A welcome sign to Captiva surrounded by tropical vegetation.

Captiva Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Captiva Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 18 - Dec 23

    Marriott Sanibel Harbour Resort & Spa + Flight

    Punta Rassa
    5 nights
    4.0 star property
    8.6/10 - Excellent (1,002 reviews)
    "Why does a hotel have to charge $25 a day for self parking? We had one of the hotel staff enter the room whilst we were half-dressed. This is totally unacceptable. The staff needs better training!"
    Reviewed November 6, 2026
    Roundtrip • Detroit (DTW) - Fort Myers (RSW)
    DTW - RSW • 1 stop RSW - DTW • 1 stop
    CA $1,608
    CA $1,182
    per traveller
    found 1 day ago
    Marriott Sanibel Harbour Resort & Spa
  • Dec 18 - Dec 23

    Windward Passage Resort + Flight

    Fort Myers Beach
    5 nights
    2.0 star property
    8.6/10 - Excellent (23 reviews)
    "Location is amazing, being right on the beach. Having access to beach chairs to take down to the beach and return is a major plus. Gas grills on the property also give you the opportunity to grill up some dinner and watch the sunset while eating on your balcony!! I would definitely recommend!"
    Reviewed October 31, 2026
    Roundtrip • Detroit (DTW) - Fort Myers (RSW)
    DTW - RSW • 1 stop RSW - DTW • 1 stop
    CA $2,129
    CA $1,368
    per traveller
    found 1 day ago
    Windward Passage Resort
  • Jan 31 - Feb 6

    LaPlaya Beach & Golf Resort - A Noble House Resort + Flight

    Vanderbilt Beach
    6 nights
    4.5 star property
    9.0/10 - Wonderful (1,001 reviews)
    "Overall, worth the stay. The place could use some updates."
    Reviewed November 5, 2026
    Roundtrip • Toronto (YYZ) - Fort Myers (RSW)
    YYZ - RSW • Nonstop RSW - YYZ • Nonstop
    CA $6,804
    CA $4,402
    per traveller
    found 11 hours ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • Jan 31 - Feb 6

    The Perry Hotel Naples + Flight

    Naples
    6 nights
    4.5 star property
    9.6/10 - Exceptional (1,255 reviews)
    Roundtrip • Toronto (YYZ) - Fort Myers (RSW)
    YYZ - RSW • Nonstop RSW - YYZ • Nonstop
    CA $3,181
    CA $2,104
    per traveller
    found 11 hours ago
    The Perry Hotel Naples
  • Jan 31 - Feb 6

    Bellasera Resort + Flight

    Old Naples
    6 nights
    4.0 star property
    9.6/10 - Exceptional (2,345 reviews)
    Roundtrip • Toronto (YYZ) - Fort Myers (RSW)
    YYZ - RSW • Nonstop RSW - YYZ • Nonstop
    CA $5,042
    CA $3,718
    per traveller
    found 11 hours ago
    Bellasera Resort

Discover the most popular places to visit in Captiva Island

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Captiva Island Hotel Deals

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.

Frequently Asked Questions

How much does a Captiva Island vacation package cost?

From just CA $1,182, 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.