Captiva Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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Captiva Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

Save 100% on your flight
$628
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) 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.
Este lugar es maravilloso

Reviewed on Sep 2, 2026

Casa Ybel Resort

Casa Ybel Resort

Mid Island
Save 100% on your flight
$805
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Bowman's Beach are located nearby.
The property is super convenient the beaches across the street a volleyball pool and then a huge lighted pool. The rooms were very clean older but clean and very comfortable. Mine felt like a little apartment tiki bar downstairs is great. The food is good. The drinks were good. They do play music until about midnight so if you don’t like music till that time, this isn’t the place for you lol. We will definitely stay here again.

Reviewed on Aug 30, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

Save 100% on your flight
$848
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
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.
Windward Passage Resort

Windward Passage Resort

Save 100% on your flight
$898
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Save 100% on your flight
$912
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Bonita Springs Public Beach and Hertz Arena are located nearby.
Resort Harbour Properties

Resort Harbour Properties

Punta Rassa
Save 100% on your flight
$961
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Fort Myers (RSW)
Book a stay at this beach condo in Fort Myers. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
The property was clean and absolutely gorgeous. The pictures honestly didn't do it justice. The hospitality was great! The communication was top notch, but they weren't too much at all. Great privacy! Beach was steps away from the elevator. The location was wonderful! It was secluded but everything we needed was very close by. Sanibel Island was a 10 minute drive at most! We are only going to stay at this property in the future.

Reviewed on Aug 11, 2026

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Captiva Vacation Packages

Hoping to save both time and money on your upcoming vacation to Captiva? Don't worry, as AARP Travel Center Powered by Expedia® is here to help. We're here to book everything you'll need to make your Captiva trip one to remember. Our Travel Center is a one-stop shop where you can put together the best vacation package for you and your family. AARP Travel Center has a fabulous selection of flights and lodgings, as well as Captiva activities to pull from.

Captiva Hotel Deals

You can choose from around 963 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Captiva hot spots, we have plenty of options available.

    Check out the verified hotel reviews on the AARP Travel Center to help you decide.
  • No matter where you decide to stay, you can rest easy knowing you are picking a great accommodation. These Captiva have an average overall rating of 4 stars
  • Reviewers also ranked their rooms' comfort highly with a score of 4 stars
  • These hotels aim to please you every moment of your stay, as reflected by their 4.0 star rating
  • The immaculate grounds of the area's hotels also got sky-high marks

With AARP Travel Center's Captiva hotel packages, you not only get a great rate on your flight, but also a great place to stay.

Things to do in Captiva

Captiva is the ideal place when you wish to get away from it all. With only around 154 people living here year-round, this hidden-gem is great for a quite vacation. If you are unsure where to start, head towards downtown. You'll usually find some great cafes and some shops worth exploring.

If you need more suggestions, then make sure to click on AARP's "Things to Do" page.

Package Your Captiva Vacation and Save

As an AARP Member, you can take advantage of all the great deals. You'll save on select hotels worldwide, flights, and also car rentals. No matter what Captiva vacation bundle you choose, you can rest easy knowing that you already saved on your trip. So what are you waiting for? Bundle today and get ready for your Captiva vacation.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Delta
Tue, Oct 13 - Tue, Oct 20
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$189
Roundtrip
found 20 hours ago
Select Delta flight, departing Tue, Oct 13 from Logan Intl. to Southwest Florida Intl., returning Tue, Oct 20, priced at $189 found 20 hours ago
Sun Country Airlines
American Airlines
United
Sun, Nov 8 - Sat, Nov 14
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$249
Roundtrip
found 6 days ago
Select United flight, departing Sun, Nov 8 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Sat, Nov 14, priced at $249 found 6 days ago