Title: Stock Island Vacation Packages & Trips 2026 from CA $1,426 | Expedia.ca [Stock Island Travel Guide](https://expedia.ca/Stock-Island.dx180166)[Hotels in Stock Island](https://expedia.ca/Stock-Island-Hotels.d180166.Travel-Guide-Hotels)[Vacation Rentals in Stock Island](https://expedia.ca/Stock-Island-Vacation-Rentals.d180166.Travel-Guide-VacationRentals)[Flights to Stock Island](https://expedia.ca/Cheap-Flights-To-Stock-Island.d180166.Travel-Guide-Flights)[Things to do in Stock Island](https://expedia.ca/Things-To-Do-In-Stock-Island.d180166.Travel-Guide-Activities)[Stock Island Car Rentals](https://expedia.ca/Car-Rentals-In-Stock-Island.d180166.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6163814/2d287966-08fe-4190-a9f9-e2a6fd753caa.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Stock Island 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 Stock Island Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Windward Pointe, Key West CA $1,426 per person Mar 23 - Mar 27 found 1 day ago Roundtrip flight included Detroit (DTW) to Key West (EYW) 9.6/10 Exceptional! (1,002 reviews) Great staff, beautiful rooms, very clean, great property Reviewed on Jan 12, 2026 ![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Key West Hotel Key West Historic District CA $2,456 per person Mar 14 - Mar 18 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.2/10 Wonderful! (505 reviews) Being right on Duval Street if city noise bothers you you might want to stay a block or two off Duval. But if you want all the action then this place is fantastic. Staff is great and the room was nicely appointed and very comfortable. Reviewed on Dec 12, 2025 ![Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!](https://images.trvl-media.com/lodging/87000000/86150000/86144400/86144357/a7fd21fe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio! CA $3,606 per person Feb 26 - Mar 3 found 8 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Key West (EYW) 7.4/10 Good! (3 reviews) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Casa Marina Key West, Curio Collection by Hilton Old Town Key West CA $4,028 per person Apr 1 - Apr 8 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 8.4/10 Very Good! (433 reviews) Live music every day. Easy to find quiet places to sit and read or stay by the pool or on the veranda. The staff is attentive, but not intrusive. The hotel is fully staffed and secured in all areas. Our room was thoroughly cleaned each day by the same person and the staff was super accommodating. Our waterfront view was amazing and our king-sized bed was comfy. The room seemed large and had been recently remodeled. The balcony was spacious enough for a cocktail table and two chairs. The resort is quiet in the evenings and mornings. The grounds are just the right size to provide variety. Casa Marina is a popular wedding and business meeting site. We enjoyed the buzz. It does not feel crowded. Family oriented. We had excellent pastries in the little store each morning with our coffee from the room. The front desk personnel and door men were kind and helpful. We walked into the Old Town area once or twice a day or took cheap uber rides. It is safe and clean on side streets and the hotel was built on a private beach in a beautiful area. The hotel offers a wide variety of restaurants nearby. We visited many museums. This historic hotel is similar to The Breakers. My husband worked out in the gym. I did yoga. Reviewed on Jan 9, 2026 ![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel & Marina Key West CA $1,784 per person Mar 14 - Mar 18 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.4/10 Exceptional! (1,151 reviews) Room was spotless. Large shower with grab bars. Bathrobes provided. Quiet. great location. Used the shuttle every day and it was so convenient. Reviewed on Jan 10, 2026 ## Ready to book your vacation to Stock Island? Choose your dates ## Stock Island Hotel Deals ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Oceans Edge Key West Resort, Hotel & Marina 5950 Peninsular Avenue Key West FL Fully refundableReserve now, pay when you stay CA $348 CA $477 total Jan 13 - Jan 14 includes taxes & fees 8.8/10 Excellent! (1,772 reviews) Property was clean. Staff friendly, food delicious Reviewed on Jan 9, 2026 [](https://expedia.ca/Hotel-Search?startDate=13%2F01%2F2026&endDate=14%2F01%2F2026&selected=16202992&PinnedHotelID=16202992&HadPinnedHotel=true®ionId=180166) ![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Perry Hotel & Marina Key West 7001 Shrimp Road Key West