Title: Old Town Key West Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,720 Expedia.ca [Hotels in Old Town Key West](https://expedia.ca/Old-Town-Key-West-Key-West-Hotels.0-n553248635976481920-0.Travel-Guide-Filter-Hotels)[Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Old Town Key West Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Town-Key-West.d553248635976481920.Car-Rental-Guide) ![](https://images.trvl-media.com/place/553248635976481920/c3895c9f-e471-4c93-ac2e-85c99f8f8fec.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Old Town Key West 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 Old Town Key West Price found within the past 48 hours. Click for updated prices. ![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Beach House, Key West CA $1,720 per person Apr 19 - Apr 25 found 1 day ago Roundtrip flight included Toronto (YTO) to Key West (EYW) 9.4/10 Exceptional! (1,002 reviews) Spotless room, great location. Reviewed on Feb 22, 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 $2,940 per person May 5 - May 12 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Key West (EYW) 9.2/10 Wonderful! (505 reviews) My boyfriend and I had such an incredible, relaxing stay. Everyone was very nice but our front desk gentleman, Chris, really stood out. The pool was clean and the sun hit there most of the day. The bar was fun and the live music was very enjoyable. Thank you Key West Hotel. 10/10 recommend. Reviewed on Feb 20, 2026 ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina CA $1,909 per person May 5 - May 12 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Key West (EYW) 9/10 Wonderful! (1,736 reviews) Staff was extremely nice. Hotel and grounds was gorgeous! Reviewed on Feb 22, 2026 ![The Gardens Hotel](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Gardens Hotel Old Town Key West CA $3,131 per person May 1 - May 8 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9.8/10 Exceptional! (1,000 reviews) Super stay at a lovely, quaint hotel just off Duval, so close to everything - centrally located. Lovely pool and gardens, very friendly staff. Delicious breakfasts every morning where we got to know Annette - a highlight of each day! Wine room, daily jazz 5-7pm. What’s not to like? We will definitely return! Reviewed on Feb 9, 2026 ![Ridley House - Key West Historic Inns](https://images.trvl-media.com/lodging/5000000/4960000/4959000/4958964/34e7619a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ridley House - Key West Historic Inns Key West Historic District CA $3,241 per person May 1 - May 8 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Key West (EYW) 9.2/10 Wonderful! (845 reviews) Wonderful stay. Staff was genuinely welcoming and attentive. Great location. We’ll be back! Reviewed on Feb 18, 2026 ## Where to stay in Old Town Key West Find the best Old Town Key West areas and neighborhoods for the activities you enjoy most. [Learn more about Old Town Key West](https://expedia.ca/Key-West-Old-Town-Key-West.dx553248635976481920) ![Audubon House and Tropical Gardens featuring a house](https://images.trvl-media.com/place/6068599/e22dc889-0174-435e-9d9b-302d362fd045.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Key West Historic District 2 out of top 10 points of interest in this area 4.5/5(156 area reviews) Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district. [Find hotel + flight trips in Key West Historic District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Key%20West%20Historic%20District&DestID=6281809&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Duval Street](https://images.trvl-media.com/place/6068616/ac9e1424-8949-4483-8a12-9063d1511aa2.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Key West If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing. [Find hotel + flight trips in Downtown Key West](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Key%20West&DestID=553248635976470405&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Wide aerial panorama of Key West, Florida](https://images.trvl-media.com/place/553248635976480351/87477fd8-e61c-4ccb-8f10-57f3d82227dc.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### New Town 4/5(16 area reviews) Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Regal Key West and Smathers Beach. [Find hotel + flight trips in New Town](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=New%20Town&DestID=553248635976480351&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Sunset on Carnival Cruise in Key West.](https://images.trvl-media.com/place/1187/48023594-76b8-4930-a4a9-06a0f12911a4.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Uptown - Upper Duval 4.5/5(3 area reviews) If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory are top sights worth seeing. [Find hotel + flight trips in Uptown - Upper Duval](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Uptown%20-%20Upper%20Duval&DestID=553248635976473524&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Mallory Square showing a sunset and general coastal views as well as a small group of people](https://images.trvl-media.com/place/501385/8fc21581-48e4-48a8-8cca-3cfabcd30450.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Historic Seaport While visiting Historic Seaport, you might make a stop by sights like Duval Street and Audubon House and Tropical Gardens. [Find hotel + flight trips in Historic Seaport](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Historic%20Seaport&DestID=553248635976383502&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Old Town Key West Hotel Deals ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Southernmost Beach Resort and Guesthouses 1319 Duval Street Key West FL Fully refundable CA $601 CA $776 total Mar 25 - Mar 26 includes taxes & fees 8.8/10 Excellent! (3,102 reviews) Location Reviewed on Feb 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=25%2F03%2F2026&endDate=26%2F03%2F2026&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true®ionId=553248635976481920) ![Casa Marina Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Casa Marina Key West, Curio Collection by Hilton 1500 Reynolds Street Key West FL CA $765 CA $953 total Mar 4 - Mar 5 includes taxes & fees 8.4/10 Very Good! (554 reviews) Wonderful trip- from the front desk service, to the pool, everything was perfect. Our large room overlooking the ocean was spectacular! We have referred a few friends, and they have enjoyed it as well. We will be back in 2026! Reviewed on Feb 19, 2026 [](https://expedia.ca/Hotel-Search?startDate=04%2F03%2F2026&endDate=05%2F03%2F2026&selected=12346&PinnedHotelID=12346&HadPinnedHotel=true®ionId=553248635976481920) ![Opal Key Resort & Marina, Key West](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/f2c5f58d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Opal Key Resort & Marina, Key West 245 Front Street Key West FL Fully refundableReserve now, pay when you stay CA $785 CA $937 total Mar 22 - Mar 23 includes taxes & fees 9.2/10 Wonderful! (1,057 reviews) Clean room; wonderful staff including housekeeping; and a great and relaxing pool! Reviewed on Feb 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=17442701&PinnedHotelID=17442701&HadPinnedHotel=true®ionId=553248635976481920) [See all 1,301 properties in Old Town Key West](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=24%2F02%2F2026&endDate=25%2F02%2F2026®ionId=553248635976481920) 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 an Old Town Key West vacation package cost? ### How do I get a cheap travel package to Old Town Key West? ### Where should I stay in Old Town Key West? ### What are the top hotels in Old Town Key West? ### How far in advance should I book my Old Town Key West vacation? ### What does an Expedia Old Town Key West travel package include? ### What should I know before booking an Old Town Key West travel package? ### Can I choose my airline with an Old Town Key West Expedia vacation package? ### If I'm not able to travel, can I cancel my Old Town Key West vacation package? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.