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.
Casa Ybel Resort

Casa Ybel Resort

Mid Island
CA $824
per person
Sep 14 - Sep 18
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.8/10 Excellent! (391 reviews)
I’ve been staying at Casaybel for 49 years! Everything was great! Rooms very clean. The pool was good. The only problem I had was the front desk with a package that was delivered by the post office through Amazon that showed delivered yet the girl said there was no package and she would check the mailbox. The next day no call. So when we came back from dinner I stopped at the mail box and it was packed with mail and my package! I wonder how often they check the mailbox? Also I paid for weekly chairs and umbrella at the beach. One day it rained in the morning. I called and left a message for my chairs after the sun was shining and no call and no chairs. I found people on the beach with chairs and asked if they were brought out for them and she told me she retrieved them herself. No compensation. I understand they have staff issues with the beach stuff but then they shouldn’t offer them when 2 chairs and 1 umbrella cost $150 per week when I could have ordered them from Billy’s. My family owns 6 weeks and we love it! I also rented this week in the 1 bedrooms through Expedia since my family is growing. Maybe they could do better with the problems I experienced. Thanks for listening. Oh and also we saw a coyote walking around between the beach and the building 😳

Reviewed on Aug 9, 2026

South Seas

South Seas

CA $1,547
per person
Oct 31 - Nov 7
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
8.4/10 Very good! (1,004 reviews)
Beautiful property with excellent amenities—we really enjoyed our stay. One suggestion would be to provide daily housekeeping instead of every other day. Also, while construction is ongoing, it would be appreciated if guests could be assigned rooms farther away from the construction area whenever possible. Unfortunately, our room was very close to it, which made the stay less enjoyable. Overall, it’s a beautiful place, and we would definitely consider staying again.

Reviewed on Aug 2, 2026

The Perry Hotel Naples

The Perry Hotel Naples

CA $1,283
per person
Oct 11 - Oct 17
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Myers (RSW)
9.6/10 Exceptional! (992 reviews)
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

CA $1,705
per person
Nov 1 - Nov 8
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Myers (RSW)
8.6/10 Excellent! (1,004 reviews)
We found everything great from staff to amenities, food, activities

Reviewed on Aug 9, 2026

Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

CA $1,072
per person
Oct 31 - Nov 7
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Fort Myers (RSW)
9.4/10 Exceptional! (1,002 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.

An aerial view of a coastal area with clear turquoise waters, a sandy beach, and a dense cluster of buildings surrounded by greenery.

Gulf Shores

When in Gulf Shores, you can plan a visit to Alison Hagerup Beach Park and McCarthy's Marina, some noteworthy sights in the nearby area.

An aerial view of a tropical island with clear turquoise waters, a white sandy beach, and dense green vegetation.

Safety Harbor Club

Safety Harbor Club might not have many top sights, but North Captiva Island Beach and Cayo Costa Beaches are two attractions nearby that you can check out.

A coastal resort with a beach, a lagoon, and a road connecting the buildings.

Jose's Hideaway

Though Jose's Hideaway might not have many top sights, you can venture to the surrounding area to see attractions like North Captiva Island Beach and Cayo Costa Beaches.

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

15951 Captiva Drive Captiva FL
Fully refundableReserve now, pay when you stay
CA $389
CA $483 total
Aug 11 - Aug 12
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
"We found everything great from staff to amenities, food, activities"

Reviewed on Aug 9, 2026

Tween Waters Island Resort & Spa
South Seas

South Seas

5400 South Seas Plantation Rd Captiva FL
Fully refundableReserve now, pay when you stay
CA $321
CA $525 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very good! (1,004 reviews)
"Beautiful property with excellent amenities—we really enjoyed our stay. One suggestion would be to provide daily housekeeping instead of every other day. Also, while construction is ongoing, it would be appreciated if guests could be assigned rooms farther away from the construction area whenever ..."

Reviewed on Aug 2, 2026

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 965 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.

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.
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A heron standing on rocks by a turquoise beach with clear skies.

North Captiva Island Beach

9.6/10 (104 reviews)
Why not spend a lazy afternoon at North Captiva Island Beach during your trip to Captiva? While you're in the area, stroll along the beaches.
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A beach with a golf cart, a person on a bicycle, and palm trees.

Useppa Island

8.8/10 (38 reviews)
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.
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A starry night sky over rocky terrain.
Photo by Noel Benadom

Turner Beach

9.4/10 (63 reviews)
If a restful vacation is part of your travel plans, Turner Beach might be the perfect place to seek out during your trip to Captiva. Discover the beautiful sunsets in this relaxing area.
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A white metal lighthouse with a spiral staircase, surrounded by palm trees and a clear blue sky.

Cabbage Key

8.6/10 (42 reviews)
Commune with nature and explore the great outdoors at Cabbage Key during your travels in Captiva. Wander the beautiful beaches or discover the beautiful sunsets in this relaxing area.
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A beach with gentle waves, a clear sky, and distant land.
Photo by Rayna Kinley

Cayo Costa Beaches

8.8/10 (40 reviews)
Why not spend a lazy afternoon at Cayo Costa Beaches during your trip to Captiva? Stroll along the beautiful beaches or discover the beautiful sunsets in this relaxing area.
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A sandy beach with footprints and tire tracks, palm trees, and a clear sky.
Photo by Norwegian Girl

Alison Hagerup Beach Park

8.4/10 (17 reviews)
Why not spend a carefree afternoon at Alison Hagerup Beach Park during your travels in Captiva? Discover the beautiful sunsets in this relaxing area.
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Frequently asked questions

How much does a Captiva vacation package cost?
You can pick up a vacation package to this popular destination from CA $824 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.

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