Keewaydin Island Vacations 2026 from CA $882

Keewaydin Island flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

Casa Ybel Resort

Mid Island

CA $882

per person

Sep 19 - Sep 22

found 17 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Fort Myers (RSW)

Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Sanibel Island Lighthouse are located nearby.

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

CA $1,310

per person

Aug 8 - Aug 15

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Myers (RSW)

Stay at this hotel in Punta Gorda. Popular attractions Fishermen's Village and Peace River are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

CA $1,335

per person

Aug 26 - Aug 30

found 7 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

Book a stay at this luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Delnor-Wiggins Pass State Park are located nearby.

Inn on Fifth

Old Naples

CA $2,290

per person

Aug 9 - Aug 16

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Fort Myers (RSW)

Book a stay at this spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.

Landing Furnished Apartments - Naples, FL

CA $1,048

per person

Sep 15 - Sep 20

found 22 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Myers (RSW)

Book a stay at this business-friendly apartment in Naples. Enjoy free WiFi, a rooftop terrace, and a fitness center. Popular attractions Fifth Avenue South and Naples Beach are located nearby.

Top Keewaydin Island hotels deals

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd Marco Island FL

Free cancellation

Reserve now, pay when you stay

CA $267

CA $375 total

Aug 2 - Aug 3

includes taxes & fees

Book a stay at this beach resort in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions South Marco Beach and Marco Beach are located nearby.

Pool

Hot tub

Hyatt House Naples/5th Avenue

1345 5th Avenue South Naples FL

Free cancellation

Reserve now, pay when you stay

CA $197

CA $219 total

Aug 2 - Aug 3

includes taxes & fees

Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the breakfast and the pool in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.

Pool

Hot tub

Great Wolf Lodge Naples

3900 City Gate Blvd N. Naples FL

CA $267

CA $296 total

Jul 6 - Jul 7

includes taxes & fees

Book a stay at this family-friendly hotel in Naples. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Popular attractions Paradise Coast Sports Compex and Swamp Buggy Races are located nearby.

Pool

Hot tub

La Quinta Inn & Suites by Wyndham Naples Downtown

1555 5th Ave S Naples FL

Free cancellation

Reserve now, pay when you stay

CA $112

CA $125 total

Jul 19 - Jul 20

includes taxes & fees

Book a stay at this business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.

Pool

Breakfast included

Naples Bay Resort & Marina

1500 Fifth Ave S Naples FL

Free cancellation

Reserve now, pay when you stay

CA $292

CA $400 total

Jul 13 - Jul 14

includes taxes & fees

Book a stay at this spa hotel in Naples. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.

Pool

Hot tub

The Perry Hotel Naples

12155 Tamiami Trail N Naples FL

Free cancellation

Reserve now, pay when you stay

CA $157

CA $245 total

Jul 5 - Jul 6

includes taxes & fees

Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.

Pool

Pet-friendly

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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.

Frequently asked questions

How much are vacation packages to Keewaydin Island?

Your vacation daydreams can all come true in Keewaydin Island from an impressive CA $882. Our package deals include flights and hotels, so you'll find booking is easy as pie. The only thing you'll have to worry about is having an incredible time.

Where can I get the best vacation package deals for Keewaydin Island?

There are fantastic Keewaydin Island package deals to be snapped up with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 worldwide properties? Keep this in mind when you're ready to check another place off your list.

Why should I purchase my Keewaydin Island vacation bundle with Travelocity?

Because life is an amazing journey, and we've got everything you could hope for to help you along the way. With our high-quality service and Price Match Guarantee, you can book with confidence. What's more, you can sleep easy while you're on the road knowing we've got your back with our 24/7 customer support.

Can I save on my Keewaydin Island car rental if I combine it with a hotel or flight?

With a Keewaydin Island vacation package, you can combine your car, flight and hotel bookings and save loads. If you'd love to see the best of this wonderful destination, why not check out Vizcaya Museum and Gardens? This top attraction is 161 kilometers from Keewaydin Island. With your own wheels, you'll be there belong long.

Which airport is best for Keewaydin Island?

Keewaydin Island has two airports you can fly to — Southwest Florida Intl. Airport (RSW) (48 kilometers away from the city center) and Naples Municipal Airport (APF) (10 kilometers away from central Keewaydin Island).