Island Walk Vacations from $562

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Your Island Walk Vacation

Embark on your next great adventure with one of our Island Walk vacation packages. Spend your days getting to know this neighborhood's many delights, such as its walking. Wondering what to see and do during your trip to Island Walk? Nearby attractions such as North Collier Regional Park, Sun N Fun Lagoon and Golisano Childrens Museum of Naples are excellent places to start. Expedia will help put your plans into action. Book your dream Island Walk vacation now.

The Latest Island Walk Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $865, price is now $562 per person
$562
per person
Jul 16 - Jul 19
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (776 reviews)
Food was great, two pools (family and adults only) the room was clean which is extremely important and a great view

Reviewed on May 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
Save 100% on your flight
Price was $1,757, price is now $1,028 per person
$1,028
per person
Jun 14 - Jun 18
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (1,001 reviews)
Nice, high end facility with friendly staff. Check in was easy, check out was easy, going to the beach was easy… very relaxing stay.

Reviewed on May 4, 2026

Shell Island Beach Club

Shell Island Beach Club

4 out of 5
East End
Save 100% on your flight
Price was $2,206, price is now $1,465 per person
$1,465
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (23 reviews)
Beautiful view and beautiful beach!

Reviewed on Aug 2, 2025

Lighthouse Resort and Club

Lighthouse Resort and Club

2 out of 5
East End
Save 100% on your flight
Price was $2,888, price is now $2,021 per person
$2,021
per person
Jul 18 - Jul 25
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
No reviews
Windward Passage Resort

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $1,110, price is now $791 per person
$791
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
6/10 (1 review)
We had an excellent stay, the entire staff was super friendly and helpful. We will definitely stay there again!

Reviewed on May 2, 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

East Naples

4/5(175 area reviews)

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.

Find hotels in East 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
$239 nightly
The price is $265 total per night from May 10 to May 11
$265 total
May 10 - May 11
Total with taxes and fees
9.4/10 Exceptional! (774 reviews)
Beut

Reviewed on May 7, 2026

Great Wolf Lodge Naples
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
$169 nightly
The price is $188 total per night from May 25 to May 26
$188 total
May 25 - May 26
Total with taxes and fees
9/10 Wonderful! (1,738 reviews)
Everything was beautiful! The view , the staff and yes breakfast included. Beautiful stay.

Reviewed on May 7, 2026

Hyatt House Naples/5th Avenue
Fairways Inn of Naples

Fairways Inn of Naples

3 out of 5
103 Palm River Blvd Naples FL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $89 total per night from May 10 to May 11
$89 total
May 10 - May 11
Total with taxes and fees
9.4/10 Exceptional! (1,300 reviews)
Great location & great value. I’ll be back.

Reviewed on May 6, 2026

Fairways Inn of Naples
See all 9,706 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Island Walk

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

Naples Beach

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
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
Vanderbilt beach in Naples, Florida

Vanderbilt Beach

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

$53
per adult
96% of travellers recommend
Naples Sightseeing Boat Tour
Gulf of Mexico Sunset Cruise from Naples

Gulf of Mexico Sunset Cruise from Naples

$73
per adult
88% of travellers recommend
Gulf of Mexico Sunset Cruise from Naples
Sunset Tour in Naples Bay on a New Godfrey- All included

Naples Sunset Cruise - Complimentary Charcuterie and wine

$110
per adult
100% of travellers recommend
Naples Sunset Cruise - Complimentary Charcuterie and wine
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.