Title: Caribbean Isle Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $946 Expedia.ca [Hotels in Caribbean Isle](https://expedia.ca/Caribbean-Isle-Navarre-Hotels.0-n553248635976473048-0.Travel-Guide-Filter-Hotels)[Flights to Navarre](https://expedia.ca/Cheap-Flights-To-Navarre.d136973.Travel-Guide-Flights)[Caribbean Isle Car Rentals](https://expedia.ca/Car-Rentals-In-Caribbean-Isle.d553248635976473048.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Caribbean Isle 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 Holiday Package Deals in Caribbean Isle Price found within the past 48 hours. Click for updated prices. ![OYO Hotel Pensacola I-10 & Hwy 29](https://images.trvl-media.com/lodging/10000000/9770000/9768400/9768369/a1842223_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OYO Hotel Pensacola I-10 & Hwy 29 Northwest Pensacola CA $946 per person May 30 - Jun 5 found 16 hours ago Roundtrip non-stop flight included Montreal (YUL) to Pensacola (PNS) 4.2/10 (709 reviews) The staff was excellent. Very polite. The hotel is older. The room was clean and air conditioner did work. The TV worked great without any issues. The room has a fridge. I was notified upon check-in, the particular room did not have a microwave but was informed there was one located in the lobby for use. Reviewed on Mar 23, 2026 ![Sandestin Golf and Beach Resort](https://images.trvl-media.com/lodging/1000000/70000/67500/67449/9cdd5201_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sandestin Golf and Beach Resort CA $965 per person Jun 14 - Jun 17 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Fort Walton Beach (VPS) 7.8/10 Good! (3,848 reviews) The staff were very courteous! And a beautiful view ofthe bay! Reviewed on Feb 16, 2026 ![ The Pensacola Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/16600/16596/5aecafea_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Pensacola Beach Resort Villa Sabine CA $1,863 per person May 30 - Jun 5 found 16 hours ago Roundtrip non-stop flight included Montreal (YUL) to Pensacola (PNS) 9.6/10 Exceptional! (2,864 reviews) Everyone was focused on making our stay the best experience it could be. And they succeeded Reviewed on Mar 23, 2026 ![Bay Club of Sandestin](https://images.trvl-media.com/lodging/19000000/18170000/18169700/18169648/4ddbd48a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bay Club of Sandestin CA $996 per person Jun 14 - Jun 17 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Fort Walton Beach (VPS) 9/10 Wonderful! (156 reviews) I absolutely love this place the most beautiful scenery ever. Reviewed on Feb 3, 2026 ![Oyster Bay Boutique Hotel](https://images.trvl-media.com/lodging/78000000/77130000/77124300/77124234/3f06a823_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oyster Bay Boutique Hotel Downtown Pensacola CA $2,278 per person May 30 - Jun 5 found 16 hours ago Roundtrip non-stop flight included Montreal (YUL) to Pensacola (PNS) 9.6/10 Exceptional! (21 reviews) Absolutely beautiful. Will definitely stay here again Reviewed on Oct 18, 2025 ## Caribbean Isle Hotel Deals ![ The Pensacola Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/16600/16596/5aecafea_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Pensacola Beach Resort 165 Fort Pickens Road Pensacola Beach FL Fully refundableReserve now, pay when you stay CA $320 CA $366 total Mar 25 - Mar 26 includes taxes & fees 9.6/10 Exceptional! (2,919 reviews) Beautiful place with excellent service, views, and atmosphere! I will definitely stay again! Reviewed on Mar 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=16596&PinnedHotelID=16596&HadPinnedHotel=true®ionId=553248635976473048) ![Wyndham Garden Fort Walton Beach Destin](https://images.trvl-media.com/lodging/1000000/20000/10100/10029/d2d6a600_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wyndham Garden Fort Walton Beach Destin 573 Santa Rosa Blvd Fort Walton Beach FL Fully refundableReserve now, pay when you stay CA $255 CA $289 total Mar 31 - Apr 1 includes taxes & fees 8.2/10 Very Good! (2,203 reviews) Beautiful ocean view. Easy access to the beach. There was loud music playing at the pool throughout the day, which made it difficult to take a nap. However, the view was worth it. And it was very quiet and peaceful at night. Reviewed on Mar 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=31%2F03%2F2026&endDate=01%2F04%2F2026&selected=10029&PinnedHotelID=10029&HadPinnedHotel=true®ionId=553248635976473048) ![Surf & Sand Hotel](https://images.trvl-media.com/lodging/1000000/20000/14500/14499/faab91e9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Surf & Sand Hotel 40 Fort Pickens Road Pensacola Beach FL 8.8/10 Excellent! (3,090 reviews) Really friendly staff. This has everything we needed at a very reasonable price. Reviewed on Mar 24, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=14499&PinnedHotelID=14499&HadPinnedHotel=true®ionId=553248635976473048) [](https://expedia.ca/Hotel-Search?startDate=07%2F04%2F2026&endDate=08%2F04%2F2026&selected=14499&PinnedHotelID=14499&HadPinnedHotel=true®ionId=553248635976473048) [See all 6,934 properties in Caribbean Isle](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=25%2F03%2F2026&endDate=26%2F03%2F2026®ionId=553248635976473048) 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 Caribbean Isle vacation package cost? ### How do I get a cheap travel package to Caribbean Isle? ### Where should I stay in Caribbean Isle? ### What are the top hotels in Caribbean Isle? ### How far in advance should I book my Caribbean Isle vacation? ### What does an Expedia Caribbean Isle travel package include? ### What should I know before booking a Caribbean Isle travel package? ### Can I choose my airline with a Caribbean Isle Expedia vacation package? ### If I'm not able to travel, can I cancel my Caribbean Isle vacation package? ### Things to do ![Destin: Buccaneer Pirate Cruise](https://mediaim.expedia.com/localexpert/48872204/58f3b3dd-c58b-42b6-af31-a65d7630c1a5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Destin: Buccaneer Pirate Cruise CA $76 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/destin-buccaneer-pirate-cruise.a48872204.activity-details) ![Clear Kayak Ecotour Destin Ft. Walton Beach](https://mediaim.expedia.com/localexpert/47004323/d3e82f8b-0a58-479e-aba1-51046457d328.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Clear Kayak Ecotour Destin Ft. Walton Beach CA $95 per adult [](https://expedia.ca/things-to-do/clear-kayak-ecotour-destin-ft-walton-beach.a47004323.activity-details) ![Sunset Clear Kayak Tour Destin Ft. Walton Beach](https://mediaim.expedia.com/localexpert/46999897/4c156ad6-2272-4d2b-bdbd-d341ad92e8a0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sunset Clear Kayak Tour Destin Ft. Walton Beach CA $100 per adult [](https://expedia.ca/things-to-do/sunset-clear-kayak-tour-destin-ft-walton-beach.a46999897.activity-details) [See all activities in Navarre](https://expedia.ca/things-to-do/search?rid=553248635976473048) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.