Captiva Island Holidays

Photo by Rayna Kinley

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Top hotels in Captiva Island

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive, Captiva, FL
The price is S$254 per night from 30 Sept to 1 Oct
S$254
30 Sept - 1 Oct
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"We had an amazing stay at the Captiva Island! The place is great, the service was excellent. We truly enjoyed every moment and will definitely come back again. Highly recommended!"

Reviewed on 21 Sept, 2025

Tween Waters Island Resort & Spa
South Seas Resort

South Seas Resort

3.5 out of 5
5400 South Seas Plantation Rd, Captiva, FL
8.2/10 Very Good! (1,003 reviews)
"What can I say? It's a slice of paradise in the continental USA. From the location, it's beautiful beaches, the resort amenities (under construction/rehab from recent hurricanes, but still), the property itself and the staff. All wonderful. Local shops and restaurants a quick bike ride, walk or drive ..."

Reviewed on 21 Sept, 2025

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South Seas Resort
See all 550 properties in Captiva Island
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.

Frequently asked questions

Can I cancel my flight booking to Captiva Island due to COVID-19?
Visit our Customer Service Portal for important info about making changes to your flight because of COVID-19. Also, read over the terms and conditions of your chosen carrier before booking your fare to Captiva Island.
What's the best way to find cheap flights to Captiva Island that have flexible change policies?
It's as easy as 1-2-3 with Expedia. Firstly, type in your travel dates and destination and click the "Search" button. Next step? Check the "No change fee" box directly underneath the "Flexible change policies" heading to the left of the screen. Step 3. Reserve a cheap and flexible airfare to Captiva Island.
What are some of the general tips for travellers to Captiva Island during the COVID-19 outbreak?
With new COVID-19 safety measures in effect, travel looks a little different nowadays. Here are a few things to know before you head off to Captiva Island:
  • Find out if any travel restrictions apply to your destination and origin before booking. Also check if there are any conditions you'll have to follow on arrival, such as taking a COVID-19 test.
  • Wear a face mask during airport screening. A TSA employee will require you to adjust your mask for identification purposes.
  • Instead of handing a TSA agent your boarding pass, position it directly on the scanner yourself. Once that's done, hold it up for inspection.
  • One liquid hand sanitizer container is now allowed in your carry-on bag. It must not be larger than 12 oz (350 ml), and you'll need to take it out of your bag at the X-ray machine for screening.
  • To minimize handling during the screening process, place items such as your phone, keys and wallet into your carry-on instead of the bins.
  • Separate any food you're carrying for screening. Food items often trigger the alarm. Putting them in a clear plastic bag and into a bin reduces the need for a TSA employee to handle and inspect your belongings.

Which airlines fly to Captiva Island?
Delta operates flights into or near Captiva Island, including 460 that touch down at Southwest Florida Intl. Airport (RSW) each month. Select your travel dates and then reserve your fare early for the best deal.
How can I find cheap tickets to Captiva Island?
To nab a terrific deal to Captiva Island, book well ahead of time. Also take advantage of Expedia's "flexible dates" feature at the top of your search results. This will compare prices for the days around your travel dates. In the last seven days, was the lowest price for a flight to Captiva Island.
How much is a flight to Captiva Island?
One-way flights taking off from () sold for just in the last seven days. During this period, the price of a return ticket to Captiva Island ranged between and . If you find a deal, grab it quickly — these fares don't hang around.
What are the most popular airports to fly into in Captiva Island?
Southwest Florida Intl. Airport (RSW) is the main entryway for people headed to Captiva Island. Roughly 3044 monthly flights touch down here.
When is the cheapest time to fly to Captiva Island?
If you're not set on your travel dates to Captiva Island, fly out early in the week. The most affordable day to take off is generally Tuesday, closely followed by Monday. Saturday is typically the most expensive day, with many holiday makers preferring to take off on the weekend.
How much is a plane ticket to Captiva Island?
Plane fares ranged from to over the last seven days. When you're ready to book, we're here to help you grab an awesome deal to Captiva Island.
Which airlines with flights to Captiva Island employ COVID-19 cleanliness policies?
In response to the COVID-19 pandemic, most airlines have rolled out extra rules and standards to help everybody fly with peace of mind. Here are some great examples:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.