Captiva Vacations

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Captiva Flight + Hotel packages

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

Hilton Garden Inn Ft Myers

Villas
$493
per person
Nov 22 - Nov 27
found 6 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Barbara B Mann Hall and Bell Tower Shops are located nearby.
Great location! Very clean!! Will stay again!!

Reviewed on Sep 14, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

Save 100% on your flight
$609
per person
Nov 22 - Nov 27
found 6 hours ago
Roundtrip flight included
Cleveland (CLE) 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.
We stayed one night but will definitely be back for a longer stay. Everyone was helpful and friendly. I loved that there was free parking and an ice machine! Our room was clean and roomy.

Reviewed on Sep 14, 2026

Landing Fort Myers Near Highland Pines

Landing Fort Myers Near Highland Pines

Daniels Corridor
$610
per person
Nov 22 - Nov 27
found 6 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Stay at this aparthotel in Fort Myers. Enjoy free WiFi, free parking, and a fitness center. Popular attractions JetBlue Park at Fenway South and Six Mile Cypress Slough Preserve are located nearby.
Very Clean

Reviewed on Sep 9, 2026

Landing Furnished Apartments minutes from Downtown Fort Myers

Landing Furnished Apartments minutes from Downtown Fort Myers

Hancock
Save 100% on your flight
$813
per person
Nov 22 - Nov 27
found 6 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Stay at this apartment in North Fort Myers. Enjoy an outdoor pool, a fitness center, and an in-room coffeemaker. Popular attractions Art of the Olympians Museum and Caloosa Sound Amphitheater are located nearby.
Landing Apartments Fort Myers - River District

Landing Apartments Fort Myers - River District

Fort Myers River District
$726
per person
Nov 22 - Nov 27
found 6 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
Stay at this apartment in Fort Myers. Enjoy a rooftop terrace, a fitness center, and parking (surcharge). Popular attractions Edison and Ford Winter Estates and Thomas Edison Congregational Church are located nearby.
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Save 100% on your flight
$874
per person
Nov 22 - Nov 27
found 6 hours ago
Roundtrip flight included
Cleveland (CLE) 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.
Anna server at the bar was the best

Reviewed on Sep 14, 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 956 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.

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Delta
Sun Country Airlines
United
Southwest Airlines