Title: Estate Smith Bay Vacation Packages & Trips 2025/2026 from CA $2,485 | Expedia.ca [Hotels in Estate Smith Bay](https://expedia.ca/Estate-Smith-Bay-Hotels.d553248635975860824.Travel-Guide-Hotels)[Vacation Rentals in Estate Smith Bay](https://expedia.ca/Estate-Smith-Bay-Vacation-Rentals.d553248635975860824.Travel-Guide-VacationRentals)[Estate Smith Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Estate-Smith-Bay.d553248635975860824.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6068151/e5612ae4-d229-4ca9-8b5a-60fa9340e853.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Estate Smith Bay 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 #### Your Estate Smith Bay Vacation Uncover the best of Estate Smith Bay with a tailor-made Estate Smith Bay vacation package. From its coastal scenery and tropical climate to its spectacular views, you'll love discovering this hilly city in the way that you want. Fill your spare time with visits to [Magens Bay Beach](https://www.expedia.ca/Magens-Bay-Beach-US-Virgin-Islands.d6068141.Vacation-Attraction), [Coki Point Beach](https://www.expedia.ca/Coki-Point-Beach-US-Virgin-Islands.d6068125.Vacation-Attraction) and [Blackbeards Castle](https://www.expedia.ca/Blackbeards-Castle-Caribbean.d6068123.Vacation-Attraction), some of the top attractions you should see during a trip to Estate Smith Bay. No matter your travel plans or budget, putting together a tailored Estate Smith Bay vacation is easy with Expedia. ## Top Estate Smith Bay Vacation Deals Price found within the past 48 hours. Click for updated prices. ![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 $2,485 per person Nov 28 - Dec 5 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to St. Thomas (STT) 7.8/10 Good! (169 reviews) The room was amazing . Great view extremely clean. Staff was super friendly. My only issue was the pile of seaweed on the beach of the property is was sky high.My partner and I weren’t able to get in the water on the resort. Due to that issue. Otherwise, I would definitely be going back. I had a wonderful time there. If you don’t have a car make sure you have Lenny of taxi money. It’s about $8 or more per person. The good thing is the resort has drivers who can take you to your destinations. Reviewed on Oct 19, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2025-11-28/2025-12-05/?FromAirport=YTO&Destination=STT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=527816&paandie=true&dealMarker=6k7WIxIEQCCKyg1pwAFQXhzHvnzRRfIaiILdwaG_lg-b1-269GjpVundG4phOHJ5) ![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 $3,953 per person Nov 29 - Dec 6 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to St. Thomas (STT) 9.2/10 Wonderful! (33 reviews) [](https://expedia.ca/go/package/search/FlightHotel/2025-11-29/2025-12-06/?FromAirport=YYZ&Destination=STT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=59992417&paandie=true&dealMarker=5RFA-IvtU_gfoyYA7mlKOwkEy-nln50eh_qqCgzBwQcuucbPZ3cLdlEwy2CNTQxo) ![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 $4,014 per person Jan 10 - Jan 17 found 2 days ago Roundtrip non-stop flight included Ottawa (YOW) to St. Thomas (STT) 8/10 Very Good! (1 review) [](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=YOW&Destination=STT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=119839838&paandie=true&dealMarker=VxmdrwPSRVAwiqk4q8aII8XztifKiSpZH10yC0K4RB98QRRoPqfQhBK2CG61W4Nj) ![St