Isles of Capri Vacations from $785

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Your Isles of Capri Vacation

Coastal beaches, fishing, food, fun — you'll find all that and more in Isles of Capri. Experience the best of this neighborhood with a vacation package to Isles of Capri. When it's time to get out and explore, you'll find a lot of popular attractions nearby including Tigertail Beach, South Naples and Marco Island Beaches and Hideaway Beach. Visit one or all during your trip to Isles of Capri. Whatever your travel goals or the size of your budget, booking a perfect Isles of Capri vacation has never been easier with Expedia.

The Latest Isles of Capri Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Save 100% on your flight
Price was $1,332, price is now $785 per person
$785
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (135 reviews)
Beautiful location.

Reviewed on Nov 8, 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 $5,272, price is now $3,290 per person
$3,290
per person
Jan 9 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (1,003 reviews)
Overall, worth the stay. The place could use some updates.

Reviewed on Nov 5, 2026

Latitude 26 Waterfront Resort & Marina

Latitude 26 Waterfront Resort & Marina

3 out of 5
Save 100% on your flight
Price was $1,645, price is now $1,028 per person
$1,028
per person
Jan 9 - Jan 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,000 reviews)
It was amazing stay thank you

Reviewed on Nov 8, 2026

Windward Passage Resort

Windward Passage Resort

2 out of 5
Price was $1,398, price is now $939 per person
$939
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.4/10 Very Good! (22 reviews)
Location is amazing, being right on the beach. Having access to beach chairs to take down to the beach and return is a major plus. Gas grills on the property also give you the opportunity to grill up some dinner and watch the sunset while eating on your balcony!! I would definitely recommend!

Reviewed on Oct 31, 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
A wooden pier extending into calm waters at dusk, with two illuminated structures at the end.

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.

Find hotels in East Naples

Isles of Capri Hotel Deals

Private Waterfront home with pool and hot tub with large dock in Isle of Capri

Private Waterfront home with pool and hot tub with large dock in Isle of Capri

Naples FL
Get rates
Private Waterfront home with pool and hot tub with large dock in Isle of Capri
Compass by Margaritaville Hotel Naples

Compass by Margaritaville Hotel Naples

4 out of 5
4805 Tamiami Trl N Naples FL
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $162 total per night from Nov 9 to Nov 10
$162 total
Nov 9 - Nov 10
Total with taxes and fees
9.6/10 Exceptional! (1,936 reviews)
"Todo excelentemente bien muy bueno"

Reviewed on Nov 8, 2026

Compass by Margaritaville Hotel Naples
Hilton Marco Island Beach Resort and Spa

Hilton Marco Island Beach Resort and Spa

4 out of 5
560 S Collier Blvd Marco Island FL
Fully refundableReserve now, pay when you stay
$251 nightly
The price is $279 total per night from Nov 29 to Nov 30
$279 total
Nov 29 - Nov 30
Total with taxes and fees
Hilton Marco Island Beach Resort and Spa
See all 7,468 properties in Isles of Capri
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

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.
See properties

Things to do

Half Day Shelling Dolphin Eco Tour in 10 000 Island and Marco

Half Day Shelling Dolphin Eco Tour in 10 000 Island and Marco

$137
per adult
Half Day Shelling Dolphin Eco Tour in 10 000 Island and Marco
Picture 5 for Activity Marco Island: Safari Truck Tour

Marco Island: Safari Truck Tour

$45
per adult
Marco Island: Safari Truck Tour
Wild Dolphin Boat Tour

Wild Dolphin Tour

$100
per adult
100% of travellers recommend
Wild Dolphin Tour
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.