Captiva Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Anthony Ball
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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Captiva Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Fort Myers Sanibel Gateway by IHG

Candlewood Suites Fort Myers Sanibel Gateway by IHG

South Fort Myers
CA $751
per person
Oct 3 - Oct 10
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
7.6/10 Good! (1,005 reviews)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

CA $1,481
per person
Oct 3 - Oct 10
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,005 reviews)
Windward Passage Resort

Windward Passage Resort

CA $1,145
per person
Oct 3 - Oct 10
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
7.6/10 Good! (5 reviews)
The Perry Hotel Naples

The Perry Hotel Naples

CA $1,133
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (992 reviews)
amazing hotel, excellent loction, close to vanderbilt beach

Reviewed on Aug 21, 2026

The Bay Inn at Lani Kai

The Bay Inn at Lani Kai

CA $1,038
per person
Oct 3 - Oct 10
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
7.8/10 Good! (472 reviews)
Beach was clean and beautiful

Reviewed on Aug 20, 2026

Ready to book your vacation to Captiva Island?

Choose your dates

Captiva Island Hotel Deals

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL
Fully refundableReserve now, pay when you stay
CA $385
CA $477 total
Aug 23 - Aug 24
includes taxes & fees
Tween Waters Island Resort & Spa
South Seas

South Seas

5400 South Seas Plantation Rd Captiva FL
Fully refundableReserve now, pay when you stay
CA $290
CA $447 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"Good time, very nice mini vacation, property had a few water issues but staff responded prompt, be aware everything closes early. We ate at Harborside and food was very good, staff was very nice."

Reviewed on Aug 17, 2026

South Seas
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! (23 reviews)
"The house is spacious, very comfortable and immaculate. Easy walking distance to restaurants, shops and beaches.There were lots of pool floats and beach chairs. It was a perfect house for our family gathering. Would definitely rent it again."

Reviewed on Aug 3, 2026

Get rates
Game Room, Pool, Hot Tub, Walk to Beach | Captiva 5BDR | Coco Mango by AvantStay
See all 683 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.

Stay near popular Captiva Island attractions

A beach with white sand and turquoise water. There are colorful Adirondack chairs lined up on the sand.

Captiva Beach

9.2/10 (1,970 reviews)
If a restful vacation is part of your travel plans, Captiva Beach might be the perfect place to seek out during your trip to Captiva. Discover the beautiful sunsets in this relaxing area.
See properties
A starry night sky over rocky terrain.
Photo by Noel Benadom

Turner Beach

9.4/10 (63 reviews)
If a restful vacation is part of your travel plans, Turner Beach might be the perfect place to seek out during your trip to Captiva. Discover the beautiful sunsets in this relaxing area.
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A sandy beach with footprints and tire tracks, palm trees, and a clear sky.
Photo by Norwegian Girl

Alison Hagerup Beach Park

8.4/10 (17 reviews)
Why not spend a carefree afternoon at Alison Hagerup Beach Park during your travels in Captiva? Discover the beautiful sunsets in this relaxing area.
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Jensen’s Marina

9.2/10 (36 reviews)
Explore the waterfront of Jensen’s Marina and enjoy activities such as biking in Captiva. Amble around the area's beautiful beaches or seek out the kayaking spots.
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Captiva Chapel By the Sea

8.6/10 (28 reviews)
You can find out about the history of Captiva with a visit to Captiva Chapel By the Sea. Discover the area's beautiful sunsets, or seek out its biking trails.
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McCarthy's Marina

9.0/10 (47 reviews)
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.
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Jungle Drums

7.0/10 (2 reviews)
You can spend time browsing the exhibits at Jungle Drums in Captiva. Discover the area's beautiful sunsets, or seek out its biking trails.
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Frequently asked questions

How much does a Captiva Island vacation package cost?
From just CA $751, you can tailor your Captiva Island vacation package. Simply combine flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Captiva Island?
You'll save big if you bundle your car rentals, flights and hotels into a Captiva Island vacation package. Sometimes cheap packages mean fewer options. But that's not the case with Expedia. We offer over 550 airlines and 1,000,000 hotels worldwide, which means you'll always have plenty of options to choose from. Want to save even more? Add some fun activities to your package deal and unlock even bigger bargains! After all, travel is about more than just getting to your destination.
How far in advance should I book my Captiva Island vacation?
While prices change from time to time, we generally recommend reserving your seat as early as possible. Many international airfares can be found on Expedia up to a year in advance. If circumstances have left you booking last minute, you may still get lucky. Low prices to Captiva Island sometimes occur in the weeks prior to departure.
What does an Expedia Captiva Island travel package include?
With Expedia, you can select any combination of flights, car rentals and hotels to build your perfect Captiva Island travel package. Once you've made your booking, you can add on the fun things like day tours and activities. Remember, the more you bundle, the more deals you'll score!
What should I know before booking a Captiva Island travel package?
Discover deals that fit your budget with an Expedia package. Hotels, airfares, rental cars — we've got all of them. You'll save big bucks just by combining your bookings. Whether you're embarking on an adventure in the snow or relaxing on a sunny beach, your ideal getaway is just clicks away.
Can I choose my airline with a Captiva Island Expedia vacation package?
Definitely. Expedia has more than 550 airline partners to pick from globally. With all that choice at your fingertips, finding the perfect carrier to fly you to Captiva Island won't be hard.
If I'm not able to travel, can I cancel my Captiva Island vacation package?
Whether it's your hotel, flight or rental car, you can cancel or amend it. Locked in your Captiva Island vacation package in the last 24 hours? You may be able to make changes at no cost. For older bookings, you may be charged a fee by your hotel, airline or car rental company. For more details, check out our Customer Service Portal. We'll help you every step of the way.

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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.