Captiva Island Vacations 2026 from CA $745

Captiva Island flight + hotel packages

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

The Perry Hotel Naples

CA $745

per person

Jun 25 - Jun 29

found 5 hours ago

Roundtrip flight included

Toronto (YYZ) 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 Barefoot Beach are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

CA $1,293

per person

Jun 25 - Jun 29

found 5 hours 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 Barefoot Beach are located nearby.

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

CA $1,308

per person

Jul 15 - Jul 22

found 2 hours ago

Roundtrip flight included

Toronto (YYZ) 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 Estero Boulevard Beach are located nearby.

The Lighthouse Resort Inn & Suites

CA $1,119

per person

May 25 - Jun 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

Matanzas Inn Bayside Resort and Marina

CA $1,337

per person

May 25 - Jun 1

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

Top Captiva Island hotels deals

South Seas

5400 South Seas Plantation Rd Captiva FL

CA $503

CA $738 total

May 6 - May 7

includes taxes & fees

Book a stay at this beach resort in Captiva. Enjoy 3 outdoor pools, 5 restaurants, and a private beach. Popular attractions North Captiva Island Beach and Jungle Drums are located nearby.

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

CA $452

CA $552 total

May 10 - May 11

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 North Captiva Island Beach and Captiva Beach are located nearby.

On private beach

Pool

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 McCarthy's Marina and Jungle Drums 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 North Captiva Island Beach and Jungle Drums are located nearby.

Pool

Kitchen

2026 SUMMER WEEKS AVAILABLE!! 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 North Captiva Island Beach and McCarthy's Marina are located nearby.

Pool

Hot tub

Marina Villa 704 - Gulf & Marina Views

Captiva FL

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Stay at this condo in Captiva. Enjoy free WiFi, laundry facilities, and patios. Popular attractions North Captiva Island Beach and Alison Hagerup Beach Park are located nearby.

Pool

Kitchen

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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(32 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 Captiva. Discover the beautiful sunsets in this relaxing area.

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 $745. 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.