Captiva Island Vacations from $591
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The Latest Captiva Island vacation packages
Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa
$929
per person
Oct 7 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,011 reviews)
So nice to have the benefit of being able to enjoy both the beach side and bay side.
Reviewed on Aug 31, 2026
Wiggins Pass Chalet
$718
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (284 reviews)
I would especially like to highlight the wonderful service we received from Alyssa. She was incredibly sweet, attentive, and kind throughout our experience. She made us feel very welcomed and well taken care of. Alyssa truly went above and beyond, and her excellent service made our experience even more enjoyable. Thank you, Alyssa!
Reviewed on Aug 30, 2026
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Captiva Beach
9.2/10 (1,970 reviews)
If a restful vacation is part of your travel plans, Captiva Beach might be the perfect place to seek out during your trip to Captiva. Discover the beautiful sunsets in this relaxing area.
Photo by Noel Benadom
Turner Beach
9.4/10 (63 reviews)
If a restful vacation is part of your travel plans, Turner Beach might be the perfect place to seek out during your trip to Captiva. Discover the beautiful sunsets in this relaxing area.
Photo by Norwegian Girl
Alison Hagerup Beach Park
8.4/10 (17 reviews)
Why not spend a carefree afternoon at Alison Hagerup Beach Park during your travels in Captiva? Discover the beautiful sunsets in this relaxing area.
Captiva Chapel By the Sea
8.6/10 (28 reviews)
You can find out about the history of Captiva with a visit to Captiva Chapel By the Sea. Discover the area's beautiful sunsets, or seek out its biking trails.
Jensen’s Marina
9.2/10 (36 reviews)
Explore the waterfront of Jensen’s Marina and enjoy activities such as biking in Captiva. Amble around the area's beautiful beaches or seek out the kayaking spots.
McCarthy's Marina
9.0/10 (47 reviews)
Explore the waterfront of McCarthy's Marina and enjoy activities such as biking in Captiva. Discover the area's beautiful sunsets, or seek out its kayaking spots.
Captiva Island Hotel Deals
Tween Waters Island Resort & Spa
15951 Captiva Drive Captiva FL
Fully refundableReserve now, pay when you stay
$311 nightly
$346 total
Sep 3 - Sep 4
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
"So nice to have the benefit of being able to enjoy both the beach side and bay side."
Reviewed on Aug 31, 2026
South Seas
5400 South Seas Plantation Rd Captiva FL
Fully refundableReserve now, pay when you stay
$305 nightly
$340 total
Sep 30 - Oct 1
Total with taxes and fees
Game Room, Pool, Hot Tub, Walk to Beach | Captiva 5BDR | Coco Mango by AvantStay
Captiva FL
9.2/10 Wonderful! (23 reviews)
"The house is spacious, very comfortable and immaculate. Easy walking distance to restaurants, shops and beaches.There were lots of pool floats and beach chairs. It was a perfect house for our family gathering. Would definitely rent it again."
Reviewed on Aug 3, 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.