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 $656, price is now CA $417 per person
CA $417
per person
Apr 24 - Apr 29
found 9 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.2/10 Very Good! (997 reviews)
Room was ok a little dated with a couple spots on sofa team there are great

Reviewed on Feb 18, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was CA $5,802, price is now CA $3,136 per person
CA $3,136
per person
Apr 9 - Apr 14
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9/10 Wonderful! (1,000 reviews)
Proximity to beach and gulf. Great staff and experience.

Reviewed on Feb 19, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Price was CA $1,889, price is now CA $1,181 per person
CA $1,181
per person
Apr 26 - May 1
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,002 reviews)
Everything and everyone were great!

Reviewed on Feb 18, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was CA $2,101, price is now CA $1,349 per person
CA $1,349
per person
May 8 - May 15
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
Clean room and staff.

Reviewed on Feb 19, 2026

The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Price was CA $1,392, price is now CA $907 per person
CA $907
per person
Apr 26 - May 1
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.8/10 Exceptional! (1,027 reviews)
very clean room nice staff

Reviewed on Feb 18, 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 $523 per night from Mar 11 to Mar 12
CA $523
CA $632 total
Mar 11 - Mar 12
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
Wonderful family resort, pools, activities, restaurants on site, friendly staff and across the street a beautiful beach. Relaxed vibe Room dated but clean Lovely Landscaping Well loved property

Reviewed on Feb 19, 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 $726 per night from Feb 22 to Feb 23
CA $726
CA $1,016 total
Feb 22 - Feb 23
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Room was great, staff friendly and amenities were fantastic!

Reviewed on Feb 15, 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! (93 reviews)
Had a wonderful time staying here. Loved not just the ocean views, but there was also some trees and greenery.

Reviewed on Jan 19, 2026

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Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas
See all 628 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.