Captiva Island Vacations 2026 from CA $802

Captiva Island flight + hotel packages

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

The Perry Hotel Naples

CA $802

per person

Sep 19 - Sep 26

found 15 hours ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Delnor-Wiggins Pass State Park are located nearby.

Casa Ybel Resort

Mid Island

CA $1,222

per person

Sep 6 - Sep 12

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Fort Myers (RSW)

Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Sanibel Island Lighthouse are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

CA $1,425

per person

Oct 1 - Oct 4

found 4 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

Book a stay at this luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Delnor-Wiggins Pass State Park are located nearby.

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

CA $1,515

per person

Sep 30 - Oct 7

found 15 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Fort Myers (RSW)

Book a stay at this spa resort in Fort Myers. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Key West Express and Sanibel Island Lighthouse are located nearby.

Manasota Key Resort

CA $1,024

per person

Sep 1 - Sep 4

found 12 hours ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

Book a stay at this beach hotel in Englewood. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Englewood Beach and Manasota Beach are located nearby.

Top Captiva Island hotels deals

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

Free cancellation

Reserve now, pay when you stay

CA $394

CA $488 total

Aug 6 - Aug 7

includes taxes & fees

Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Bowman's Beach and Captiva Beach are located nearby.

South Seas

5400 South Seas Plantation Rd Captiva FL

Free cancellation

Reserve now, pay when you stay

CA $354

CA $568 total

Aug 3 - Aug 4

includes taxes & fees

Book a stay at this beach resort in Captiva. Enjoy 6 outdoor pools, 5 restaurants, and a private beach. Popular attractions Bowman's Beach and Jungle Drums are located nearby.

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

Captiva Island FL

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Book a stay at this family-friendly vacation home in Captiva. Enjoy free WiFi, private pools, and a garden. Popular attractions Bowman's Beach and McCarthy's Marina are located nearby.

Beach Villa 2313, Upscale and Beautiful Beach Front Condo with Gorgeous Gulf

Captiva FL

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Book a stay at this beach condo in Captiva. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Bowman's Beach and Jungle Drums are located nearby.

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

Captiva FL

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Stay at this vacation home in Captiva. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Bowman's Beach and McCarthy's Marina are located nearby.

Beach Villa 2117: Beachfront Luxury on Captiva

Captiva FL

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Stay at this condo in Captiva. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Bowman's Beach and Jungle Drums are located nearby.

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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.

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Frequently asked questions

How much are vacation packages to Captiva Island?

With Travelocity vacation packages, you can experience the sights and sounds of Captiva Island from just CA $802. Activities, flights and hotels — we've got you. You're bound to save loads just for bundling together your bookings. And with everything taken care of before you even set off, you can sit back, relax and enjoy the adventure.

Where can I get the best vacation package deals for Captiva Island?

Travelocity is here to help you find a terrific Captiva Island package deal. With more than 400 partner airlines and 1,000,000 properties around the world, you're sure to find the perfect combination.

Why should I purchase my Captiva Island vacation package with Travelocity?

You'll not only save lots, but you can also access our 24/7 support, top-notch service and a Price Match Guarantee. Journey across the globe, discover hidden gems and make long-lasting memories — we'll take care of the little details.

Will I save money on my Captiva Island car rental if I book it with a hotel or flight?

You sure can with our Captiva Island vacation packages. With one of these, there are tons of ways to stretch your travel budget further. Bundle any two or more car, flight, hotel and tour bookings and watch your savings pile up. With your own set of wheels, all the popular sights around Captiva Island are an unforgettable road trip away.