Island Walk Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Island Walk
Price found within the past 48 hours. Click for updated prices.
Sunsuites Villas At Sunseeker Resort, Curio By Hilton
CA $1,559
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (135 reviews)
We scheduled our stay for my wife's 60th birthday party. We had spoken to the hotel staff about how we were looking forward to celebrating by the rooftop pool..
THE ROOFTOP POOL WAS CLOSED THE ENTIRE TIME WE WERE THERE FOR A PRIVATE COMPANY PARTY.
EXTREMELY DISAPPOINTED!!
Reviewed on Oct 25, 2026
LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
CA $5,136
per person
Dec 28 - Jan 2
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
Very helpful staff, great Gulf side room. Undergoing some renovation so only one elevator working but didn’t create too much of a problem. Great location, nice people.
Reviewed on Oct 25, 2026
Where to stay in Island Walk
Find the best Island Walk areas and neighborhoods for the activities you enjoy most. Learn more about Island Walk
East Naples
Beaches, shopping, and restaurants are just a few things travelers enjoy about East Naples. Check out Fifth Avenue South or Naples Botanical Garden while you're exploring the area.
Central Naples
1 out of top 10 points of interest in this area
If you're spending some time in Central Naples, Naples Zoo at Caribbean Gardens and Naples Grande Golf Club are top sights worth seeing.
Old Naples
3 out of top 10 points of interest in this area
The stunning beaches and popular shops are just a few highlights of Old Naples. Make a stop by Fifth Avenue South or Naples Beach while you're exploring the area.
Naples Park
Located in North Naples, Naples Park is bounded by U.S. Route 41 and offers easy access to Vanderbilt Lagoon. Enjoy shopping at the nearby outdoor mall, The Mercato, for a delightful experience.
Vanderbilt Beach
1 out of top 10 points of interest in this area
While visiting Vanderbilt Beach, you might make a stop by sights like Vanderbilt Beach and Delnor-Wiggins Pass State Park.
Island Walk Hotel Deals
Fairways Inn of Naples
103 Palm River Blvd Naples FL
Fully refundableReserve now, pay when you stay
CA $118
CA $131 total
Oct 27 - Oct 28
includes taxes & fees
9.4/10 Exceptional! (1,348 reviews)
"Naturaleza"
Reviewed on Oct 24, 2026
Compass by Margaritaville Hotel Naples
4805 Tamiami Trl N Naples FL
Fully refundableReserve now, pay when you stay
CA $133
CA $182 total
Oct 30 - Oct 31
includes taxes & fees
9.6/10 Exceptional! (1,906 reviews)
"All perfect enjoy"
Reviewed on Oct 26, 2026
Hyatt Vacation Club at Coconut Cove, Bonita Springs
11800 Coconut Cove Drive Bonita Springs FL
Fully refundableReserve now, pay when you stay
CA $198
CA $276 total
Oct 28 - Oct 29
includes taxes & fees
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 does an Island Walk vacation package cost?
Our Island Walk vacation packages, which begin at just CA $291, are the easiest way to save precious money. Select your preferred flights, hotels and rental cars to create your ideal escape.
How do I get a cheap travel package to Island Walk?
It's easy. Just bundle. Flights, rental cars and hotels — combine whatever you need into an Island Walk vacation package to save a pile of cash. Score even more deals when you add extras such as experiences or tours to your booking. But that's not the only impressive part. You have the freedom to tailor your vacation your way. We offer over 550 air carriers and 1,000,000 hotel options all over the world, so that everyone has a chance to travel and live out those vacation dreams.
Where should I stay in Island Walk?
Most people who travel to Island Walk include both Naples Pier and Barefoot Beach on their itineraries. Why not reserve a hotel right near these fantastic attractions?
How far in advance should I book my Island Walk vacation?
Reward yourself with the biggest variety and the cheapest prices by booking your Island Walk vacation nice and early. Airlines usually publish flights around 12 months prior to departure, so start your planning as soon as you can. Having said that, Expedia is constantly working to give you the best bargains around, so there's never a bad time to book your dream vacation!
What does an Expedia Island Walk travel package include?
It comes down to what you want. If you're traveling by yourself, you might decide to bundle flights and hotels. Taking the whole crew to Island Walk? A travel package that includes hotels, rental cars and flights might be a better fit. Expedia gives you the freedom to build your own travel package.
What should I know before booking an Island Walk travel package?
An Expedia travel package can be customized for your budget and is a terrific way to stretch your hard-earned dollars. How little or much you include is up to you. Rental cars, hotels and flights — come up with a combination that suits your plans.
Can I choose my airline with an Island Walk Expedia vacation package?
With a vacation package, you're the one in charge. Whether you're eager to fly to Island Walk in business or coach, simply select from the available airline options. Expedia has access to over 550 airline partners around the world.
If I'm not able to travel, can I cancel my Island Walk vacation package?
We understand — unexpected stuff happens. If you've locked in an Island Walk vacation package and need to cancel or amend it, we can help. We recommend visiting our Customer Service Portal first for information. But generally, if you've booked your package within 24 hours, you may be able to cancel or change your itinerary free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may charge a fee.
Things to do
Gulf of Mexico Sunset Cruise from Naples
CA $89
per adult
88% of travellers recommend
Beach Island Shelling Cruise to Keewaydin Island Tour
CA $84
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.