Old Naples Vacations from $654
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Your Old Naples Vacation
Book a customized vacation package to Old Naples and experience the wonders of this neighborhood from sunup to sundown. From its shopping and coastal beaches to its unique personality and vibe, there are lots of good reasons to visit Old Naples. When it's time to sightsee, you'll find a lot of popular attractions nearby including Naples Pier, Naples Zoo at Caribbean Gardens and Tin City. Visit one, two or all during your trip to Old Naples. Don't just think about it — turn it into reality! Lock in your ideal Old Naples vacation with Expedia and experience travel your way.
The Latest Old Naples Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa
$1,086
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,004 reviews)
Great location, excellent facilities and a short walk across the road to the beach to watch th sunset. Excellent and thoroughly recommend
Reviewed on Aug 8, 2026
Where to stay in Old Naples
Find the best Old Naples areas and neighborhoods for the activities you enjoy most. Learn more about Old Naples
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.
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.
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.
Pelican Bay
The beaches and abundant dining options are top of the list for many visitors to Pelican Bay. A stop by Vanderbilt Beach or Pelican Bay North Beach might round out your trip.
Old Naples Hotel Deals
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
$144 nightly
$160 total
Sep 7 - Sep 8
Total with taxes and fees
9/10 Wonderful! (1,995 reviews)
"Our stay was great wish we had longer, complementary breakfast was great also, would 100% recommend this hotel, location was great walkable to the Old/Down Town and beaches"
Reviewed on Aug 8, 2026
Inn on Fifth
699 5th Ave S Naples FL
Fully refundableReserve now, pay when you stay
$335 nightly
$371 total
Sep 7 - Sep 8
Total with taxes and fees
Bellasera Resort
221 9th St S Naples FL
Fully refundableReserve now, pay when you stay
$256 nightly
$285 total
Aug 12 - Aug 13
Total with taxes and 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.
Stay near popular Old Naples attractions
Fifth Avenue South
9.4/10 (2,799 reviews)
Enjoy many happy hours exploring the variety of shops, dining options and cultural attractions of this popular shopping district in Naples, Florida.
Naples Pier
9.2/10 (4,448 reviews)
Visit this beloved Naples destination to experience the simple charms of the beachfront on a dock that has served the city for more than 100 years.
Tin City
8.6/10 (2,742 reviews)
During your visit to Naples, you can do some window-shopping at Tin City. In the area, take in the entertainment choices and beautiful sunsets.
Naples Historical Society's Historic Palm Cottage
Delight in the informative tours, lush gardens and tangible history of this authentic piece of 19th-century Americana.
Port - O - Call Marina
Explore the waterfront of Port - O - Call Marina and enjoy activities such as golfing in Naples. Discover the area's beautiful sunsets and shops.
Cambier Park
8.4/10 (18 reviews)
After visiting Cambier Park, make a plan to see the other sights and activities in Naples. Wander the beautiful beaches or discover the area's beautiful sunsets.
Norris Center
9.0/10 (4 reviews)
Enjoy a stop at Norris Center, an entertaining place to visit in Naples. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
Naples City Dock
9.6/10 (7 reviews)
Explore the waterfront of Naples City Dock and enjoy activities such as golfing in Naples. Wander the beautiful beaches or discover the area's beautiful sunsets.
Things to do
Gulf of Mexico Sunset Cruise from Naples
$66
per adult
88% of travellers recommend
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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.