
Captiva Island Vacations from $444
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The Latest Captiva Island vacation packages
Price found within the past 48 hours. Click for updated prices.

Hyatt Place Fort Myers/at The Forum
The Forum
Save 100% on your flight
Price was $843, price is now $444 per person
$444
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
8.2/10 Very Good! (1,009 reviews)
Great option. Best breakfast and good lication. Showing some age now.
Reviewed on Nov 8, 2025

Matanzas Inn Bayside Resort and Marina
Price was $1,334, price is now $603 per person
$603
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (1,013 reviews)
Clean room, good price, fabulous staff, especially Penny, bar/restaurant, pool, location, mooring room all great perks!
Reviewed on Nov 9, 2025

Hyatt Vacation Club at Coconut Cove, Bonita Springs
Price was $1,411, price is now $723 per person
$723
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (666 reviews)
Rooms were super nice. Pools were amazing, the guys at the restaurant on site were all amazing but needed more than 2 people working and we waited a little while just to order take out.All in all a great weekend getaway.
Reviewed on Nov 9, 2025

Home2 Suites by Hilton Fort Myers Airport
Save 100% on your flight
Price was $896, price is now $506 per person
$506
per person
Jan 23 - Jan 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (393 reviews)
The hotel was very clean, cozy, and well-maintained, creating a comfortable and relaxing atmosphere from the moment I arrived. The staff was friendly and helpful, and the room had everything I needed for a pleasant stay. I especially appreciated how spacious and modern the suite felt. Overall, I would definitely stay here again and highly recommend it to anyone looking for a clean, comfortable, and welcoming place to stay.
Reviewed on Nov 2, 2025

The Perry Hotel Naples
Save 100% on your flight
Price was $1,138, price is now $680 per person
$680
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
9.6/10 Exceptional! (443 reviews)
We enjoyed our walk-out patio room on the ground floor to the pool.
Reviewed on Nov 12, 2025
Don't see what you're looking for?
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 Captiva. Discover the beautiful sunsets in this relaxing area.

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
$221 nightly
The price is $246 total per night from Nov 30 to Dec 1
$246 total
Nov 30 - Dec 1
Total with taxes and fees
8.6/10 Excellent! (999 reviews)
The food from the Shipyard was delicious, especially the sauces. Eggs Benedict was superb. The tacos were muy delicoso. The hot tub and pool sublime. The sunset views from our room, breathtaking.
Reviewed on Nov 4, 2025

South Seas Resort
5400 South Seas Plantation Rd, Captiva, FL
8.2/10 Very Good! (1,002 reviews)
Beautiful beach with shelling, but expect changes if you go to this resort. The condo was clean at arrival, but some outlets and the hair dryer did not work. There is no towel service at this unit's pool. One must go hiking over a tall dune and large pipeline to get to the beach for towels. At the ...
Reviewed on Nov 8, 2025

South Seas Bayside Villa 5130: Your Perfect Island Retreat
Captiva
8.4/10 Very Good! (19 reviews)
Easy experience
Reviewed on Nov 10, 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.
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.



