FL Fully refundableReserve now, pay when you stay CA $449 CA $592 total Jan 26 - Jan 27 includes taxes & fees 9.4/10 Exceptional! (1,188 reviews) really liked the shuttle especially for New Years Eve. Room is okay - could use some more decorations or touches. Excellent pool and grounds and welcoming staff. will stay again. Reviewed on Jan 8, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F01%2F2026&endDate=27%2F01%2F2026&selected=17313680&PinnedHotelID=17313680&HadPinnedHotel=true®ionId=180166) ![Aqua Lodges at Hurricane Hole Marina](https://images.trvl-media.com/lodging/90000000/89840000/89832400/89832384/d6422035_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Aqua Lodges at Hurricane Hole Marina 5130 Overseas Hwy Key West FL CA $269 CA $536 total Jan 19 - Jan 20 includes taxes & fees 8.8/10 Excellent! (172 reviews) Unique Stay. Fun for my kids who love fishing. This is a working fishing marina so we got to see the fish being loaded to the pier and processed by the fishermen. The house boat was clean and had everything we needed, and worked out great for our short stay. The marina itself is cute and we saw plenty ... Reviewed on Jan 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F01%2F2026&endDate=20%2F01%2F2026&selected=89832384&PinnedHotelID=89832384&HadPinnedHotel=true®ionId=180166) [See all 3,213 properties in Stock Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=13%2F01%2F2026&endDate=14%2F01%2F2026®ionId=180166) 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 Stock Island ![Aerial view of people snorkeling in Key West](https://mediaim.expedia.com/localexpert/585220/33764975-3db8-4de6-a174-18e4cf9a40c6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast CA $61 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/key-west-morning-snorkel-adventure-with-bottomless-mimosas-breakfast.a585220.activity-details) ![Aboard the trolley in Key West](https://mediaim.expedia.com/localexpert/191537/2dd77e4c-4c5c-4b3c-954d-bfd0d44bd289.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Historic Key West Old Town Trolley Hop-On Hop-Off Tour CA $79 per adult **88%** of travellers recommend [](https://expedia.ca/things-to-do/historic-key-west-old-town-trolley-hop-on-hop-off-tour.a191537.activity-details) ![Commotion on the Ocean Sunset Sail](https://mediaim.expedia.com/localexpert/191563/7e4be692-c00e-461c-919c-2a29890f9b88.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Key West Sunset Sail with Live Music, Drinks and Appetizers! CA $109 per adult **92%** of travellers recommend [](https://expedia.ca/things-to-do/key-west-sunset-sail-with-live-music.a191563.activity-details) [See all activities in Stock Island](https://expedia.ca/things-to-do/search?rid=180166) ## Frequently asked questions ### Can I cancel my flight booking to Stock Island due to COVID-19? ### What's the best way to find cheap flights to Stock Island that have flexible change policies? ### What are some of the general tips for travelers to Stock Island during the COVID-19 outbreak? > - Know what, if any, restrictions or rules apply to both your origin and destination. It may not be possible to travel depending on local circumstances, so don't forget to check government advisories before booking. > - When you go through airport checkpoints, keep your face mask on. You will be asked to lower it briefly for identification purposes. Anyone refusing to wear a mask may be fined and denied boarding. > - Do not hand your boarding pass (electronic or paper) directly to a TSA employee. Rather, you should position the pass on the reader and then hold it up so the agent can inspect it. > - One container of liquid hand sanitizer is now permitted in your carry-on luggage. It must not be larger than 12 oz (350 ml), and you'll have to take it out of your bag for screening. > - Remove personal items from your pockets, such as your phone, keys and wallet, and put them in your carry-on rather than the bins. This will minimize handling during the screening process. > - Transport any food items in a clear plastic bag and also put them in a screening bin. Separating food from your carry-on makes it less likely that a TSA agent will need to open and touch your bag for inspection. ### Which airlines fly to Stock Island? ### How can I find cheap tickets to Stock Island? ### How much is a flight to Stock Island? ### What are the most popular airports to fly into in Stock Island? ### When is the cheapest time to fly to Stock Island? ### How much is a plane ticket to Stock Island? ### Which airlines with flights to Stock