Keewaydin Island Vacation Packages

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Top Keewaydin Island Vacation Deals

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

Lehigh Resort Club

Joel
CA $1,073
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Fort Myers (RSW)
9/10 Wonderful! (114 reviews)
I like the hotel however needs upgrade they have bicycles and stuff but most they were flat or not working

Reviewed on Aug 20, 2026

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton

CA $1,181
per person
Oct 24 - Oct 31
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (3,145 reviews)
Casa Ybel Resort

Casa Ybel Resort

Mid Island
CA $1,625
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Fort Myers (RSW)
8.8/10 Excellent! (397 reviews)
The Perry Hotel Naples

The Perry Hotel Naples

CA $1,130
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (992 reviews)
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

Punta Rassa
CA $1,541
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Fort Myers (RSW)
8.6/10 Excellent! (1,012 reviews)
The check in process was quick and were given 2 welcome drink passes for the bar which was great. The problem was the elevators which only 2 were operational and took anywhere from 3-9min just to go floor by floor at any given moment.the restaurants were a bit expensive but still gaave it a try. The spa is definitely recommended as well as the gym which is very stocked. The pools was nice and never crowded. The bimini restaurant which is a small golf cart drive away is very recommended. The height of the stay were the amazing sunsets by the poolside which were incredible. Overall the stay was good, but try it out . Enjoy!

Reviewed on Aug 21, 2026

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Keewaydin Island Hotel Deals

Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

560 S Collier Blvd Marco Island FL
Fully refundableReserve now, pay when you stay
CA $231
CA $332 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (1,979 reviews)
"Nice hotel to stay at."

Reviewed on Aug 22, 2026

Hilton Marco Island Beach Resort and Spa
Hyatt House Naples/5th Avenue

Hyatt House Naples/5th Avenue

1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
CA $198
CA $220 total
Sep 8 - Sep 9
includes taxes & fees
9/10 Wonderful! (2,043 reviews)
"I love it! Very recommend"

Reviewed on Aug 21, 2026

Hyatt House Naples/5th Avenue
Great Wolf Lodge Naples

Great Wolf Lodge Naples

3900 City Gate Blvd N. Naples FL
CA $243
CA $270 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (1,223 reviews)
"Super"

Reviewed on Aug 22, 2026

Great Wolf Lodge Naples
See all 10,606 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.

What to do in Keewaydin Island

Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $80
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $93
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

CA $110
per adult
Naples: Sightseeing and Dining Cruises
See all activities in Keewaydin Island

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 $1,073. 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.