Title: Oak Vacation Packages & Trips 2026 from CA $1,318 | Expedia.ca [Hotels in Oak](https://expedia.ca/Oak-Hotels.d6294338.Travel-Guide-Hotels)[Vacation Rentals in Oak](https://expedia.ca/Oak-Vacation-Rentals.d6294338.Travel-Guide-VacationRentals)[Oak Car Rentals](https://expedia.ca/Car-Rentals-In-Oak.d6294338.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Oak 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 Oak Vacation Book a custom vacation package to Oak and prepare to experience this fascinating city your way. Consider spending time in the neighborhood of Oyster Bay, which is good for fishing and tons more. [Gulf Shores Beach](https://www.expedia.ca/Gulf-Shores-Beach-Alabama.d6097624.Vacation-Attraction), [The Wharf](https://www.expedia.ca/The-Wharf-Orange-Beach.d553248621587339564.Vacation-Attraction) and [Gulf State Park](https://www.expedia.ca/Gulf-State-Park-Alabama.d6097626.Vacation-Attraction) are just a few of the attractions you'll want to see during your trip to Oak. Expedia can help you escape your daily routine. Tailor your vacation to Oak to suit your style of travel, whatever that may be! ## Top Oak Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Hotel Indigo Orange Beach - Gulf Shores by IHG](https://images.trvl-media.com/lodging/16000000/15670000/15662600/15662532/8a79c858_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Indigo Orange Beach - Gulf Shores by IHG CA $1,318 per person Apr 15 - Apr 22 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Pensacola (PNS) 9.4/10 Exceptional! (1,001 reviews) Great staff Beautiful room and everything you would need. Will stay there next year when we come in Reviewed on Feb 1, 2026 ![Portofino Island Resort](https://images.trvl-media.com/lodging/1000000/920000/910100/910026/c52d5753_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portofino Island Resort CA $2,101 per person Apr 18 - Apr 25 found 10 hours ago Roundtrip non-stop flight included Calgary (YYC) to Pensacola (PNS) 8.8/10 Excellent! (470 reviews) The property set the bar for a relaxing, yet engaging, vacation. The room was spacious, as we were accommodating five people.The food choices were diverse and the pool areas were laid out beautifully. The live music by the pool was such a a nice touch, and there was any activity one could want by the water. A swift walk to the beach for another adventure directly across from the hotel set the tone for a day of fun I. The sun. We will be back. Reviewed on Jul 29, 2025 ![Emerald Isle](https://images.trvl-media.com/lodging/2000000/1510000/1500400/1500364/ddb29acc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Emerald Isle Villa Primera CA $2,099 per person Apr 18 - Apr 25 found 17 hours ago Roundtrip non-stop flight included Calgary (YYC) to Pensacola (PNS) 8.6/10 Excellent! (83 reviews) The beach view was awesome. Never went in pool. Weather was not great. Cold wet and windy but condo was beautiful and well appointed making staying in doors quite pleasant Reviewed on Nov 4, 2025 ![ The Pensacola Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/16600/16596/3512c628_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Pensacola Beach Resort Villa Sabine CA $1,909 per person Apr 18 - Apr 25 found 17 hours ago Roundtrip non-stop flight included Calgary (YYC) to Pensacola (PNS) 9.4/10 Exceptional! (2,609 reviews) Spectacular room with stunning view of the gulf and the beds were scrumptiously comfortable. Reviewed on Feb 8, 2026 ## Ready to book your vacation to Oak? Choose your dates ## Oak Hotel Deals ![Hilton Garden Inn Orange Beach Beachfront](https://images.trvl-media.com/lodging/1000000/70000/67700/67660/2b4e75f1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Orange Beach Beachfront 23092 Perdido Beach Blvd Orange Beach AL Fully refundableReserve now, pay when you stay CA $122 CA $142 total Feb 22 - Feb 23 includes taxes & fees 7.8/10 Good! (1,401 reviews) amazing staff - room was great Reviewed on Feb 5, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=67660&PinnedHotelID=67660&HadPinnedHotel=true®ionId=6294338) ![Beachside Resort Hotel](https://images.trvl-media.com/lodging/1000000/10000/400/377/8124895e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beachside Resort Hotel 610 W Beach Blvd Gulf Shores AL Fully refundable CA $80 CA $93 total Feb 9 - Feb 10 includes taxes & fees 8/10 Very Good! (1,569 reviews) The staff was great! Location is amazing! So close to many great restaurants and other entertainment!Was so cold that weekend but really enjoyed the stay at the beachside resort! Reviewed on Feb 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=377&PinnedHotelID=377&HadPinnedHotel=true®ionId=6294338) ![Hampton Inn & Suites Orange Beach/Gulf Front](https://images.trvl-media.com/lodging/3000000/2950000/2947800/2947706/6c449ee5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Orange Beach/Gulf Front 25518 Perdido Beach Blvd Orange Beach AL Fully refundableReserve now, pay when you stay CA $153 CA $177 total Feb 10 - Feb 11 includes taxes & fees 8.8/10 Excellent! (1,318 reviews) The staff was very helpful when we had to make changes to our reservation. The balcony had a great view of the beach. Reviewed on Feb 3, 2026 [](https://expedia.ca/Hotel-Search?startDate=10%2F02%2F2026&endDate=11%2F02%2F2026&selected=2947706&PinnedHotelID=2947706&HadPinnedHotel=true®ionId=6294338) [See all 18,618 properties in Oak](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F02%2F2026&endDate=10%2F02%2F2026®ionId=6294338) 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) ### Discover the most popular places to visit in Oak ![GulfShores_CraftFarmsGolfClub_6249796-01](https://images.trvl-media.com/place/6249796/0a6f4abd-9c91-4ce7-8132-91598ae7567c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Craft Farms Golf Club Enjoy a round of golf in Gulf Shores at Craft Farms Golf Club. Amble around the area's beautiful beaches or attend a sporting event. [](https://expedia.ca/Craft-Farms-Golf-Club-Gulf-Shores.d6249796.Vacation-Attraction) #### Kiva Dunes Golf Course Enjoy a round of golf in Fort Morgan at Kiva Dunes Golf Course. Wander the beautiful beaches and seaside in the area. [](https://expedia.ca/Kiva-Dunes-Golf-Course-Gulf-Highlands.d6296530.Vacation-Attraction) ### What to do in Oak ![2-Hour Dolphin and Nature Eco Tour from Orange Beach](https://mediaim.expedia.com/localexpert/2586949/176c3138-4d28-49c5-bb61-980bdf2b8729.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 2-Hour Dolphin and Nature Eco Tour from Orange Beach CA $52 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/2-hour-dolphin-and-nature-eco-tour-from-orange-beach.a2586949.activity-details) ![The Explorer at Sunset](https://mediaim.expedia.com/localexpert/2427529/a0f2cdc0-3209-4042-a82e-b9a973d585a5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Dolphin and Nature Sunset Cruise from Orange Beach CA $69 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/dolphin-and-nature-sunset-cruise-from-orange-beach.a2427529.activity-details) ![Dolphin Cruise in Orange Beach Alabama ](https://mediaim.expedia.com/localexpert/49474317/6b8379b2-d67d-491e-a411-bb1ada0788f9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Dolphin Cruise in Orange Beach Alabama CA $48 per adult [](https://expedia.ca/things-to-do/dolphin-cruise-in-orange-beach-alabama.a49474317.activity-details) [See all activities in Oak](https://expedia.ca/things-to-do/search?rid=6294338) ## 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