A beach with a wooden pier, a small house, and dense trees.

Captiva Vacations from $354

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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 Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Sep 6 - Sep 12

    Stay Inn & Suites + Flight

    Winkler
    6 nights
    2.5 star property
    5.0/10 - (999 reviews)
    "Nothin was impress"
    Reviewed July 11, 2026
    Roundtrip New York (EWR) - Fort Myers (RSW)
    EWR - TPANonstop TPA - EWRNonstop
    $528
    $354
    per traveler
    found 1 day ago
    Stay Inn & Suites
  • Oct 7 - Oct 11

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

    Vanderbilt Beach
    4 nights
    4.5 star property
    9.0/10 - Wonderful (1,005 reviews)
    "The resort itself is beautiful. The staff members we encountered were polite, friendly and helpful. We will be returning in the near future!."
    Reviewed July 17, 2026
    Roundtrip New York (EWR) - Fort Myers (RSW)
    EWR - RSWNonstop RSW - EWRNonstop
    Save 100% on your flight
    $1,648
    $991
    per traveler
    found 1 day ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • Aug 19 - Aug 22

    Manasota Key Resort + Flight

    Manasota Key
    3 nights
    2.5 star property
    9.4/10 - Exceptional (304 reviews)
    "We LOVED our trip to Manasota Key. Staff was outstanding, room very clean, beach was awesome. Enjoyed every minute. We will be back."
    Reviewed July 10, 2026
    Roundtrip New York (EWR) - Fort Myers (RSW)
    EWR - TPANonstop TPA - EWR1 stop
    Save 100% on your flight
    $893
    $568
    per traveler
    found 1 day ago
    Manasota Key Resort
  • Aug 31 - Sep 5

    A Wave From it All + Flight

    Siesta Isle
    5 nights
    2.0 star property
    Roundtrip Minneapolis (MSP) - Fort Myers (RSW)
    MSP - RSWNonstop RSW - MSP1 stop
    Save 100% on your flight
    $2,255
    $1,467
    per traveler
    found 1 day ago
    A Wave From it All
  • Oct 7 - Oct 11

    The Perry Hotel Naples + Flight

    Naples
    4 nights
    4.5 star property
    9.6/10 - Exceptional (951 reviews)
    "Check in staff was courteous and helpful. Explained the amenities and recommended nearby attractions. The attached parking garage was a plus and very secure, requiring a room key to enter and exit. The rooftop bar, pool, adults only, and upscale restaurant were exceptional. Also, there is a coffee shop in the lobby, open in the morning. In addition to coffee, various breakfast options are available. A very well thought out hotel experience."
    Reviewed July 17, 2026
    Roundtrip New York (EWR) - Fort Myers (RSW)
    EWR - RSWNonstop RSW - EWRNonstop
    Save 100% on your flight
    $953
    $636
    per traveler
    found 1 day ago
    The Perry Hotel Naples

Where to stay in Captiva

Find the best Captiva areas and neighborhoods for the activities you enjoy most. Learn more about Captiva
Learn more about Captiva

North Captiva

North Captiva is a secluded barrier island where pristine beaches meet turquoise Gulf waters. This car-free paradise is accessible only by boat, creating a peaceful escape from mainland bustle. Visitors navigate the island by golf cart, bicycle, or on foot along sandy paths shaded by maritime forests. The island offers exceptional shelling beaches and wildlife viewing opportunities throughout its natural preserves. Luxury vacation homes with private pools dot the shoreline, while dolphin sightings and stargazing replace traditional nightlife. North Captiva's untouched beauty makes it perfect for travelers seeking tranquility.

Gulf Shores

Captiva's Gulf Shores neighborhood invites you to experience pristine white-sand beaches along the sparkling Gulf of Mexico. Alison Hagerup Beach Park offers spectacular sunset views where dolphins often play offshore. The historic Captiva Chapel by the Sea provides a peaceful retreat from the sunshine. This upscale island destination features luxury resorts and vacation rentals with easy beach access. Explore the area on foot or rent a bicycle to discover hidden coastal gems. Water enthusiasts can enjoy kayaking, paddleboarding, and fishing in the calm, warm waters.

Safety Harbor Club

Escape to Safety Harbor Club, a private paradise on Captiva Island with pristine white sand beaches and turquoise Gulf waters. This exclusive gated community offers luxury vacation homes with upscale amenities. Tennis courts, swimming pools, and a private marina enhance your coastal retreat. The neighborhood's pastel buildings and palm-lined streets create a serene atmosphere away from crowds. Stunning sunset views and shell-collecting opportunities await along North Captiva Island Beach. Golf carts make exploring the community easy while nearby Captiva Village provides dining and shopping options.

Jose's Hideaway

Jose's Hideaway offers a secluded retreat on Captiva Island with pristine white sand beaches. This residential enclave focuses on peaceful beachfront living rather than tourist attractions. The neighborhood features luxury vacation rentals with private Gulf access and upscale amenities. Natural beauty defines the area with sea grape vegetation and preserved coastal hammocks. Crystal-clear waters provide excellent swimming and shelling opportunities. With minimal commercialization, evenings center around beach bonfires, stargazing, and spectacular sunset views.

Discover the most popular places to visit in Captiva

Captiva 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 vacation package cost?

You can grab a vacation package to this top destination from $354 on Expedia. But how much your vacation to Captiva costs will depend on factors like your hotel choice, length of stay and season.

