Title: Keewaydin Island Vacation Packages & Trips 2026 from CA $1,301 | Expedia.ca [Keewaydin Island Travel Guide](https://expedia.ca/Keewaydin-Island.dx6337231)[Hotels in Keewaydin Island](https://expedia.ca/Keewaydin-Island-Hotels.d6337231.Travel-Guide-Hotels)[Vacation Rentals in Keewaydin Island](https://expedia.ca/Keewaydin-Island-Vacation-Rentals.d6337231.Travel-Guide-VacationRentals)[Flights to Keewaydin Island](https://expedia.ca/Cheap-Flights-To-Keewaydin-Island.d6337231.Travel-Guide-Flights)[Keewaydin Island Car Rentals](https://expedia.ca/Car-Rentals-In-Keewaydin-Island.d6337231.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6337231/e728b65a-9f7e-4c77-bf8a-3526b5934a79.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Keewaydin Island Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Luis Hernandez Davila - ## 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 Keewaydin Island Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Matanzas Inn Bayside Resort and Marina](https://images.trvl-media.com/lodging/3000000/2670000/2665100/2665085/fc463bf9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Matanzas Inn Bayside Resort and Marina CA $1,301 per person Apr 2 - Apr 7 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Fort Myers (RSW) 9.2/10 Wonderful! (1,001 reviews) We loved the location. The space was very clean and large. We will definitely be staying here again. Reviewed on Jan 16, 2026 ![Tween Waters Island Resort & Spa](https://images.trvl-media.com/lodging/1000000/180000/170800/170769/a5c54d2c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tween Waters Island Resort & Spa CA $1,589 per person Mar 2 - Mar 9 found 19 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Fort Myers (RSW) 8.6/10 Excellent! (1,002 reviews) Beautiful property with everything one could possibly need for a get-away. Reviewed on Jan 6, 2026 ![The Suites at Fishermen’s Village- 2 Bedroom Suites](https://images.trvl-media.com/lodging/53000000/52080000/52074900/52074809/ba7422d1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Suites at Fishermen’s Village- 2 Bedroom Suites Punta Gorda Isles CA $1,533 per person Mar 2 - Mar 9 found 19 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Fort Myers (RSW) 9.8/10 Exceptional! (1,027 reviews) What an amazing resort. I stayed in the Harbor View Suite at Fisherman’s Village on my family trip to Punta Gorda. Just Amazing!!! I highly recommend Fisherman’s Village if you are traveling in the Punta Gorda area. Reviewed on Jan 14, 2026 ![The Perry Hotel Naples](https://images.trvl-media.com/lodging/103000000/102390000/102386400/102386398/0ad2742c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel Naples CA $2,256 per person Apr 2 - Apr 7 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Fort Myers (RSW) 9.6/10 Exceptional! (477 reviews) We had a nice stay! Recommend ! Reviewed on Jan 15, 2026 ![Wyvern Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/3000000/2200000/2193300/2193202/79d5d50b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Wyvern Hotel, an Ascend Collection Hotel Downtown Punta Gorda CA $1,373 per person Mar 2 - Mar 9 found 19 hours ago Roundtrip non-stop flight included Hamilton (YHM) to Fort Myers (RSW) 9/10 Wonderful! (1,003 reviews) We got locked out of our room because there locks weren’t working and they weren’t sure if the master key would work on not because they were off line. When we returned the morning staff never informed the evening staff and the issue was never fixed, however we were able to get into the room with a new key but they again weren’t sure if it was going to work. The next day upon checking out and asking how everything was I mentioned the lock out and the response was “oh yea, have a great day”. We were never informed of wifi password or breakfast options either just that the front desk staff was very tired from lots of drunk people the previous days on the roof top bar. They were nice however not very helpful at all or informative. Also our room was never cleaned no towels replaced either I’m assuming again due to the lock issue. Reviewed on Jan 3, 2026 ## Ready to book your vacation to Keewaydin Island? Choose your dates ## Keewaydin Island Hotel Deals ![Naples Grande Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/15900/15898/65da812e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Naples Grande Beach Resort 475 Seagate Drive Naples FL Fully refundableReserve