Captiva Island Vacation Packages

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Top Captiva Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Courtyard by Marriott Fort Myers Cape Coral

Courtyard by Marriott Fort Myers Cape Coral

3 out of 5
Price was CA $829, price is now CA $454 per person
CA $454
per person
Apr 13 - Apr 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.2/10 Very Good! (997 reviews)
Everything was fine

Reviewed on Feb 25, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was CA $1,548, price is now CA $904 per person
CA $904
per person
May 12 - May 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
The staff were very friendly and helpful. Our room was clean. It is the perfect location in Fort Myers Beach! Definitely recommend

Reviewed on Feb 25, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,555, price is now CA $912 per person
CA $912
per person
May 14 - May 19
found 12 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (477 reviews)
Everything was all good

Reviewed on Feb 25, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $1,302, price is now CA $799 per person
CA $799
per person
May 12 - May 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.2/10 Wonderful! (704 reviews)
Amazing pool area, quiet and safe property, and beautiful private beach

Reviewed on Feb 21, 2026

Landing Apartments near North Fort Myers

Landing Apartments near North Fort Myers

4 out of 5
Hancock
Price was CA $1,495, price is now CA $956 per person
CA $956
per person
Apr 13 - Apr 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.4/10 Exceptional! (44 reviews)
excellent staff assistance, attractive, setting easy to get around the community. Unfortunately it was the coldest spell. We didn’t get into the pool, but glad it was there. Glad to know it was heated unfortunately shower curtain liner was not clean and there were some stains in the tub I think it was the finish on the tub some of the air vents needed dusting all in all good experience would stay again. In fact we had asked for two more weeks, but there was a glitch with the Vrbo computer that did not transfer our request.

Reviewed on Feb 14, 2026

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Captiva Island Hotel Deals

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive Captiva FL
The price is CA $574 per night from Mar 9 to Mar 10
CA $574
CA $688 total
Mar 9 - Mar 10
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Amenities and convenience to them including spa .

Reviewed on Feb 27, 2026

Tween Waters Island Resort & Spa
South Seas Resort

South Seas Resort

3.5 out of 5
5400 South Seas Plantation Rd Captiva FL
The price is CA $846 per night from Mar 25 to Mar 26
CA $846
CA $1,165 total
Mar 25 - Mar 26
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Room was good. Housekeeping did not exist.

Reviewed on Feb 23, 2026

South Seas Resort
Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas

Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas

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

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Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas
See all 635 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.
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Discover the most popular places to visit in Captiva Island

Sunset

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.

Alison Hagerup Beach Park
BN230R Only transportation on Useppa Island, FL, a private island accessible only by boat

Useppa Island

Commune with nature and explore the great outdoors at Useppa Island during your travels in Captiva. Stroll along the beautiful beaches or discover the beautiful sunsets in this relaxing area.

Useppa Island

McCarthy's Marina

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.

McCarthy's Marina

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 travelers 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 vacationers 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.

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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.