
Captiva Island Vacations from $406
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The Latest Captiva Island vacation packages
Price found within the past 48 hours. Click for updated prices.


Inn on Fifth
Old Naples
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (1,004 reviews)
Hotel was fabulous. Modern look, clean a beautiful room. Staff was fantastic, friendly and helpful. Pool was great. The hotel is located right in the middle of things on 5th Avenue @Naples.
Reviewed on Aug 4, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.8/10 Excellent! (1,007 reviews)
The mandatory 20% service charge feels excessive, especially since it’s added every single time you order something at the beach or pool. For the nightly rates they charge, it’s unreasonable not to include at least two bottles of water per night — and even more so when the bottles in the room come at an extra cost. The pillows are also in urgent need of replacement. The only standout was the beach staff, who provided truly exceptional service with the chairs and umbrellas.
Reviewed on Aug 10, 2025

The Perry Hotel Naples
Save 100% on your flight
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (365 reviews)
Classic 4 stars hotel. That is goof but something is missing. Here the pool for families was so cold nobody can swim in it. Even though we are in summer the heater wasn’t working and the are was great, the pool super clean a poolside bar etc, but you can’t enjoy the pool because literally was freezing. Good thing we spoke to the staff and they let us use the adults only pool. The other thing and really annoying was the AC in the room. Not working at night despite several attempts of the staff to fix it. So to us was good but could have been better
Reviewed on Aug 8, 2025

Lani Kai Beachfront Resort
Save 100% on your flight
per person
Oct 15 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
8.6/10 Excellent! (1,031 reviews)
I love the view from this beachfront hotel is perfect for relaxing. Staff is friendly, all areas are beautiful, and perfect for families and friends.
Reviewed on Aug 13, 2025
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See all available trips from Columbus to Captiva Island
View all tripsDiscover the most popular places to visit in Captiva Island

Captiva Beach
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.

Turner Beach
If a restful vacation is part of your travel plans, Turner Beach might be the perfect place to seek out during your trip to Wulfert. Stroll along the seaside or discover the area's sunrises.

Alison Hagerup Beach Park
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 Island Hotel Deals

Tween Waters Island Resort & Spa
15951 Captiva Drive, Captiva, FL
$196 nightly
The price is $218 total per night from Aug 17 to Aug 18
$218 total
Aug 17 - Aug 18
Total includes taxes and fees
8.6/10 Excellent! (998 reviews)
"Tween Waters was amazing!!! Our Studio King room with Ocean View in the Sea Grape was beautiful and completely updated!! We could see the most beautiful sunsets right from our private balcony!! The pool area was wonderful and the food and drinks were delicious!! We found the most beautiful shells ..."
Reviewed on Jul 10, 2025

South Seas Resort
5400 South Seas Plantation Rd, Captiva, FL
8.2/10 Very Good! (1,002 reviews)
"Living space was fantastic!"
Reviewed on Aug 8, 2025

South Seas Bayside Villa 5130: Your Perfect Island Retreat
Captiva
8.4/10 Very Good! (13 reviews)
Great peaceful getaway
"Loved Captiva and overall property. Clean. Well kept. The unit overlooks mangroves. Short drive to beach villas where you can park for beach. Beach was amazing. Seashells everywhere, almost no waves, not crowded and peaceful."
Reviewed on Jul 16, 2025
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.
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- Car rentals near Captiva
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- Car rentals near McCarthy's Marina
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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.