now, pay when you stay CA $552 CA $682 total Feb 1 - Feb 2 includes taxes & fees 8.8/10 Excellent! (2,008 reviews) We had a wonderful time at the hotel. The staff was extremely helpful and polite, from the front desk to all other services. Ella and Nino were amazing—very attentive and truly made our stay so pleasant. The facility is a bit outdated, but we were told that updates are in progress. Overall, everything ... Reviewed on Jan 9, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F02%2F2026&endDate=02%2F02%2F2026&selected=15898&PinnedHotelID=15898&HadPinnedHotel=true®ionId=6337231) ![Marco Beach Ocean Suites](https://images.trvl-media.com/lodging/93000000/92930000/92927500/92927422/eeea5841_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Marco Beach Ocean Suites 480 S Collier Blvd Marco Island FL CA $332 CA $407 total Jan 20 - Jan 21 includes taxes & fees 8.8/10 Excellent! (1,135 reviews) Feeling of home away from home Reviewed on Jan 14, 2026 [](https://expedia.ca/Hotel-Search?startDate=20%2F01%2F2026&endDate=21%2F01%2F2026&selected=92927422&PinnedHotelID=92927422&HadPinnedHotel=true®ionId=6337231) ![Fairways Inn of Naples](https://images.trvl-media.com/lodging/1000000/60000/55500/55415/9ba98d99_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fairways Inn of Naples 103 Palm River Blvd Naples FL Fully refundableReserve now, pay when you stay CA $200 CA $222 total Jan 27 - Jan 28 includes taxes & fees 9.4/10 Exceptional! (1,166 reviews) Clean room and staff was very friendly. Reviewed on Jan 13, 2026 [](https://expedia.ca/Hotel-Search?startDate=27%2F01%2F2026&endDate=28%2F01%2F2026&selected=55415&PinnedHotelID=55415&HadPinnedHotel=true®ionId=6337231) [See all 10,829 properties in Keewaydin Island](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F01%2F2026&endDate=18%2F01%2F2026®ionId=6337231) 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 Keewaydin Island ![Vanderbilt Beach](https://mediaim.expedia.com/destination/1/a2cf2e0eea8931e58f333a95758f03a0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Vanderbilt Beach If a restful vacation is part of your travel plans, Vanderbilt Beach might be the perfect place to seek out during your trip to North Naples. [](https://expedia.ca/Vanderbilt-Beach-Vanderbilt-Beach.d553248621532652404.Vacation-Attraction) ![5th Avenue Shopping District which includes markets, street scenes and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63814-5th-Avenue-Shopping-District.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fifth Avenue South Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida. [](https://expedia.ca/Fifth-Avenue-South-Old-Naples.d6337227.Vacation-Attraction) ![Naples Beach](https://mediaim.expedia.com/destination/1/6b7a9cc1903ff9d66022b1c3a4cf0938.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Naples Beach Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area. [](https://expedia.ca/Naples-Beach-West-Naples.d553248621565061337.Vacation-Attraction) ### What to do in Keewaydin Island ![Sunset Tour in Naples Bay on a New Godfrey- All included](https://mediaim.expedia.com/localexpert/47475252/8b9602e8-5f50-4f61-8c20-a11a2d62171d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Naples Sunset Cruise - Complimentary Charcuterie and wine CA $150 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/naples-sunset-cruise-complimentary-charcuterie-and-wine.a47475252.activity-details) ![Wild Dolphin Boat Tour](https://mediaim.expedia.com/localexpert/48093797/4cb49939-0fd0-4f3f-a989-1bc6a78b37f8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Best of Marco Dolphin Tour CA $137 per adult [](https://expedia.ca/things-to-do/best-of-marco-dolphin-tour.a48093797.activity-details) ![Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour](https://mediaim.expedia.com/localexpert/44714554/babfb6c6-4c06-4f47-8476-3441f2edb04f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Naples, FL: Manatee, Dolphin, 10,000 Islands Beach Eco Tour CA $174 per adult [](https://expedia.ca/things-to-do/naples.a44714554.activity-details) [See all activities in Keewaydin Island](https://expedia.ca/things-to-do/search?rid=6337231) ## Frequently asked questions ### Can I cancel my flight booking to Keewaydin Island due to COVID-19? ### What's the best way to find cheap flights to Keewaydin Island that have flexible change policies? ### What are some of the general tips for travelers to Keewaydin Island during