John Inn](https://images.trvl-media.com/lodging/4000000/3510000/3509600/3509554/ef6a2c64_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### St John Inn CA $2,731 per person Jan 10 - Jan 17 found 2 days ago Roundtrip non-stop flight included Ottawa (YOW) to St. Thomas (STT) 9.2/10 Wonderful! (410 reviews) Mike and Mariah were amazing. Way above and beyond assisting with anything we could think of. The place was very cute and we loved the little swimming pool. It was walking distance to dolphin market, with a tasty chicken tender and mac and cheese counter next door (thanks Mike!) and also bars and restaurants. Reviewed on Sep 10, 2025 [](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=YOW&Destination=STT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=3509554&paandie=true&dealMarker=VxmdrwPSRVAwiqk4q8aII8NA4rsRZHKotNMGgkl_tGRWV45dKoucHwpZ6aOgi3pM) ![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 $3,126 per person Jan 10 - Jan 17 found 2 days ago Roundtrip non-stop flight included Ottawa (YOW) 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/2026-01-10/2026-01-17/?FromAirport=YOW&Destination=STT&NumRoom=1&NumAdult=2&NumChild=0&hotelId=111531274&paandie=true&dealMarker=OlBdYyoQUZ5fQN1Vh6TQOk8JYE38Wes1mjrGlspHODedcLqW2q8sFEL8cu2bY2l1) ## Ready to book your vacation to Estate Smith Bay? Choose your dates ## Estate Smith Bay Hotel Deals ![Point Pleasant Resort](https://images.trvl-media.com/lodging/9000000/8350000/8347800/8347772/35aa659d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Point Pleasant Resort 6600 Estate Smith Bay, St. Thomas, St. Thomas 8.4/10 Very Good! (1,000 reviews) The size of the unit Reviewed on Sep 18, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=08%2F11%2F2025&endDate=09%2F11%2F2025&selected=8347772&PinnedHotelID=8347772&HadPinnedHotel=true®ionId=553248635975860824) [](https://expedia.ca/Hotel-Search?startDate=08%2F11%2F2025&endDate=09%2F11%2F2025&selected=8347772&PinnedHotelID=8347772&HadPinnedHotel=true®ionId=553248635975860824) ![Sapphire Beach Resort](https://images.trvl-media.com/lodging/1000000/180000/174100/174032/b0047bc3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sapphire Beach Resort 6720 Estate Smith Bay, St. Thomas 6.8/10 (268 reviews) Construction Reviewed on Oct 11, 2025 [Get rates](https://expedia.ca/Hotel-Search?startDate=08%2F11%2F2025&endDate=09%2F11%2F2025&selected=174032&PinnedHotelID=174032&HadPinnedHotel=true®ionId=553248635975860824) [](https://expedia.ca/Hotel-Search?startDate=08%2F11%2F2025&endDate=09%2F11%2F2025&selected=174032&PinnedHotelID=174032&HadPinnedHotel=true®ionId=553248635975860824) ![View of Paradise at Sapphire Beach](https://images.trvl-media.com/lodging/22000000/21180000/21172800/21172742/ee5057eb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### View of Paradise at Sapphire Beach 6720 Estate Smith Bay, St. Thomas CA $530 CA $840 total Nov 10 - Nov 11 includes taxes & fees 9/10 Wonderful! (199 reviews) Very chill place to stay Reviewed on Sep 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&selected=21172742&PinnedHotelID=21172742&HadPinnedHotel=true®ionId=553248635975860824) [See all 476 properties in Estate Smith