Keewaydin Island Vacation Packages

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Top Keewaydin Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was CA $1,251, price is now CA $830 per person
CA $830
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,004 reviews)
Awesome

Reviewed on Jul 10, 2026

Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Price was CA $1,660, price is now CA $1,083 per person
CA $1,083
per person
Aug 25 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Fort Myers (RSW)
8.8/10 Excellent! (372 reviews)
The property was well restored and maintained. Staff (at the pool) needs to level up.

Reviewed on Jul 10, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was CA $1,540, price is now CA $1,089 per person
CA $1,089
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,009 reviews)
Todo espectacular la playa las piscinas la habitación el servicio todo muy especial

Reviewed on Jul 9, 2026

GullWing Beach Resort

GullWing Beach Resort

3.5 out of 5
South Island
Price was CA $1,543, price is now CA $1,156 per person
CA $1,156
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (955 reviews)
Absolutely gorgeous ocean view suite! Exceeded our expectations! The beach was so nice and easy to walk to. Nice location. Great staff! We’ll definitely be going back!

Reviewed on Jul 11, 2026

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Price was CA $1,241, price is now CA $931 per person
CA $931
per person
Sep 19 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,001 reviews)
Great location! Overall, room was clean and there was no carpet (which is a plus for us). Pool is small but very enjoyable!

Reviewed on Jul 6, 2026

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Keewaydin Island Hotel Deals

Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
560 S Collier Blvd Marco Island FL
Fully refundableReserve now, pay when you stay
The price is CA $259 per night from Aug 9 to Aug 10
CA $259
CA $366 total
Aug 9 - Aug 10
includes taxes & fees
9/10 Wonderful! (1,892 reviews)
"Excellent location close to shops and restaurants, very nice beach. Room was clean and comfortable and roomy."

Reviewed on Jul 10, 2026

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

Hyatt House Naples/5th Avenue

3.5 out of 5
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Jul 15 to Jul 16
CA $232
CA $258 total
Jul 15 - Jul 16
includes taxes & fees
9/10 Wonderful! (1,872 reviews)
"excellent"

Reviewed on Jul 11, 2026

Hyatt House Naples/5th Avenue
Great Wolf Lodge Naples

Great Wolf Lodge Naples

3 out of 5
3900 City Gate Blvd N. Naples FL
The price is CA $310 per night from Jul 14 to Jul 15
CA $310
CA $344 total
Jul 14 - Jul 15
includes taxes & fees
9.4/10 Exceptional! (1,039 reviews)
"Loved everything!"

Reviewed on Jul 10, 2026

Great Wolf Lodge Naples
See all 10,561 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.
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What to do in Keewaydin Island

Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $81
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 $94
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Naples: Sightseeing and Dining Cruises

Naples: Sightseeing and Dining Cruises

CA $111
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 $830. 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.