Captiva Island Vacation Packages

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Top Captiva Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Price was CA $1,403, price is now CA $1,002 per person
CA $1,002
per person
Jul 6 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
8.8/10 Excellent! (354 reviews)
Absolutely loved my stay at Casa Ybel. The beach is steps away and all of the units have back doors/ porches to make accessing the beach even easier. Check in was ok. The young lady helping me even held my groceries since our room was not ready yet and then had them delivered to our room. Some of the young maintenance staff came in while I was checking in and seemed to try and start an argument with her, but she kept professional. I would absolutely stay here again.

Reviewed on May 23, 2026

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

4 out of 5
Price was CA $1,929, price is now CA $1,327 per person
CA $1,327
per person
Jul 3 - Jul 10
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Fort Myers (RSW)
8.6/10 Excellent! (4 reviews)
The staff was excellent. The food was also very good. Nice for families at the big pool and quiet for the adults at the roof top pool. Looking forward to going back.

Reviewed on May 29, 2026

Hilton Naples

Hilton Naples

4 out of 5
Park Shore
Price was CA $1,458, price is now CA $1,080 per person
CA $1,080
per person
Jul 3 - Jul 10
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Fort Myers (RSW)
9.2/10 Wonderful! (1,404 reviews)
Nice hotel. Helpful staff.

Reviewed on May 27, 2026

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

3 out of 5
South End
Price was CA $8,244, price is now CA $6,193 per person
CA $6,193
per person
Jul 19 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
No reviews
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was CA $1,465, price is now CA $1,109 per person
CA $1,109
per person
Jul 6 - Jul 9
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9/10 Wonderful! (877 reviews)
Everything is great, 100% recommended.

Reviewed on May 24, 2026

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Captiva Island Hotel Deals

South Seas

South Seas

3.5 out of 5
5400 South Seas Plantation Rd Captiva FL
The price is CA $577 per night from Jun 2 to Jun 3
CA $577
CA $844 total
Jun 2 - Jun 3
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
"Our family loved our stay! It was so close to all the wonderful aspects of Captiva and we could walk with our younger children to everything. We will definitely be making this a regular vacation spot!"

Reviewed on May 28, 2026

South Seas
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive Captiva FL
Fully refundableReserve now, pay when you stay
The price is CA $429 per night from Jun 4 to Jun 5
CA $429
CA $527 total
Jun 4 - Jun 5
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Our view was beautiful. Our dining experiences(including poolside dining) were not the best. Ordered gluten free tacos, ended up getting flour- asked to have corn and the ingredients were scooped out and placed back into the corn. Anyone with celiac disease understands this is not okay, equates to ..."

Reviewed on May 28, 2026

Tween Waters Island Resort & Spa
Game Room, Pool, Hot Tub, Walk to Beach | Captiva 5BDR | Coco Mango by AvantStay

Game Room, Pool, Hot Tub, Walk to Beach | Captiva 5BDR | Coco Mango by AvantStay

Captiva FL
9.2/10 Wonderful! (18 reviews)
"Overall great stay. Property comes with limited toiletries so recommend bringing your own. Had some issues with the washer and the upstairs bathrooms. The pool and the hot tub were great."

Reviewed on May 26, 2026

Get rates
Game Room, Pool, Hot Tub, Walk to Beach | Captiva 5BDR | Coco Mango by AvantStay
See all 672 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.