Island employ COVID-19 cleanliness policies? > - American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. > - Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant. > - United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [Aparthotels in Cow Key ](https://www.expedia.ca/Cow-Key-Apart-Hotels.d180163-aaApartHotels.Travel-Guide-Accommodation) - 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Higgs Memorial Beach Park ](https://www.expedia.ca/Clarence-S-Higgs-Memorial-Beach-Park-Old-Town-Key-West.d6246822.Vacation-Attraction) - [Visit Cow Key ](https://www.expedia.ca/Cow-Key.dx180163) - [Cudjoe Key Vacations ](https://www.expedia.ca/Cudjoe-Key.d3000430966.Destination-Travel-Guides) - [Dredgers Key Vacations ](https://www.expedia.ca/Dredgers-Key.d180165.Destination-Travel-Guides) - [Dry Tortugas National Park ](https://www.expedia.ca/Dry-Tortugas-National-Park-Key-West.d6091118.Vacation-Attraction) - [Duval Street ](https://www.expedia.ca/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction) - [Fleming Key Vacations ](https://www.expedia.ca/Fleming-Key.d180162.Destination-Travel-Guides) - [Florida Keys Eco - Discovery Center ](https://www.expedia.ca/Florida-Keys-Eco-Discovery-Center-Old-Town-Key-West.d6069247.Vacation-Attraction) - [Florida Keys National Marine Sanctuary ](https://www.expedia.ca/Florida-Keys-National-Marine-Sanctuary-Key-West.d6163838.Vacation-Attraction) - [Fort East Martello Museum and Gallery ](https://www.expedia.ca/Fort-East-Martello-Museum-And-Gallery-Key-West.d6069253.Vacation-Attraction) - [Fort Zachary Taylor Historic State Park ](https://www.expedia.ca/Fort-Zachary-Taylor-Historic-State-Park-Key-West.d6069245.Vacation-Attraction) - [Harry S. Truman Little White House ](https://www.expedia.ca/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Vacation-Attraction) - [Key West Historic District Vacations ](https://www.expedia.ca/Key-West-Historic-District.d6281809.Destination-Travel-Guides) - [Key West Lighthouse and Keeper's Quarters Museum ](https://www.expedia.ca/Key-West-Lighthouse-And-Keepers-Quarters-Museum-Old-Town-Key-West.d501383.Vacation-Attraction) - [Key West National Wildlife Refuge ](https://www.expedia.ca/Key-West-National-Wildlife-Refuge-Key-West.d6177705.Vacation-Attraction) - [Key West Shipwreck Museum ](https://www.expedia.ca/Key-West-Shipwreck-Museum-Key-West-Historic-District.d6063545.Vacation-Attraction) - [Key West Vacations ](https://www.expedia.ca/Key-West.d1187.Destination-Travel-Guides) - [Lower Florida Keys Vacations ](https://www.expedia.ca/Lower-Florida-Keys.d553248635975748710.Destination-Travel-Guides) - [Lower Keys Vacations ](https://www.expedia.ca/Lower-Keys.d553248621593965863.Destination-Travel-Guides) - [Mallory Square ](https://www.expedia.ca/Mallory-Square-Key-West-Historic-District.d501385.Vacation-Attraction) - [Mel Fisher Maritime Museum ](https://www.expedia.ca/Mel-Fisher-Maritime-Museum-Old-Town-Key-West.d6163799.Vacation-Attraction) - [National Key Deer Refuge Visitor Center ](https://www.expedia.ca/National-Key-Deer-Refuge-Visitor-Center-Big-Pine-Key.d553248635974766232.Vacation-Attraction) - [Raccoon Key Vacations ](https://www.expedia.ca/Raccoon-Key.d180164.Destination-Travel-Guides) - [Rockland Key Vacations ](https://www.expedia.ca/Rockland-Key.d553248635976197596.Destination-Travel-Guides) - [Smathers Beach ](https://www.expedia.ca/Smathers-Beach-Beachside.d6069255.Vacation-Attraction) - [South Beach ](https://www.expedia.ca/South-Beach-Old-Town-Key-West.d6246827.Vacation-Attraction) - [Southernmost Point ](https://www.expedia.ca/Southernmost-Point-Old-Town-Key-West.d501380.Vacation-Attraction) - [Sugarloaf Key Vacations ](https://www.expedia.ca/Sugarloaf-Key.d183126.Destination-Travel-Guides) - [Sugarloaf Shores Vacations ](https://www.expedia.ca/Sugarloaf-Shores.d6270983.Destination-Travel-Guides) - [Car rentals near Key West Golf Club ](https://www.expedia.ca/Car-Rentals-In-Key-West-Golf-Club.d6163814.Car-Rental-Guide) - [Click & Rent Rental Cars in Key Haven ](https://www.expedia.ca/Click-Rent-Car-Rentals-In-Key-Haven.d553248635976197997-c1089.Car-Rental-Guide-Suppliers) - [Easirent Rental Cars in Key Haven ](https://www.expedia.ca/Easirent-Car-Rentals-In-Key-Haven.d553248635976197997-c1039.Car-Rental-Guide-Suppliers) - [Raccoon Key Vacation Rentals ](https://www.expedia.ca/Raccoon-Key-Vacation-Rentals.d180164.Travel-Guide-VacationRentals) \* Savings based on package bookings compared to the price of the same components booked separately. 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