the COVID-19 outbreak? > - Look into the rules and restrictions in both your destination and origin. It may not be possible to travel depending on local circumstances, so don't forget to check before you book your flight. > - When you pass through airport screening, keep your face mask on. You will be required to briefly lower it to verify your identity. Anyone refusing to wear a mask may be fined and denied entry. > - You're no longer required to hand your boarding pass (electronic or paper) directly to a TSA employee. Instead, position your pass on the scanner and then hold it up for inspection. > - TSA is now permitting passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on bags. This will have to be removed from your bag for X-ray scanning. > - To reduce handling during the screening process, place items such as your phone, wallet and keys into your carry-on instead of the bins. > - Transport all food items in a clear plastic bag and also put them in a screening bin. Keeping your food separate 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 Keewaydin Island? ### How can I find cheap tickets to Keewaydin Island? ### How much is a flight to Keewaydin Island? ### What are the most popular airports to fly into in Keewaydin Island? ### When is the cheapest time to fly to Keewaydin Island? ### How much is a plane ticket to Keewaydin Island? ### Which airlines with flights to Keewaydin Island employ COVID-19 cleanliness policies? > - Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. > - American Airlines - this airline is known for providing passenger masks 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 - Other - [3 Star Hotels in Isles of Collier Preserve ](https://www.expedia.ca/3Star-Isles-Of-Collier-Preserve-Naples-Hotels.s30-n553248635976471244-0.Travel-Guide-Filter-Hotels) - 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[Fifth Avenue South ](https://www.expedia.ca/Fifth-Avenue-South-Old-Naples.d6337227.Vacation-Attraction) - [Hibiscus Golf Club ](https://www.expedia.ca/Hibiscus-Golf-Club-Naples.d6327180.Vacation-Attraction) - [Kice Island Vacations ](https://www.expedia.ca/Kice-Island.d6337233.Destination-Travel-Guides) - [Lowdermilk Beach Park ](https://www.expedia.ca/Lowdermilk-Beach-Park-Coquina-Sands.d6327217.Vacation-Attraction) - [Marco Island Vacations ](https://www.expedia.ca/Marco-Island.d8812.Destination-Travel-Guides) - [Marco Town Center Mall ](https://www.expedia.ca/Marco-Town-Center-Mall-Marco-Island.d6128104.Vacation-Attraction) - [Mercato ](https://www.expedia.ca/Mercato-Naples.d6142907.Vacation-Attraction) - [Mustang Golf Course ](https://www.expedia.ca/Mustang-Golf-Course-Lely-Golf-Estates.d553248621563219751.Vacation-Attraction) - [Naples Beach ](https://www.expedia.ca/Naples-Beach-West-Naples.d553248621565061337.Vacation-Attraction) - [Naples Botanical Garden ](https://www.expedia.ca/Naples-Botanical-Garden-East-Naples.d6177501.Vacation-Attraction) - 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[Quail Run Golf Course ](https://www.expedia.ca/Quail-Run-Golf-Course-Central-Naples.d553248621561884703.Vacation-Attraction) - [South Naples Vacations ](https://www.expedia.ca/South-Naples.d6337318.Destination-Travel-Guides) - [Tiburon Golf Club ](https://www.expedia.ca/Tiburon-Golf-Club-Naples.d6327387.Vacation-Attraction) - [Tigertail Beach ](https://www.expedia.ca/Tigertail-Beach-Tigertail-Beach.d6327390.Vacation-Attraction) - [Valencia Golf and Country Club ](https://www.expedia.ca/Valencia-Golf-And-Country-Club-Rural-Estates.d6327398.Vacation-Attraction) - [Vanderbilt Beach ](https://www.expedia.ca/Vanderbilt-Beach-Vanderbilt-Beach.d553248621532652404.Vacation-Attraction) - [Via Miramar Beach ](https://www.expedia.ca/Via-Miramar-Beach-Moorings.d553248635983992701.Vacation-Attraction) - [Budget Rental Cars in East Naples ](https://www.expedia.ca/Budget-Car-Rentals-In-East-Naples.d6177511-c39.Car-Rental-Guide-Suppliers) - [Car rentals near East Naples ](https://www.expedia.ca/Car-Rentals-In-East-Naples.d6177511.Car-Rental-Guide) - [Car rental Naples ](https://www.expedia.ca/Car-Rentals-In-Naples.d602724.Car-Rental-Guide) - [Naples Vacation Rentals ](https://www.expedia.ca/Naples-Vacation-Rentals.d602724.Travel-Guide-VacationRentals) - [Things to do in Naples ](https://www.expedia.ca/Things-To-Do-In-Naples.d602724.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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