Captiva Island Vacations 2026 from CA $828

Captiva Island flight + hotel packages

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

The Perry Hotel Naples

CA $828

per person

Sep 24 - Sep 28

found 1 day ago

Roundtrip non-stop 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 Delnor-Wiggins Pass State Park and Vanderbilt Beach are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

CA $2,049

per person

Sep 19 - Sep 26

found 9 hours ago

Roundtrip non-stop flight included

Toronto (YTO) 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.

Inn on Fifth

Old Naples

CA $1,556

per person

Sep 19 - Sep 26

found 9 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

Book a stay at this spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Fifth Avenue South and Naples Beach are located nearby.

Tween Waters Island Resort & Spa

CA $898

per person

Sep 24 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Myers (RSW)

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

The Suites at Fishermen’s Village- 2 Bedroom Suites

Punta Gorda Isles

CA $1,151

per person

Aug 29 - Sep 4

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Myers (RSW)

Stay at this aparthotel in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fishermen's Village and Military Heritage Museum are located nearby.

Top Captiva Island hotels deals

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

CA $396

CA $492 total

Aug 2 - Aug 3

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 Captiva Beach and Captiva Chapel By the Sea are located nearby.

South Seas

5400 South Seas Plantation Rd Captiva FL

CA $357

CA $572 total

Jul 7 - Jul 8

includes taxes & fees

Book a stay at this beach resort in Captiva. Enjoy 3 outdoor pools, 5 restaurants, and a private beach. Popular attractions Captiva Beach and Bowman's Beach 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 Captiva Beach and Bowman's Beach 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 Captiva 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 Captiva Beach and McCarthy's Marina are located nearby.

Stunning Modern beach front unit - completely renovated! Includes golf cart!

Captiva FL

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Book a stay at this beach condo in Captiva. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Captiva 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 $828. 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.