What are the cheapest months to go to Captiva?

September, October and November are great times to look for cheap Captiva vacation packages. Opting to travel in less busy periods means you can generally find lower prices on flights and hotels.

How many days is enough for Captiva?

Allow at least 4 days for your Captiva vacation in order to discover all that makes this destination unique. Explore key neighborhoods, including Tradewinds and North Captiva. Then head to the major sights such as Alison Hagerup Beach Park and Jensen’s Marina. With a clever itinerary, you can keep busy with room for some downtime too. Want to travel beyond Captiva? Consider squeezing in an excursion or two.

Is it worth booking a vacation package to Captiva?

From attractions such as Captiva Beach and Turner Beach to its epic coastal beaches, a Captiva vacation guarantees an unforgettable adventure. With so much to do and see, find out for yourself why Captiva is such a good vacation destination.

How to find the best Captiva package deals?

Landing a cheap Captiva package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Captiva package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.

Is it cheaper to book a Captiva vacation as a package?

An Expedia vacation package could land you considerable savings when compared to booking stays and flights separately. Better still, you can tailor your Captiva trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.

When to book a vacation package to Captiva?

If you're planning a spur-of-the-moment Captiva adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking ahead.

How to plan a trip to Captiva?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Captiva.
  2. Set your budget: Consider expenses such as flights, food and transportation when working out how much to set aside for your trip to Captiva. Then, select a hotel that matches your budget, whether that's a low-cost option or a more luxurious retreat.
  3. Discover Captiva using our trip planning tool: Gain insights into the top attractions and best hotels for your trip to Captiva. You can also save your favorite locations, collaborate with family and friends and organize all your plans in one place.
  4. Decide how long to go for: Now that you know more about Captiva, you can work out the ideal length of your break. Pull together a draft itinerary and give yourself enough time to cover everything you want to see.
  5. Combine your airfare and accommodations: After you've settled on your travel dates and duration, book the ideal Captiva vacation package for you.
  6. Book activities and experiences in advance: Whether it's entrance to a big attraction or a walking tour, you won't have to worry about missing out on Captiva's best offerings. Find all the exciting things to do in Captiva with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Captiva vacation packages?

Set off on your perfect escape to Captiva with Expedia's Book Now, Pay Later vacations. No need to save like crazy or wait for your next paycheck — we've teamed up with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to budget for your trip and snap up travel deals before they sell out.

Book with confidence

Things to do near Captiva

Captiva, Florida, offers a perfect blend of beach fun and outdoor adventures for families. Enjoy a variety of activities, including relaxing at resorts, exploring recreational areas, and shopping at local centers. Nature tours await you, providing a chance to discover the area's stunning wildlife. Don't miss nearby attractions that enhance your visit, ensuring a memorable vacation filled with both indoor and outdoor experiences.

Shopping

For a delightful shopping experience in Captiva, explore Periwinkle Way, where you'll find unique boutiques and local gifts. If you're up for a drive, the Cape Coral Farmers Market offers fresh produce and local crafts, while the Fort Myers Shopping Center features a variety of stores for all your needs.

Recreation

Experience the lush greens of the Sanibel Island Golf Club, where you can enjoy a leisurely round of golf surrounded by nature. For family fun, visit Jungle Golf Ft. Myers, a lively mini-golf course offering adventure and excitement. Finally, immerse yourself in culture at the Herb Strauss Schoolhouse Theater, showcasing heartwarming performances.

Adventure

Experience thrills at Sun Splash Water Park, located 15 miles from Captiva, featuring exciting water rides and family-friendly attractions. Explore the underwater world at Sanibel Sea School, 11 miles away, where adventure and sports await. Hike the Glover Bight Trail, 12 miles from Captiva, surrounded by nature's beauty.

Nightlife

Captiva offers a laid-back nightlife with beach bars like the Mucky Duck, where you can enjoy live music and stunning sunsets. For a more vibrant scene, check out the Crow's Nest for great cocktails and a lively atmosphere. Relax and embrace the island vibes under the stars.

Find the best attractions in Captiva

Captiva, Florida, is an ideal destination for beach and outdoor family vacations, offering attractions like Captiva Beach and North Captiva Island. Visitors can explore local culture and enjoy the stunning natural beauty at various points of interest, including the Sanibel Resort and the Discover Captiva center. With its emphasis on relaxation and adventure, Captiva is perfect for travelers seeking the best beaches and outdoor experiences in a picturesque coastal setting.

  • Captiva Beach: Enjoy the serene atmosphere of Captiva Beach, where soft sands and gentle waves create a perfect escape. This beach is ideal for sunbathing, swimming, and beachcombing, making it a quintessential spot for relaxation and fun in the sun.
  • Useppa Island: Explore the tranquil beauty of Useppa Island, a hidden gem known for its stunning beaches and lush outdoor spaces. It's an excellent location for kayaking, fishing, and observing local wildlife, offering a peaceful retreat away from the crowds.
  • Jensen’s Marina: Dive into adventure at Jensen’s Marina, where thrilling water sports and boat rentals await. With its vibrant outdoor vibe, you can embark on fishing charters or simply enjoy the scenic views of the waterways.

Best time to go to Captiva

The best time to visit Captiva is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain.

Tips to save on your trip to Captiva

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Captiva during the low season (August to October) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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