Captiva Island Vacation Packages

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Top Captiva Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Price was CA $1,314, price is now CA $755 per person
CA $755
per person
Oct 6 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
8.6/10 Excellent! (1,006 reviews)
Safe and quiet place. Easy parking. Strongly recommend.

Reviewed on Aug. 23, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was CA $4,914, price is now CA $2,182 per person
CA $2,182
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
8.8/10 Excellent! (1,003 reviews)
Lovely stay and attentive staff!

Reviewed on Aug. 24, 2025

Innovation Hotel

Innovation Hotel

4 out of 5
Price was CA $1,738, price is now CA $1,000 per person
CA $1,000
per person
Sep 28 - Oct 4
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.8/10 Exceptional! (505 reviews)
Everything was amazing except for the fan in the room continually blowing and making noise.

Reviewed on Aug. 20, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $2,336, price is now CA $1,394 per person
CA $1,394
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (393 reviews)
Beautiful property. Friendly staff

Reviewed on Aug. 20, 2025

Casa Playa Beach Resort

Casa Playa Beach Resort

2.5 out of 5
Price was CA $1,387, price is now CA $881 per person
CA $881
per person
Sep 28 - Oct 4
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Myers (RSW)
9.6/10 Exceptional! (83 reviews)
Staff was so accommodating. Loved staying in 104. I’ll be back!!

Reviewed on Aug. 22, 2025

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Captiva Island Hotel Deals

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive, Captiva, FL
The price is CA $207 per night from Sep 25 to Sep 26
CA $207
CA $280 total
Sep 25 - Sep 26
includes taxes & fees
8.6/10 Excellent! (999 reviews)
"Tween Waters was amazing!!! Our Studio King room with Ocean View in the Sea Grape was beautiful and completely updated!! We could see the most beautiful sunsets right from our private balcony!! The pool area was wonderful and the food and drinks were delicious!! We found the most beautiful shells ..."

Reviewed on Jul. 10, 2025

Tween Waters Island Resort & Spa
South Seas Resort

South Seas Resort

3.5 out of 5
5400 South Seas Plantation Rd, Captiva, FL
8.2/10 Very Good! (1,001 reviews)
"South Seas is back! The staff is incredible as always. The units were clean, modern and updated. Amenities were beautiful and convenient. 5 star dining options at Harborside Restaurant. World class shelling just right outside on the beach or nearby on Sanibel Island. Will be back next year as always ..."

Reviewed on Aug. 23, 2025

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South Seas Resort
South Seas Bayside Villa 5130: Your Perfect Island Retreat

South Seas Bayside Villa 5130: Your Perfect Island Retreat

Captiva
8.6/10 Excellent! (14 reviews)
"The property was very clean and met our expectations. The only thing we thought could be added to the condo was a pitcher for making tea. We would love to come back for another stay."

Reviewed on Aug. 20, 2025

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South Seas Bayside Villa 5130: Your Perfect Island Retreat
See all 501 properties in Captiva Island
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Captiva Island

Alison Hagerup Beach Park

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.

Alison Hagerup Beach Park
Useppa Island

Useppa Island

Commune with nature and explore the great outdoors at Useppa Island during your travels in Captiva. Stroll along the beautiful beaches or discover the beautiful sunsets in this relaxing area.

Useppa Island

McCarthy's Marina

Explore the waterfront of McCarthy's Marina and enjoy activities such as biking in Captiva. Discover the area's beautiful sunsets, or seek out its kayaking spots.

McCarthy's Marina

Frequently asked questions

How much does a Captiva Island vacation package cost?
From just CA $755, you can tailor your Captiva Island vacation package. Simply combine flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Captiva Island?
You'll save big if you bundle your car rentals, flights and hotels into a Captiva Island vacation package. Sometimes cheap packages mean fewer options. But that's not the case with Expedia. We offer over 550 airlines and 1,000,000 hotels worldwide, which means you'll always have plenty of options to choose from. Want to save even more? Add some fun activities to your package deal and unlock even bigger bargains! After all, travel is about more than just getting to your destination.
How far in advance should I book my Captiva Island vacation?
While prices change from time to time, we generally recommend reserving your seat as early as possible. Many international airfares can be found on Expedia up to a year in advance. If circumstances have left you booking last minute, you may still get lucky. Low prices to Captiva Island sometimes occur in the weeks prior to departure.
What does an Expedia Captiva Island travel package include?
With Expedia, you can select any combination of flights, car rentals and hotels to build your perfect Captiva Island travel package. Once you've made your booking, you can add on the fun things like day tours and activities. Remember, the more you bundle, the more deals you'll score!
What should I know before booking a Captiva Island travel package?
Discover deals that fit your budget with an Expedia package. Hotels, airfares, rental cars — we've got all of them. You'll save big bucks just by combining your bookings. Whether you're embarking on an adventure in the snow or relaxing on a sunny beach, your ideal getaway is just clicks away.
Can I choose my airline with a Captiva Island Expedia vacation package?
Definitely. Expedia has more than 550 airline partners to pick from globally. With all that choice at your fingertips, finding the perfect carrier to fly you to Captiva Island won't be hard.
If I'm not able to travel, can I cancel my Captiva Island vacation package?
Whether it's your hotel, flight or rental car, you can cancel or amend it. Locked in your Captiva Island vacation package in the last 24 hours? You may be able to make changes at no cost. For older bookings, you may be charged a fee by your hotel, airline or car rental company. For more details, check out our Customer Service Portal. We'll help you every step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.