Captiva Island Vacation Packages

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Top Captiva Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
Punta Rassa
Price was CA $1,522, price is now CA $1,121 per person
CA $1,121
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,024 reviews)
Love no me gusto es q no tiene playa

Reviewed on Jun 20, 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 $2,162, price is now CA $1,422 per person
CA $1,422
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,018 reviews)
Excellent. I will definitely come back

Reviewed on Jun 15, 2026

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Price was CA $1,940, price is now CA $1,323 per person
CA $1,323
per person
Jul 30 - Aug 6
found 7 hours ago
Roundtrip flight included
Montreal (YMQ) to Fort Myers (RSW)
9/10 Wonderful! (13 reviews)
Staff was extremely helpful and friendly during check-in, had gold cart transportation to our villa and back to the main building. The walk back and forth was beautiful along the water and only took about 3 min each way. We arrived late in the day and the restaurants were closing but the staff let us eat before close, they didn't have to but was very much appreciated! Food was amazing at the restaurants and the food court was also just as amazing. Room was beautiful with a beautiful view, balcony and super clean! Will definitely stay again and definitely recommend to stay here!

Reviewed on Jun 19, 2026

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
Price was CA $1,796, price is now CA $1,238 per person
CA $1,238
per person
Aug 13 - Aug 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,010 reviews)
Clean room. Nice pool area and great location to many restaurants

Reviewed on Jun 15, 2026

Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Price was CA $1,909, price is now CA $1,368 per person
CA $1,368
per person
Aug 24 - Aug 29
found 4 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
8.8/10 Excellent! (359 reviews)
Very clean. Very safe. Family friendly. Very close to beach. Everything was really nice. Would recommend.

Reviewed on Jun 19, 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 $418 per night from Jul 6 to Jul 7
CA $418
CA $515 total
Jul 6 - Jul 7
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Clean room, private beach, good breakfast, good restaurants"

Reviewed on Jun 19, 2026

Tween Waters Island Resort & Spa
South Seas

South Seas

3.5 out of 5
5400 South Seas Plantation Rd Captiva FL
8.4/10 Very Good! (1,001 reviews)
"Felt like they weren’t fully staffed. There wasn’t a lot of vibes of merriment even though they have great amenities to do so. Allison at Flippers was very nice and enjoyable. Gigi at Beach House was very sweet and we enjoyed her service but have to say we had told the restaurant that it was our ..."

Reviewed on Jun 10, 2026

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South Seas
2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!

2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!

Captiva Island FL
10/10 Exceptional! (35 reviews)
"Property was perfect. Great location immaculate condition. Could not ask for more and we will be back next year."

Reviewed on Mar 31, 2026

Get rates
2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!
See all 667 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

Alison Hagerup Beach Park

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.