Captiva Island Vacations from $400
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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
$1,068
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
Very nice place to enjoy and have a good time. Beach across the street, pool bar and restaurants nearby. Super quite and relaxing. We definitely recommend this place and hopefully coming back soon
Reviewed on Aug 10, 2026
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View all tripsStay near popular Captiva Island attractions
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.
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.
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.
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.
Jungle Drums
7.0/10 (2 reviews)
You can spend time browsing the exhibits at Jungle Drums in Captiva. Discover the area's beautiful sunsets, or seek out its biking trails.
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
Aug 15 - Aug 16
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
"Very nice place to enjoy and have a good time. Beach across the street, pool bar and restaurants nearby. Super quite and relaxing. We definitely recommend this place and hopefully coming back soon"
Reviewed on Aug 10, 2026
South Seas
5400 South Seas Plantation Rd Captiva FL
Fully refundableReserve now, pay when you stay
$367 nightly
$409 total
Sep 7 - Sep 8
Total with taxes and fees
2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!
Captiva Island FL
10/10 Exceptional! (37 reviews)
"Beautiful home, pool & view. Host very accommodating."
Reviewed on Jul 12, 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.
