Captiva Island Vacations 2025/2026 from CA $439

Captiva Island flight + hotel packages

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

Edison Beach House

CA $439

per person

Oct 11 - Oct 13

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

CA $677

per person

Oct 11 - Oct 13

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

Stay at this 4.5-star 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 Barefoot Beach are located nearby.

Inn on Fifth

Old Naples

CA $537

per person

Oct 11 - Oct 13

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

Stay at this 4-star 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 Pier are located nearby.

Bellasera Resort

Old Naples

CA $645

per person

Oct 11 - Oct 13

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

Book a stay at this business-friendly condo in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.

DiamondHead Beach Resort

CA $726

per person

Oct 24 - Oct 27

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Fort Myers (RSW)

Stay at this 3.5-star beach resort in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

Top Captiva Island hotels deals

Tween Waters Island Resort & Spa

15951 Captiva Drive, Captiva, FL

CA $240

CA $315 total

Sep 3 - Sep 4

includes taxes & fees

Stay at this 3-star 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.

On private beach

Pool

South Seas Resort

5400 South Seas Plantation Rd, Captiva, FL

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Stay at this 3.5-star beach resort in Captiva. Enjoy 3 outdoor pools, 6 restaurants, and a private beach. Popular attractions Jungle Drums and McCarthy's Marina are located nearby.

On private beach

Pool

South Seas Bayside Villa 5130: Your Perfect Island Retreat

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Stay at this vacation home in Captiva. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions McCarthy's Marina and Jungle Drums are located nearby.

Pool

Hot tub

South Seas Bayside Villa 4222

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Stay at this vacation home in Captiva. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions McCarthy's Marina and Jungle Drums are located nearby.

Pool

Hot tub

South Seas Beach Villa 2418 Coastal Luxury

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Book a stay at this beach vacation home in Captiva. Enjoy free WiFi, a beach locale, and patios. Popular attractions Jungle Drums and McCarthy's Marina are located nearby.

Pool

Kitchen

Your Beachfront Oasis Awaits

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Book a stay at this beach vacation home in Captiva. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Alison Hagerup Beach Park and Jungle Drums are located nearby.

Pool

Hot tub

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See all available properties in Captiva Island

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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.

Popular places to visit

Captiva Beach

4.5/5(31 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.

Turner Beach

If a restful vacation is part of your travel plans, Turner Beach might be the perfect place to seek out during your trip to Wulfert. Stroll along the seaside or discover the area's sunrises.

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.

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 $439. 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.