
Captiva Island Vacations from $993
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The Latest Captiva Island vacation packages
Price found within the past 48 hours. Click for updated prices.


The Suites at Fishermen’s Village
Punta Gorda Isles
Price was $1,857, price is now $1,193 per person
$1,193
per person
Jan 24 - Jan 30
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (1,348 reviews)
We had a lovely stay at the fishermans suites and the staff were very helpful and polite.The room was clean and the view was lovely.
Reviewed on Nov 10, 2026


GullWing Beach Resort
South Island
Price was $1,521, price is now $1,106 per person
$1,106
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (982 reviews)
Beautiful property, generous size condos and all the amenities.
Reviewed on Nov 6, 2026
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Captiva Island Hotel Deals

Tween Waters Island Resort & Spa
15951 Captiva Drive Captiva FL
Fully refundableReserve now, pay when you stay
$347 nightly
The price is $387 total per night from Dec 12 to Dec 13
$387 total
Dec 12 - Dec 13
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
"Very relaxing."
Reviewed on Nov 10, 2026

South Seas
5400 South Seas Plantation Rd Captiva FL
Fully refundableReserve now, pay when you stay
$310 nightly
The price is $346 total per night from Dec 1 to Dec 2
$346 total
Dec 1 - Dec 2
Total with taxes and fees

Captiva Beach Villas 🏝 On The Gulf Beach
Captiva FL
10/10 Exceptional! (174 reviews)
"Great location, beautiful property. Easy walk to the beach! Host was awesome."
Reviewed on Oct 24, 2026
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.
Find the Best Captiva Island Vacation Packages
Captiva Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Southwest Florida Intl. Airport (RSW) |
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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.
























