Isles of Capri Vacation Packages
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Top Holiday Package Deals in Isles of Capri
Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa
CA $1,616
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (1,004 reviews)
Arrived at Tween Waters Island Resort & Spa on Captiva to a welcoming friendly staff with an early check in. Chris at the front desk is most helpful with answering any questions a guest may have. The Pool was inviting and Pool Bar served delicious cocktails and tasty food options. The beach across the street is beautiful with chairs and umbrellas for rent. Had a wonderful dining experience at the Old Captiva House. Would highly recommend this gem of a resort on Captiva.
Reviewed on Aug 25, 2026
GullWing Beach Resort
South Island
CA $1,390
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (965 reviews)
Wow. Beautiful 3BR/2Bath oceanfront condo. Even better than pics on Expedia. Definitely coming back and will recommend to friends and family. I expected a lot and it exceeded expectations in every way!!
Reviewed on Aug 21, 2026
Where to stay in Isles of Capri
Find the best Isles of Capri areas and neighborhoods for the activities you enjoy most. Learn more about Isles of Capri
Central Naples
1 out of top 10 points of interest in this area
If you're spending some time in Central Naples, Naples Grande Golf Club and Naples Zoo at Caribbean Gardens 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.
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.
Isles of Capri Hotel Deals
Private Waterfront home with pool and hot tub with large dock in Isle of Capri
Naples FL
Hilton Marco Island Beach Resort and Spa
560 S Collier Blvd Marco Island FL
Fully refundableReserve now, pay when you stay
CA $232
CA $334 total
Aug 31 - Sep 1
includes taxes & fees
Hyatt House Naples/5th Avenue
1345 5th Avenue South Naples FL
Fully refundableReserve now, pay when you stay
CA $198
CA $220 total
Sep 14 - Sep 15
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 Isles of Capri vacation package cost?
From as little as CA $1,106. Yes, you read that right. Our Isles of Capri vacation packages are a great way to make your dollars go much further. Combine your favorite hotels, flights and rental car and explore this lively destination.
How do I get a cheap travel package to Isles of Capri?
One of the simplest ways to save dollars (and time) is to combine your bookings with Expedia. Hotels, rental cars, flights and activities — we've got everything you need. Pick and choose the combination that best fits you and see your savings stack up. Of course, a travel package is never one-size-fits-all. That's why we offer over 550 air carriers and 1,000,000 hotels from all over the world, which lets you customize your Isles of Capri adventure.
Where should I stay in Isles of Capri?
A vacation in Isles of Capri isn't complete without stopping by Tigertail Beach, Hideaway Beach and South Naples and Marco Island Beaches. Spend your nights close to these popular attractions and make sightseeing easy.
What are the top hotels in Isles of Capri?
Get your escape off to a flying start by locking in a room at Isles Of Capri Vacation Resort. It's one of most popular properties in Isles of Capri. Another cozy option is Isles Of Capri Vacation Resort.
How far in advance should I book my Isles of Capri vacation?
You'll be rewarded with the widest variety at the lowest prices by booking your vacation to Isles of Capri early. Air carriers typically publish flight tickets around a year before departure, so reserve your spot as soon as you can. That said, Expedia is committed to giving you the best bargains around, so there's never a bad time to book your dream vacation!
What does an Expedia Isles of Capri travel package include?
Hotels, rental cars and flights, or any combination of the three — the choice is yours. Whether you're venturing to Isles of Capri with the kids or adventuring with your friends, there's a bundle to suit every budget and style. Once you've made your booking, why not add on one or two tours or activities?
What should I know before booking an Isles of Capri travel package?
When you book your flights, hotels and car rentals together, you'll score great discounts. Whether you're planning an island getaway in a villa or prefer to stay in a luxurious city hotel, Expedia can help make it happen.
Can I choose my airline with an Isles of Capri Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our vacation packages give you the flexibility to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Isles of Capri vacation package?
It is possible to cancel your Isles of Capri booking if your travel plans have changed. Whether you'll incur a penalty or not depends on your airline, hotel or car rental company. It may be possible to change or cancel free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.
Stay near popular Isles of Capri attractions
Isles of Capri Marina
Explore the waterfront in Naples with a trip to Isles of Capri Marina. Wander the beautiful beaches or discover the beautiful sunsets in this family-friendly area.
Things to do
Half Day Shelling Dolphin Eco Tour in 10 000 Island and Marco
CA $192
per adult
From Naples, FL: Marco Island Mangroves Kayak or Paddle Tour
CA $84
per adult
Marco Island: 2-Hour Dolphin, Birding, and Shelling Tour
CA $125
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.