Captiva Island Vacation Packages

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Top Captiva Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Stay Inn & Suites

Stay Inn & Suites

Winkler
CA $572
per person
Sep 15 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
5/10 (1,001 reviews)
The place is good for the price

Reviewed on Jul 31, 2026

Marco Beach Ocean Suites

Marco Beach Ocean Suites

South End
CA $1,649
per person
Sep 15 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
8.8/10 Excellent! (1,463 reviews)
From arrival to departure the staff assisted us with a smile and do a great job maintaining this beautiful property. The view from the 11th floor is unbeatable and even though we needed to take our chairs and umbrella to the beach each day, it’s a short walk that takes less than 5 minutes through a walk way in the gardens. Maybe there is a future option to have the chairs and umbrellas located within racks on the floor level for a lesser lift for those that find it difficult, but this was a minor item. Overall, this is a must stay for the money and location, close walk to some great eateries and all around relaxing trip. Thanks so much for a great stay!

Reviewed on Aug 8, 2026

Landing Apartments Fort Myers near Olympia Pointe

Landing Apartments Fort Myers near Olympia Pointe

CA $884
per person
Oct 22 - Oct 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (9 reviews)
Great pool,comfortable room.

Reviewed on Mar 27, 2026

Candlewood Suites Fort Myers Sanibel Gateway by IHG

Candlewood Suites Fort Myers Sanibel Gateway by IHG

South Fort Myers
CA $669
per person
Sep 15 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Myers (RSW)
7.6/10 Good! (1,002 reviews)
I've been staying here for 9 days now and absolutely have NO complaints. All rooms come with a kitchenette and they are pet friendly. I would highly recommend Candlewood Suites.

Reviewed on Aug 8, 2026

The Perry Hotel Naples

The Perry Hotel Naples

CA $1,129
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9.6/10 Exceptional! (970 reviews)

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Captiva Island Hotel Deals

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL
Fully refundableReserve now, pay when you stay
CA $389
CA $483 total
Aug 10 - Aug 11
includes taxes & fees
Tween Waters Island Resort & Spa
South Seas

South Seas

5400 South Seas Plantation Rd Captiva FL
Fully refundableReserve now, pay when you stay
CA $321
CA $525 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very good! (1,004 reviews)
"Beautiful property with excellent amenities—we really enjoyed our stay. One suggestion would be to provide daily housekeeping instead of every other day. Also, while construction is ongoing, it would be appreciated if guests could be assigned rooms farther away from the construction area whenever ..."

Reviewed on Aug 2, 2026

South Seas
2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!

2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!

Captiva Island FL
10/10 Exceptional! (37 reviews)
"Beautiful home, pool & view. Host very accommodating."

Reviewed on Jul 12, 2026

Get rates
2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!
See all 665 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.

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
A starry night sky over rocky terrain.
Photo by Noel Benadom

Turner Beach

9.4/10 (63 reviews)
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.
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A sandy beach with footprints and tire tracks, palm trees, and a clear sky.
Photo by Norwegian Girl

Alison Hagerup Beach Park

8.4/10 (17 reviews)
Why not spend a carefree afternoon at Alison Hagerup Beach Park during your travels in Captiva? Discover the beautiful sunsets in this relaxing area.
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Jensen’s Marina

9.2/10 (36 reviews)
Explore the waterfront of Jensen’s Marina and enjoy activities such as biking in Captiva. Amble around the area's beautiful beaches or seek out the kayaking spots.
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Captiva Chapel By the Sea

8.6/10 (28 reviews)
You can find out about the history of Captiva with a visit to Captiva Chapel By the Sea. Discover the area's beautiful sunsets, or seek out its biking trails.
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McCarthy's Marina

9.0/10 (47 reviews)
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.
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Jungle Drums

7.0/10 (2 reviews)
You can spend time browsing the exhibits at Jungle Drums in Captiva. Discover the area's beautiful sunsets, or seek out its biking trails.
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Frequently asked questions

How much does a Captiva Island vacation package cost?
From just CA $572, 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.