Captiva Vacation Packages

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Your Captiva Vacation

When a fun city getaway is calling, answer it with a Captiva vacation package. The neighborhood of North Captiva, which is great for watersports, cycling and coastal beaches, makes a fantastic base for your adventures. You'll want to take in some sights during your trip to Captiva. Don't miss popular attractions like Bowmans Beach, North Captiva Island Beach and Captiva Beach. Browse Expedia's wide range of travel options and start organizing your perfect vacation to Captiva now.

Top Captiva Vacation Deals

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

3 out of 5
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
7.8/10 Good! (1,002 reviews)
Convenient to Sanibel and Captiva

Reviewed on Aug. 2, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (1,000 reviews)
Overall great experience!

Reviewed on Aug. 3, 2025

Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
per person
Sep 21 - Sep 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Fort Myers (RSW)
8.6/10 Excellent! (1,020 reviews)
espectacular ocean views

Reviewed on Aug. 4, 2025

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (354 reviews)
One of the best hotels that I’ve been staying

Reviewed on Aug. 3, 2025

Inn on Fifth

Inn on Fifth

4 out of 5
Old Naples
per person
Oct 13 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.2/10 Wonderful! (1,009 reviews)
Hotel was fabulous. Modern look, clean a beautiful room. Staff was fantastic, friendly and helpful. Pool was great. The hotel is located right in the middle of things on 5th Avenue @Naples.

Reviewed on Aug. 4, 2025

Where to stay in Captiva

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

1 out of top 10 points of interest in this area

Visitors to North Captiva enjoy its beaches, and if you want to do some exploring, North Captiva Island Beach is worth a stop.

Find hotels in North Captiva

Captiva Beach Vacation

The smell of fresh sea air and fabulous ocean views are just the start of things to look forward to during your Captiva vacation. If you want to save on your trip to Captiva, we'll let you in on a secret — go with one of our Captiva vacation deals. Grab one near Captiva Beach, only 3 kilometres from the downtown area and a must-see while here. Alternatively, pick a package that puts you closer to Cayo Costa Beaches, another stunning coastline. Whichever you choose, you'll be left with extra cash in your travel budget to play with.

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Captiva Hotel Deals

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive, Captiva, FL
The price is CA $241 per night from Aug 18 to Aug 19
CA $241
CA $316 total
Aug 18 - Aug 19
includes taxes & fees
8.6/10 Excellent! (999 reviews)
"Tween Waters was amazing!!! Our Studio King room with Ocean View in the Sea Grape was beautiful and completely updated!! We could see the most beautiful sunsets right from our private balcony!! The pool area was wonderful and the food and drinks were delicious!! We found the most beautiful shells ..."

Reviewed on Jul. 10, 2025

Tween Waters Island Resort & Spa
South Seas Resort

South Seas Resort

3.5 out of 5
5400 South Seas Plantation Rd, Captiva, FL
8.2/10 Very Good! (1,001 reviews)
"Our family had a wonderful time, will definitely return!"

Reviewed on Jul. 28, 2025

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South Seas Resort
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

North Captiva
So relaxing!
"Thank you for sharing your property with us! We had magnificent views—- including a full double rainbow 😍 the space was comfortable and clean and perfect for a long weekend getaway. We were able to easily access our boat to spend time on Cayo costa, lunch on cabbage key and a dip in the pool at ..."

Reviewed on Aug. 4, 2024

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North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
See all 795 properties in Captiva
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Discover the most popular places to visit in Captiva

Useppa Island

Useppa Island

Commune with nature and explore the great outdoors at Useppa Island during your travels in Captiva. Stroll along the beautiful beaches or discover the beautiful sunsets in this relaxing area.

Useppa Island
Alison Hagerup Beach Park

Alison Hagerup Beach Park

Why not spend a carefree afternoon at Alison Hagerup Beach Park during your travels in Captiva? Discover the beautiful sunsets in this relaxing area.

Alison Hagerup Beach Park

McCarthy's Marina

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.

McCarthy's Marina

Frequently asked questions

How much does a Captiva vacation package cost?
You can pick up a vacation package to this popular destination from CA $538 on Expedia. However, 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 December are great times to search for cheap Captiva vacation packages. Opting to travel in quieter months means you'll typically find better prices on hotels and flights.
How many days is enough for Captiva?
Allow around 4 days for your Captiva vacation to really enjoy all that makes this place special. Stroll around popular areas, including Tradewinds and North Captiva. Then tick off major sights like Blind Pass Beach and J. N. Ding Darling National Wildlife Refuge. With a well-organized itinerary, you can keep busy with room for some rest and relaxation too. Want to venture beyond Captiva? Consider fitting in a day trip or two.
Is it worth booking a vacation package to Captiva?
From top attractions such as Captiva Beach and Jensen's Marina to its epic coastal beaches, a Captiva vacation delivers big on experiences. With so much to see and do, it's time to find out for yourself why Captiva is such a good vacation destination.
How to find the best Captiva package deals?
Use Expedia's filter tool to find some of the best Captiva package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Captiva package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Captiva vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and stays separately. Better still, you can personalize your Captiva getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Captiva?
Score incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Captiva adventure.
How to plan a trip to Captiva?

  1. Choose when to go: Check your calendar and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to escape to Captiva.
  2. Set a budget: Consider costs such as flights, meals and transportation when working out how much to set aside for your trip to Captiva. Then, choose a hotel that suits your budget, whether that's a wallet-friendly option or a deluxe retreat.
  3. Decide how long to go away for: Now that you're more familiar with Captiva, you can figure out the ideal length of your break. Create a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the perfect Captiva vacation package for you.

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