Captiva Island Vacations 2026 from CA $994

Captiva Island flight + hotel packages

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

Staybridge Suites Naples – Marco Island by IHG

CA $994

per person

Oct 2 - Oct 4

found 12 hours ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Fort Myers (RSW)

Book a stay at this golf hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Flamingo Island Course - Lely Resort and Eagle Lakes Community Park are located nearby.

Manasota Key Resort

CA $1,024

per person

Sep 6 - Sep 10

found 1 day ago

Roundtrip non-stop 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.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

CA $2,041

per person

Aug 15 - Aug 22

found 1 day ago

Roundtrip 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.

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

CA $1,252

per person

Aug 15 - Aug 22

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

Stay at this hotel in Punta Gorda. Popular attractions Fishermen's Village and Peace River are located nearby.

The Perry Hotel Naples

CA $1,050

per person

Aug 16 - Aug 23

found 7 hours ago

Roundtrip flight included

Montreal (YUL) 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.

Top Captiva Island hotels deals

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

CA $395

CA $490 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 Bowman's Beach are located nearby.

South Seas

5400 South Seas Plantation Rd Captiva FL

CA $328

CA $535 total

Jul 15 - Jul 16

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.

On private beach

Pool

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.

Pool

Hot tub

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 Bowman's Beach are located nearby.

Pool

Kitchen

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 Bowman's Beach are located nearby.

Beach Villa 2217: Your Island Escape with Stunning Gulf Views!

Captiva FL

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Stay at this condo in Captiva. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Captiva Beach and Bowman's Beach 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 $994. 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.