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
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Top Holiday Package Deals in Island Walk
Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa
CA $1,599
per person
Nov 15 - Nov 22
found 7 hours ago
Roundtrip flight included
Ottawa (YOW) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
The friendliest staff you will ever meet ! Clean property. We had the Bay View Studio. Love that it has a coffee maker ( grab cream on your way in :) , cooktop, microwave and mini fridge. Bed was very comfortable. Gorgeous view! We mostly ate on the property and you can’t beat the food . We honestly got up, had breakfast, went to the pool . Super time to visit ( September) it is quiet. We did visit in April as well and it’s BUSY - great for families with kids .
Reviewed on Sep 27, 2026
Casa Ybel Resort
Mid Island
CA $1,203
per person
Nov 15 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
8.8/10 Excellent! (432 reviews)
I really liked how all the rooms have an ocean view, and how close the room was to the ocean.
Reviewed on Sep 27, 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
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.
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.
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
La Quinta Inn & Suites by Wyndham Naples Downtown
1555 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
CA $110
CA $122 total
Oct 7 - Oct 8
includes taxes & fees
8.2/10 Very good! (2,108 reviews)
"Lugar acogedor, muy céntrico."
Reviewed on Sep 27, 2026
The Perry Hotel Naples
12155 Tamiami Trail N Naples FL
Fully refundableReserve now, pay when you stay
CA $149
CA $236 total
Sep 30 - Oct 1
includes taxes & fees
9.6/10 Exceptional! (1,181 reviews)
"Every room needs a microwave"
Reviewed on Sep 28, 2026
Hyatt Vacation Club at Coconut Cove, Bonita Springs
11800 Coconut Cove Drive Bonita Springs FL
Fully refundableReserve now, pay when you stay
CA $161
CA $235 total
Sep 29 - Sep 30
includes taxes & fees
9.2/10 Wonderful! (1,012 reviews)
"Great place friendly staff."
Reviewed on Sep 27, 2026
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 $770, 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 $103
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.