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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- 2 Bedroom Suites
Punta Gorda Isles
Save 100% on your flight
Price was $1,413, price is now $847 per person
$847
per person
May 14 - May 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
9.8/10 Exceptional! (1,114 reviews)
Unit was extremely nice, great layout and very updated!
Reviewed on Mar 8, 2026

The Perry Hotel Naples
Save 100% on your flight
Price was $1,031, price is now $692 per person
$692
per person
May 25 - May 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (664 reviews)
This hotel has a “Miami” vibe…excellent Asian Fusion restaurant on the top floor and two pool options. There is another great restaurant next door to the hotel, The Bay House. Parking is very easy at the hotel. The riverfront rooms we stayed in (the first one on the sixth floor under the kitchen was very noisy and they moved us to the seventh floor which was much quieter) were modern and had a nice balcony with a chairs and a table. We would definitely stay at this hotel again and look forward to trying their other properties.
Reviewed on Mar 9, 2026

Hilton Marco Island Beach Resort and Spa
South End
Save 100% on your flight
Price was $1,296, price is now $883 per person
$883
per person
May 5 - May 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9/10 Wonderful! (1,714 reviews)
Hotel is nice! Manager didn’t help me when I wanted pool and beach view which I requested when I booked it! He didn’t even try to look to maje me happy I had a room overlooking the top of a roof. Other than that everything was great.
Also there’s a store on the Hilton a yogurt is like $7.00. A coffee is $5 triple or quadruple the price in the supermarket. Crazy!!
Reviewed on Mar 9, 2026

GullWing Beach Resort
South Island
Save 100% on your flight
Price was $1,903, price is now $1,303 per person
$1,303
per person
May 20 - May 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.4/10 Exceptional! (933 reviews)
Place was every thing we could ask for
Reviewed on Mar 7, 2026
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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 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.
What to do in Captiva Island

4 hours Private Eco Boat Tour Wildlife and Nature around islands
$800
per traveler
Captiva Island Hotel Deals

South Seas Resort
5400 South Seas Plantation Rd Captiva FL
$780 nightly
The price is $870 total per night from Mar 25 to Mar 26
$870 total
Mar 25 - Mar 26
Total with taxes and fees
8.4/10 Very Good! (1,006 reviews)
This is a 3 Star resort charging 4-5 Star prices, including a $40 resort fee per person, which is pretty high for a place under construction, without good walking paths, and charging very high prices for all food and drinks. Our floors had been swept, but not mopped - my feet got filthy walking barefoot ...
Reviewed on Mar 2, 2026

Tween Waters Island Resort & Spa
15951 Captiva Drive Captiva FL
$421 nightly
The price is $469 total per night from Apr 4 to Apr 5
$469 total
Apr 4 - Apr 5
Total with taxes and fees
8.6/10 Excellent! (1,008 reviews)
We didn’t know much about the resort but absolutely loved it. Our room overlooked the Gulf of Mexico, and we could see dolphins from the balcony. It was a quick walk to the beach and easy to rent an umbrella and chairs. We also loved the pools, hot tub, and seeing the manatees. Great service from ...
Reviewed on Mar 9, 2026

Beach Villa 2313, Upscale and Beautiful Beach Front Condo with Gorgeous Gulf
Captiva FL
9.6/10 Exceptional! (94 reviews)
We booked this condo the day before check in as a quick get away to heal from a bad situation and had to cancel hours after making the booking due to flight delays and no further flights available before the booking began. Ryan was amazing and helped us out with the cancelation, responding nearly ...
Reviewed on Feb 25, 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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