Captiva 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

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.
Landing Apartments Fort Myers near Olympia Pointe

Landing Apartments Fort Myers near Olympia Pointe

4 out of 5
Price was CA $1,078, price is now CA $817 per person
CA $817
per person
Sep 6 - Sep 12
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (9 reviews)
Great pool,comfortable room.

Reviewed on Mar 27, 2026

LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was CA $2,551, price is now CA $1,597 per person
CA $1,597
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9/10 Wonderful! (1,006 reviews)

Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Price was CA $1,942, price is now CA $1,222 per person
CA $1,222
per person
Sep 6 - Sep 12
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (389 reviews)
Ŵe were very pleased. Restaurant was very good. We didnt use the pool or beach but both looked well maintained. Didnt realized there were stairs. Should be cautioned. Grounds man helped with luggage going up but busy checkout when we left . $40 per day charge for beach umbrellas and chairs. Overall, a great four days

Reviewed on Jul 27, 2026

The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Price was CA $1,331, price is now CA $940 per person
CA $940
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
9.6/10 Exceptional! (957 reviews)

A Wave From it All

A Wave From it All

2 out of 5
Siesta Isle
Price was CA $4,155, price is now CA $3,136 per person
CA $3,136
per person
Sep 1 - Sep 8
found 5 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Fort Myers (RSW)
No reviews

Where to stay in Captiva

Find the best Captiva areas and neighborhoods for the activities you enjoy most. Learn more about Captiva
A clear turquoise sea, a sandy beach, and a rocky outcrop with palm trees.

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.

Ready to book your vacation to Captiva?

 

Choose your dates

Captiva Hotel Deals

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
15951 Captiva Drive Captiva FL
Fully refundableReserve now, pay when you stay
The price is CA $394 per night from Aug 19 to Aug 20
CA $394
CA $488 total
Aug 19 - Aug 20
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Another great stay at Tween Waters!"

Reviewed on Jul 26, 2026

Tween Waters Island Resort & Spa
South Seas

South Seas

3.5 out of 5
5400 South Seas Plantation Rd Captiva FL
Fully refundableReserve now, pay when you stay
The price is CA $354 per night from Aug 18 to Aug 19
CA $354
CA $568 total
Aug 18 - Aug 19
includes taxes & fees
South Seas
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **

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

North Captiva FL
9.6/10 Exceptional! (107 reviews)
"Excellent rental on it’s own private peninsula at the tip of the island. You definitely need a golf cart to get around. Saw dolphin and manatee from the dock daily. Communication with the host was seamless. Beds could use a mattress upgrade. That’s the only fault I could find. Would 100% return."

Reviewed on Mar 29, 2026

Get rates
North Captiva Point House - Boat/Water Taxi Only **NEWLY RENOVATED **
See all 971 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

Stay near popular Captiva attractions

A beach with white sand and turquoise water. There are colorful Adirondack chairs lined up on the sand.

Captiva Beach

9.2/10 (1,970 reviews)
If a restful vacation is part of your travel plans, Captiva Beach might be the perfect place to seek out during your trip to Captiva. Discover the beautiful sunsets in this relaxing area.
See properties

Frequently asked questions

How much does a Captiva vacation package cost?
You can pick up a vacation package to this popular destination from CA $817 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.

Explore a world of travel with Expedia

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