Captiva Island Vacations 2026 from CA $1,372

Captiva Island flight + hotel packages

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

Landing Apartments Fort Myers near Olympia Pointe

CA $1,372

per person

Jan 4 - Jan 11

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Fort Myers (RSW)

Book a stay at this business-friendly aparthotel in Fort Myers. Enjoy free WiFi, free parking, and a fitness center. Popular attractions JetBlue Park at Fenway South and Topgolf are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

CA $5,001

per person

Jan 10 - Jan 17

found 1 day 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 Barefoot Beach are located nearby.

The Perry Hotel Naples

Save 100% on your flight

CA $1,974

per person

Jan 10 - Jan 17

found 1 day ago

Roundtrip non-stop 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.

Wiggins Pass Chalet

Save 100% on your flight

CA $1,514

per person

Jan 10 - Jan 17

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Fort Myers (RSW)

Book a stay at this business-friendly aparthotel in Naples. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular attractions Barefoot Beach and Vanderbilt Beach are located nearby.

Landing Apartments Fort Myers near Eastwood Village

CA $1,650

per person

Jan 4 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Fort Myers (RSW)

Stay at this apartment in Fort Myers. Enjoy in-room washers/dryers, an in-room coffeemaker, and air conditioning. Popular attractions JetBlue Park at Fenway South and Calusa Nature Center and Planetarium 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 $503

CA $610 total

Oct 28 - Oct 29

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.

On private beach

Pool

South Seas

5400 South Seas Plantation Rd Captiva FL

Free cancellation

Reserve now, pay when you stay

CA $283

CA $478 total

Nov 11 - Nov 12

includes taxes & fees

Book a stay at this beach resort in Captiva. Enjoy 6 outdoor pools, 5 restaurants, and a private beach. Popular attractions McCarthy's Marina and Captiva Chapel By the Sea are located nearby.

On private beach

Pool

Beach Villa 2121: Your Exclusive Two-Story Beach Villa with Direct Gulf Views

Captiva FL

Get rates

Stay at this vacation home in Captiva. Enjoy free WiFi, laundry facilities, and patios. Popular attractions North Captiva Island Beach and Bowman's Beach are located nearby.

Pool

Kitchen

Captiva Beach Villas 🏝 On The Gulf Beach

Captiva FL

Get rates

Book a stay at this beach condo in Captiva. Enjoy a beach locale, laundry facilities, and tennis courts. Popular attractions Bowman's Beach and McCarthy's Marina are located nearby.

Pool

Kitchen

ONE Captiva- Gorgeous 6BR Gulf Front Villa, Private Beach Access

Captiva FL

Get rates

Book a stay at this beach villa in Captiva. Enjoy private pools, a beach locale, and a garden. Popular attractions Bowman's Beach and Turner Beach are located nearby.

Pool

Hot tub

Beach Villa 2028 - Gulf front largest floor plan

Captiva FL

Get rates

Book a stay at this beach condo in Captiva. Enjoy free WiFi, a beach locale, and patios. Popular attractions McCarthy's Marina and Captiva Chapel By the Sea are located nearby.

Pool

Kitchen

Don't see what you're looking for?

See all available properties in Captiva Island

View all properties

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.

See properties

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 $1,372. 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.