitch. ## 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,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFBUlEQVR4Xu3aMXLzOAxAYWVcuNwj6Cg+Gn00HcVH2NJFZrEBCBIUzWQGs/Nv4bzX2EJIfuoUO9nkf2ibB38ikFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQakM9tatfpfftL/vHBsOpD5GirvkZF/vY1vRIng4CAgNR2nYKAgExIiStxROr2mzz1pZ9oyLUuiFHvfBYICAiIBhKjHgiIr7WuFVmfuKivsnxjD2QKBGQDAfFApkB87fb1Ebsvfk3koS8gIBtIW/waiAZShyB18WsgmiOi33Db19kiTz3Rum/2pXf/1G2B7DoFAQEBAQGxVTkk6ttFT+zuZz2nJfLQF707uxUPBERAIhAPxAIBkRk5Zyf69mNAvhlNlTgZZDGaKnEyyGI0VeJkkMVoqsTJIIvRVImTQRajqRIngyxGUyVOHpB197bpqlePut1OvLUlhvwUCMg6kDEQkHUgY++MxOfpbbsoYn9gPppliPesH7Evfa+Ntm0fBhqIBQIyjEBAPBDrtyP3zf6afCji23VkmbvXVeZaw8jubnt1QUAsEBABAQHpi+Ltp66ItbrdRubWxSdkcSs3efbdxTfpvngLAlIDqRXfpPviLQhIDaRWfJPui7fviYzbbXSrax71gED6rcRGfbn0UzUQAQEBAQEBGVoi46Naa8/4vspGR/ux3UqMfFWJPSAgICAgNvJVJfaAgIiu9ae3rX3odhH/X2prPy1/9lW6cbw729gDsUBAQEBAQLwBeXl678OoLq4VsX+v9g/i1r2tMncOxAIBaatAQCIQ61cj0aEnDNf29LYe7tRbccRuxZ7x5vqK0naDgIwdumi4BmmBgESHLhquQVpvjtijuq+1B/pNR/oTO3FE+gdxK9ziRwkIyDkQEJDiRwkIiBdfZ+v2CdEu9fO0jXT/ttcTHdnqRnN7IDbS/SAgHgiIB2Ij3f9rkWmtZmt9dNUTx0bXV/nI3R7IBgIC4oGAgGgD4o1fZ9t261Ckj+w3Ae+hxxaxjb3YqIGAeCAgICAg1oy8PNBLHdnTezixtW17e2t3Z6v894UeSAsEBAQEBEQbkM966oc+0Ld57dHc6RnvyL3utbt7DQQERF9AfFTqD0EsEJA40erb7R+nb8NPOvJsR39tjN8E+qgHAgICooGAgLRmJNb2eZzoqzQbSb8Vz38T2KcbBgEBaesERAOJMQiIbx+7DM/4pw52Xagj8RNFHqcdNpoDEZDTagtkCkRATqstkKm3RBaFOyKLx36p8+5e6rUHArIIBAREAwGJE719NZLhsR8bS3WPYdUQCMjixMVIQGqLExcjAaktTlyMBKS2OHExEpDa4sTFSP4zUuKqfXd9H40Yfegbe+xbpe452vVPz/gSVyA1EKuPQEC0Uvcc7RrE6iOQN0PsD8zbdq2Iu/FAf+h2f8Z/l68aAgEBmQMB8UBAvkPsw/O4amuIr5Lu3vT9cHceCAiITkFAQEBaPyNSt1tPfXo7Yh+xD33tu62jbrRKjEFAQIZAQEBAXpDIEanurY1/ROxWQEA8EBCQUyAgMTwj53ad3uv7W92+11XjR+yeuTayjUMgICAtEAE5BwLy5wJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIqvdB/gUl/X1Emo6I0QAAAABJRU5ErkJggg==)