Keewaydin Island Vacation Packages
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Top Keewaydin Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Casa Ybel Resort
Mid Island
CA $824
per person
Sep 14 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (391 reviews)
First time at CY and could not be happier with our stay. First time on the island too. Room was perfect for me and my two daughters. Really liked the vaulted ceilings as I was surprised by this. We stayed on the 2nd floor for the view (we didn’t mind walking the extra steps). We were in room 118 and it was a little walk to the pool, but the grounds are gorgeous as we didn’t mind the walk. Pool was big and water warm! Ocean was equally as warm. Shells for days. Caught some lizards and a crab! Staff was excellent and courteous. Come prepared with bug spray. We used Captiva Cruises for our private fishing, snorkeling, shelling, and dolphin viewing. Caught tons of fish! Grilled snapper and trout for dinner. We will be returning annually!
Reviewed on Aug 10, 2026
Ready to book your vacation to Keewaydin Island?
Keewaydin Island Hotel Deals
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd Marco Island FL
Fully refundableReserve now, pay when you stay
CA $234
CA $337 total
Aug 30 - Aug 31
includes taxes & fees
9/10 Wonderful! (1,963 reviews)
"Nice big room and clean. The beach area was also great and it is wonderful that they guarantee beach umbrella and chairs for the day."
Reviewed on Aug 10, 2026
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
CA $201
CA $223 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (2,008 reviews)
"Everything was perfect"
Reviewed on Aug 10, 2026
Great Wolf Lodge Naples
3900 City Gate Blvd N. Naples FL
CA $232
CA $258 total
Aug 18 - Aug 19
includes taxes & fees
9.4/10 Exceptional! (1,180 reviews)
"Everything was good"
Reviewed on Aug 10, 2026
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.
What to do in Keewaydin Island
Gulf of Mexico Sunset Cruise from Naples
CA $93
per adult
88% of travellers recommend
Frequently asked questions
How much does a Keewaydin Island vacation package cost?
Browse and book everything in one place with our Keewaydin Island vacation packages, which start from only CA $824. Select the hotels and flights that suit your style. Then, add on a few experiences or tours for an amazing adventure.
How do I get a cheap travel package to Keewaydin Island?
You'll save big if you bundle your car rentals, hotels and flights into a Keewaydin Island vacation package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer more than 550 airlines and 1,000,000 properties across the world, so you'll always have plenty of options to choose from. Eager to save even more? Add some exciting activities to your package deal to unlock even more bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Keewaydin Island?
With popular attractions such as Naples Botanical Garden and East Naples Community Park in this neighborhood, look for a hotel situated near them. Southpointe Marina is another sight in Keewaydin Island that travelers flock to.
How far in advance should I book my Keewaydin Island vacation?
Reserving your spot early with Expedia means one less thing to have to worry about. Many air carriers advertise prices up to a year in advance. Usually, this is the cheapest time to book. If circumstances have left you booking late, incredible deals to Keewaydin Island sometimes occur just a few weeks before departure.
What does an Expedia Keewaydin Island travel package include?
Travel packages include flights, hotels and rental cars, but you can combine any of them to create your dream Keewaydin Island trip. You can also add on a few tours and activities once you've made your booking. You're the boss! When you combine your bookings with Expedia, you'll enjoy discounts you won't find anywhere else.
What should I know before booking a Keewaydin Island travel package?
You'll score amazing savings when you combine your hotels, flights and rental cars into a travel package. Not only that, booking everything in one spot just makes things easier. So why waste your time or money? Whether you're organizing a ritzy city getaway or a low-cost family break, check out our package deals today.
Can I choose my airline with a Keewaydin Island Expedia vacation package?
You certainly can. We have more than 550 airline partners across the globe, so fly with the carrier that best suits your budget and traveling style.
If I'm not able to travel, can I cancel my Keewaydin Island vacation package?
It's difficult to predict what the future holds, so it's good to know that you can cancel or change your Keewaydin Island vacation package. If you booked in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to learn more.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
