Keewaydin Island Vacations

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Find the Best Keewaydin Island Vacation Packages

Keewaydin Island Hotel Deals

Naples Grande Beach Resort

Naples Grande Beach Resort

4.5 out of 5
475 Seagate Drive Naples FL
Fully refundable
The price is ₩595,103 per night from Dec 21 to Dec 22
₩595,103
₩734,365 total
Dec 21 - Dec 22
includes taxes & fees
9/10 Wonderful! (1,982 reviews)
We enjoyed our stay at Naples Grande Resort. My husband and I were celebrating our wedding anniversary, and it was perfect! They even surprised us with a bottle of wine and a handwritten card wishing us a Happy Anniversary. We loved the boardwalk to get to the beach- it is absolutely gorgeous. The ...

Reviewed on Dec 19, 2025

Naples Grande Beach Resort
Fairways Inn of Naples

Fairways Inn of Naples

3 out of 5
103 Palm River Blvd Naples FL
Fully refundableReserve now, pay when you stay
The price is ₩150,334 per night from Dec 21 to Dec 22
₩150,334
₩166,871 total
Dec 21 - Dec 22
includes taxes & fees
9.4/10 Exceptional! (1,125 reviews)
We had a very enjoyable stay at the Fairways Inn of Naples. The property was beautifully landscaped and clean and well maintained. The pool was warm and clean and we enjoyed our swimming time very much. The continental breakfast had many many great choices including bagels, English muffins, yogurt, ...

Reviewed on Dec 16, 2025

Fairways Inn of Naples
Inn on Fifth

Inn on Fifth

4 out of 5
699 5th Ave S Naples FL
The price is ₩516,087 per night from Jan 4 to Jan 5
₩516,087
₩646,668 total
Jan 4 - Jan 5, 2026
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Great experience!❤️

Reviewed on Dec 19, 2025

Inn on Fifth
See all 10,765 properties in Keewaydin Island
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.

Discover the most popular places to visit in Keewaydin Island

5th Avenue Shopping District which includes markets, street scenes and a city

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.

Fifth Avenue South
Sunset in Naples.. ❤️

Clam Pass Park

Explore the great outdoors at Clam Pass Park, a lovely green space in North Naples. Amble around this family-friendly area's beautiful beaches and enjoy its top-notch restaurants.

Clam Pass Park

Tiburon Golf Club

Enjoy a round of golf in North Naples at Tiburon Golf Club. Wander the area's beautiful beaches or simply enjoy one of its seafood restaurants.

Tiburon Golf Club

Frequently asked questions

Can I cancel my flight booking to Keewaydin Island due to COVID-19?
If you haven't booked yet, scan the terms and conditions of the airline you're considering. If you've already purchased your flight to Keewaydin Island, head to our Customer Service Portal. The information here will help you work out which COVID-19 policies apply to your booking and advise the next steps.
What's the best way to find cheap flights to Keewaydin Island that have flexible change policies?
By using our smart "No change fee" filter, that's how. All you have to do is enter your travel dates, click "Search," then select the box directly below the "Flexible change policies" heading (it's on the left). Expedia makes it a snap to find flexible, low-priced airfares to Keewaydin Island.
What are some of the general tips for travelers to Keewaydin Island during the COVID-19 outbreak?
In the face of the COVID-19 pandemic, traveling today comes with more challenges. Read through these worthwhile tips before hopping on your flight to Keewaydin Island:
  • 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?
Delta is a top air carrier servicing Keewaydin Island. Book an airfare to Southwest Florida Intl. Airport (RSW) and you'll have 460 Delta flights every month to pick from.
How can I find cheap tickets to Keewaydin Island?
In the last seven days, was the best price for a flight to Keewaydin Island. For an even better fare, book well ahead of time and be flexible with your dates. Search for your trip to Keewaydin Island, then compare prices for nearby days by clicking on the "flexible dates" link above.
How much is a flight to Keewaydin Island?
The price of a round-trip journey to Keewaydin Island in the last seven days varied between and . If you were heading one way from (), you could have picked up a bargain from just .
What are the most popular airports to fly into in Keewaydin Island?
Get ready to pack your bags and fly into Southwest Florida Intl. Airport (RSW), Keewaydin Island's main flight hub. Book one of the 3044 flights that land here each month.
When is the cheapest time to fly to Keewaydin Island?
Jet off early on in the week to score a bargain fare to Keewaydin Island. Tuesday is usually the most affordable day to fly, with Monday right behind it. Saturday typically has the most expensive ticket prices. This is because a lot of people prefer to start their trip on a weekend.
How much is a plane ticket to Keewaydin Island?
In the last seven days, tickets to Keewaydin Island varied between and . Prices depend on a number of things, particularly the departure time, cabin class, airline and when you make your booking.
Which airlines with flights to Keewaydin Island employ COVID-19 cleanliness policies?
As countries begin to lift travel restrictions, many airlines are back in business with new measures including social distancing and an increased supply of sanitizer and face masks. Here's what some carriers are doing to help minimize the spread of COVID-19:
  • 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.

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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.