Island Walk Vacation Packages

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  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

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    With 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.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,106, price is now CA $755 per person
CA $755
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (725 reviews)
Very beautiful hotel, everything in great condition

Reviewed on Apr 7, 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 $2,137, price is now CA $1,228 per person
CA $1,228
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,002 reviews)
Excellent , more than what I expected

Reviewed on Apr 5, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was CA $1,221, price is now CA $811 per person
CA $811
per person
May 15 - May 19
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.4/10 Exceptional! (1,008 reviews)
This place is a gem!

Reviewed on Apr 6, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $1,340, price is now CA $904 per person
CA $904
per person
May 15 - May 19
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9/10 Wonderful! (821 reviews)
Beautiful Grounds! Very comfortable rooms. The pool was a blast!

Reviewed on Apr 6, 2026

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Price was CA $1,441, price is now CA $992 per person
CA $992
per person
May 15 - May 19
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.4/10 Very Good! (1,010 reviews)
Pool at Captiva was not heated so made for a cold swim. Couch in our room was very uncomfortable and tv connection was not great.

Reviewed on Apr 6, 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
walking down the bridge of Baker park in Naples Florida in southwest Florida public park

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.

Find hotels in Central Naples

Island Walk Hotel Deals

Great Wolf Lodge Naples

Great Wolf Lodge Naples

3 out of 5
3900 City Gate Blvd N. Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from Apr 13 to Apr 14
CA $220
CA $245 total
Apr 13 - Apr 14
includes taxes & fees
9.4/10 Exceptional! (651 reviews)
Riverside was the upscale restaurant in the resort. They were rude,unaccommodating and food was marginal. Mac and cheese should not cost $22.50. They could not seem to get a simple cheeseburger and fries you hot, something McDonald's can do everytime. Walk ins are welcome as they tell you 21/2 hours ...

Reviewed on Apr 8, 2026

Great Wolf Lodge Naples
La Quinta Inn & Suites by Wyndham Naples Downtown

La Quinta Inn & Suites by Wyndham Naples Downtown

2.5 out of 5
1555 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from May 4 to May 5
CA $127
CA $141 total
May 4 - May 5
includes taxes & fees
8.2/10 Very Good! (1,891 reviews)
The overall condition of the property was good. The pool area did not look well kept, needed more chlorine, and needed to be vacuumed. Staff were very friendly. Breakfasts were average.

Reviewed on Apr 7, 2026

La Quinta Inn & Suites by Wyndham Naples Downtown
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
12155 Tamiami Trail N Naples FL
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Apr 15 to Apr 16
CA $232
CA $326 total
Apr 15 - Apr 16
includes taxes & fees
9.4/10 Exceptional! (737 reviews)
Very beautiful hotel, everything in great condition

Reviewed on Apr 7, 2026

The Perry Hotel Naples
See all 9,700 properties in Island Walk
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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Frequently asked questions

How much does an Island Walk vacation package cost?
Our Island Walk vacation packages, which begin at just CA $755, 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.

Discover the most popular places to visit in Island Walk

Fifth Avenue South

Fifth Avenue South

Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.

Fifth Avenue South
Pristine and idyllic beach at sunset in a bright day, Naples, Florida, USA

Naples Beach

4.5/5(102 reviews)

Why not spend a carefree afternoon at Naples Beach during your travels in Naples? Stroll along the seaside or visit the shops while you're in the area.

Naples Beach
Vanderbilt beach in Naples, Florida

Vanderbilt Beach

4.5/5(26 reviews)

If a restful vacation is part of your travel plans, Vanderbilt Beach might be the perfect place to seek out during your trip to North Naples.

Vanderbilt Beach

Things to do

Naples Sightseeing Boat Tour

Naples Sightseeing Boat Tour

CA $90
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
Naples Florida: Downtown Electric Trike Tour

Naples Florida: Downtown Electric Trike Tour - Family Fun

CA $96
per adult
100% of travellers recommend
Naples Florida: Downtown Electric Trike Tour - Family Fun
Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

CA $101
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
See all activities in Naples
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.