Title: Southside Vacations & Trips 2026 from CA $1,752 | 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. ![The Frederiksted Hotel](https://images.trvl-media.com/lodging/17000000/16790000/16789900/16789884/8cdc79cd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Frederiksted Hotel Downtown Frederiksted CA $1,752 per person May 31 - Jun 6 found 12 hours ago Roundtrip non-stop flight included Toronto (YTO) to Christiansted (STX) 8.4/10 Very Good! (335 reviews) The first room was unsatisfactory. We were moved to a room that was ok.However hotel was not quaint as expected. Reviewed on Mar 23, 2026 ![Oceans at 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 Carina Bay Adults Only CA $2,472 per person May 31 - Jun 6 found 12 hours ago Roundtrip non-stop flight included Toronto (YTO) to Christiansted (STX) 7.8/10 Good! (222 reviews) The breakfast was really nice, wish there was more food options and activities at night but overall enjoyed my stay. Some property needs work but they are doing renovations so they should be back to normal. staff nice and helpful! Reviewed on Mar 23, 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 $2,161 per person May 31 - Jun 6 found 12 hours ago Roundtrip non-stop flight included Toronto (YTO) to Christiansted (STX) 7.8/10 Good! (594 reviews) We had a very nice time. Located on a beautiful beach and has a very nice pool, anda hot tub. With a pool /beachside bar. It is a smaller place than most people I think imagine for an all inclusive, but it is a small island. And I found it charming, relaxing and absolutely perfect for us. Gregory makes the best pina coladas ever lol. And every single staff member was super friendly and accommodating. I like that they have a little coffee shop with some sweet treats where you can get a latte, cappuccino, or just a regular old coffee. There are pedalboards and kayaks you can take out in the ocean, which was super fun. As well as a little miniature Golf course, shuffleboard, giant Chess And a casino. Plenty of loungers on the beach and by the pool. Every room has an ocean view patio with chairs. Waking up to see the sunsrise right from my room everyday was amazing. Most of the food at the buffet was pretty good.Some of it was great. All the bar food was yummy. I would definitely recommend getting a rental car if you can. We spent a lot of time at the resort, but we also spent a lot of time driving around to some of the beaches and shops. There is no public transportation and cabs are kind of expensive. But if you can't get one honestly, it is not a bad place to just hang out and not leave. I would definitely revisit. Reviewed on Mar 25, 2026 ![Limetree Beach Resort by Club Wyndham](https://images.trvl-media.com/lodging/1000000/530000/527900/527815/beab7878_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Limetree Beach Resort by Club Wyndham CA $2,887 per person May 31 - Jun 6 found 12 hours ago Roundtrip non-stop flight included Toronto (YTO) to St. Thomas (STT) 8.2/10 Very Good! (210 reviews) Wyndham is a timeshare complex. Beware of the sales pitch you will be presented with at check in. There is no breakfast offerings at the restaurant. The restaurant is not affiliated with the Wyndham and the service is very lacking. What is really nice about the stay is the staff. They are very amenable to your needs. The resort is also very quiet and you can always find a beach chair. Reviewed on Mar 24, 2026 ![Margaritaville Vacation Club - St. Thomas](https://images.trvl-media.com/lodging/12000000/11800000/11796200/11796106/db9f2781_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Margaritaville Vacation Club - St. Thomas CA $2,429 per person May 10 - May 16 found 13 hours ago Roundtrip non-stop flight included Montreal (YMQ) to St. Thomas (STT) 8/10 Very Good! (2,395 reviews) This is a wonderful resort to stay at. The room was very clean, love the privacy and beautiful grounds. The staff was very helpful and the restaurant had delicious food. Literally the only issue we had was that our TV don’t work in our room, but didn’t complain as we didn’t need it much anyway. Great place to stay. Reviewed on Mar 26, 2026 ## Southside Hotel Deals ![The Westin St. Thomas Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/170000/162200/162117/w4000h2663x0y0-e26ebcc3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Westin St. Thomas Beach Resort & Spa 5 Estate Bakkeroe St. Thomas St. Thomas CA $841 CA $1,072 total Apr 26 - Apr 27 includes taxes & fees 8.4/10 Very Good! (1,147 reviews) Be forewarned, it's a random pick if you get a good room or not. Not all rooms are the same as advertised. Stayed longer than a week, changed room once. Paid for an ocean view (and a sanctuary in paradise). First room was near the loading dock and ear jarring noise at 10pm (trash compactor) and from ... Reviewed on Mar 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F04%2F2026&endDate=27%2F04%2F2026&selected=162117&PinnedHotelID=162117&HadPinnedHotel=true®ionId=553248635975750421) ![Hampton by Hilton St. Thomas](https://images.trvl-media.com/lodging/116000000/115550000/115546600/115546558/5c574280_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton by Hilton St. Thomas Havensight Mall Parcel 2 Charlotte Amalie St. Thomas Fully refundableReserve now, pay when you stay CA $508 CA $614 total Apr 23 - Apr 24 includes taxes & fees 8.8/10 Excellent! (117 reviews) Clean room, attentive staff. The only thing i frowned upon was the breakfast food because everything, from the eggs to the bacon to the waffles tasted like fish. Perhaps the cooking oil used was previously used in cooking fish. Overall, I would 100% recommend this place to stay. It’s also economically ... Reviewed on Mar 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=23%2F04%2F2026&endDate=24%2F04%2F2026&selected=115546558&PinnedHotelID=115546558&HadPinnedHotel=true®ionId=553248635975750421) ![Buoy Haus Beach Resort St. Thomas, Autograph Collection](https://images.trvl-media.com/lodging/96000000/95340000/95332000/95331919/548ddd7b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Buoy Haus Beach Resort St. Thomas, Autograph Collection 2 Estate Bakkeroe St. Thomas VI CA $1,669 CA $2,051 total Apr 10 - Apr 11 includes taxes & fees 9.4/10 Exceptional! (161 reviews) Room and beach were great. The restaurants missed the mark. Reviewed on Mar 26, 2026 [](https://expedia.ca/Hotel-Search?startDate=10%2F04%2F2026&endDate=11%2F04%2F2026&selected=95331919&PinnedHotelID=95331919&HadPinnedHotel=true®ionId=553248635975750421) [See all 440 properties in Southside](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=28%2F03%2F2026&endDate=29%2F03%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