Bay](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=26%2F10%2F2025&endDate=27%2F10%2F2025®ionId=553248635975860824) 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) ### What to do in Estate Smith Bay ![Night Kayak Tour St. Thomas - Westin Frenchman's Reef](https://mediaim.expedia.com/localexpert/46950413/3a3e24df-7a36-45be-8b0a-0129707de5d2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Night Kayak Tour St. Thomas - Westin Frenchman's Reef CA $97 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/night-kayak-tour-st-thomas-westin-frenchmans-reef.a46950413.activity-details) ![Sunset Sky](https://mediaim.expedia.com/localexpert/3895449/a381ee11-cce4-451e-a2b1-fabb39012b3f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sunset & Harbor Lights Dinner Sail from the Marriott's Frenchman's Cove CA $167 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/sunset-harbor-lights-dinner-sail-from-the-marriotts-frenchmans-cove.a3895449.activity-details) ![Turtle Cove Catamaran Snorkel & Sail Adventure at Little Buck Island St. Thomas](https://mediaim.expedia.com/localexpert/692562/bec5af1d-34da-495b-b073-c3b20a057113.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Turtle Cove Catamaran Snorkel and Sail at Little Buck Island CA $166 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/turtle-cove-catamaran-snorkel-and-sail-at-little-buck-island.a692562.activity-details) [See all activities in Estate Smith Bay](https://expedia.ca/things-to-do/search?rid=553248635975860824) ## 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,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFJ0lEQVR4Xu3aPXLbShBFYagUMPQSsBQtbbg0LoVLcMiAxXm83T0/AGna/arsgDonEdmYmQ8ZBNlL/Qct+8HfCCQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSCqQVCCpJuS67Fo1Kn7xtBz046x5qT99wX0US/toFBsViAUyB9JGPRALZA6kjXrvipTxrQq5d7yv/xByL5Bl+eFLLj761OefWtXbngVigYxALBCQCgISF+an96rpjEy1E+OrNo5VK4jPeyAgCgRkAQFpi8bHJ8g8WvRAnztNt1JBQEBAIpAKAmL9f6TqGW/v03ZipNFtWb4eX7FBQEBaIAoEBOQPkVFHInOjcJc90gMBqSAg+wsgHghI3SPbVl9r20+OvBrtKuNkkCejXWWcDPJktKuMk0GejHaVcTLIk9GuMk4GeTLaVcbJIE9Gu8o4eUJeZif2B3rVK7Y1jX4dCMjLQCwQkJeBWO+LxNPbsqe33qdv+nO2FnulBjLco79113qRa78vaFUEAmKBgIDoB4gWg4yPccFOHGtnJNKJhlh2K8XvzuqjHggICAiIBQLSJuNjnNiv+Nptq1+b/5zdV33ol4ODNlqlnwSyGYHoCkjMSz8JZDMC0RWQmJd+0nsiv+niJ1Z/xleduOg3AXvFfh1IBXkdSAUB+W0g9U2Rqz+X2/v0dOLurbtUe5/uD3RD4rF/0OezPumsCAQEBMSugICARFtk8RP72s8tEicel/E+3TfaKDrra+lfQUBAQEBaZ30t/SsIiNqeuPrQHuhVI/24avt2NDppG4h+gFQQEAukBQLyC8S2xyu2bbe16iO2d3esUp8azK/Y+0BAQEBAQBRIa4tE83Y99q1w48QHNx779zSKG26T8RHEL4OAgFQQn4yPIH752yHVT7xp50Hfzn7KGMV2jSxzY6P9JmCjqMSlCgJigYBUkFaJSxUEJIpHday1Z7xtP/nAkLJ7oO8CAWmT8dECmQIBaZPx0QKZ+iaIbY8uenqfHbFn/JemcaJGNdxY32/loG+2cQqkgoDYCAQEBMSbkNq3G6IMiQ4dUebaKhsFEne3vWEQEAsEBAQEpLdFlG23zkL01t0QddXnuJVYZW3vbgHxIcg2EP8GAjKWgIzOfvnbIVe/cOvL1naludP2MVp9o/3R+6RbmVZFICAgIN7aroC0QEBqf1M+aVE844/TAz22xwPdVsWtaFVz47FfYlMFAbGOCwgICEjkpy4g6uFRvWp6bAePkbrFNE6ci7ubAgEBaQtaIAqkgoA87erbPuJrd+MZb65VfMGpQWOkQCrIYyDTSIFUkMdAppF6SyROHK2axon2T8fbB/qXj2xj/+VgVNq5IBbItlVTEBAQEAVSxjd7oM+ji3au/tn+y9dXuzJW2WN/O1IgICAgCmQ3UiAgdsG2L1obiPrQ5Ut/xpcaf+EeJ/Zs9OIv3CAgICAKpAUC8gSpesU25NRO+exv3TbqG60YnfUjRgqkgoCAgPjorB8xUiAV5BGJ7bf+Ph3bxyqNwt099rUxAgEBAQEBKRXEP6k9MhJStT2e8eZa86qt+9VGn5slICMQC8RGICAVZO4bI9tWn2+3W/aKbX/0jkq13wQW3Up3eyAWyNzqcxBfo0AskLnV5yC+Rr0l8vcCSQWSCiQVSCqQVCCpQFKBpAJJBZIKJBVIKpBUIKlAUoGkAkkFkgokFUgqkFQgqUBSgaQCSQWSCiQVSKr3Qf4D9vwUCXKZaFUAAAAASUVORK5CYII=)