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.
Quality Inn Fort Myers Cape Coral
CA $442
per person
Dec 11 - Dec 17
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
7.6/10 Good! (431 reviews)
I had to change my room because the A/C was not working correctly! And I didn't have water for three hours. Because the hotel had a problem with the water. Then when the water fix the hot water was brown. That took a while to change color. Bad experience with the hotel!!!😡😡 I would like a full refund!!!
Reviewed on Sep 21, 2026
Landing Apartments Fort Myers near Eastwood Village
CA $957
per person
Dec 11 - Dec 17
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
9.6/10 Exceptional! (30 reviews)
This place is as beautiful as the pictures. Welcome kit has essentials for a short stay. The place is clean and cozy. Highly recommended.
Reviewed on Sep 4, 2026
Where to stay in Captiva
Find the best Captiva areas and neighborhoods for the activities you enjoy most. Learn more about Captiva
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.
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.
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.
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?
Captiva Hotel Deals
Tween Waters Island Resort & Spa
15951 Captiva Drive Captiva FL
Fully refundableReserve now, pay when you stay
CA $392
CA $486 total
Sep 28 - Sep 29
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"My husband and I were able to check in right on time. We were given a helpful overview of the property, a map, and list of the numerous amenities (complimentary kayaks, bikes, beach towels, pools and hot tubs, as well as the many restaurants, shops, rentals, and beach services) and opening and closing ..."
Reviewed on Sep 20, 2026
South Seas
5400 South Seas Plantation Rd Captiva FL
Fully refundableReserve now, pay when you stay
CA $311
CA $513 total
Oct 8 - Oct 9
includes taxes & fees
8.4/10 Very good! (1,002 reviews)
"This place was absolutely incredible. Our room was right on the water and immaculate. The resort is huge and has its own trolley. They also have a waterpark and another pool with waterslides. Amazing stay!"
Reviewed on Sep 21, 2026
NEW LISTING! OCEAN PARADISE: BEACHFRONT, SLEEPS 12, 2 CARTS, POOL, GAMES, & FUN
Captiva FL
9.2/10 Wonderful! (12 reviews)
"Great communication with hosts and pictures were accurate. Directly on the beach for a beautiful relaxing trip. We hope this home is available next year when we go back. The home has everything that you would need to enjoy your vacation."
Reviewed on Jul 1, 2026
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
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.
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.
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.
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.
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.
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.
Jensen’s Marina
9.2/10 (36 reviews)
Explore the waterfront of Jensen’s Marina and enjoy activities such as biking in Captiva. Amble around the area's beautiful beaches or seek out the kayaking spots.
Captiva Chapel By the Sea
8.6/10 (28 reviews)
You can find out about the history of Captiva with a visit to Captiva Chapel By the Sea. Discover the area's beautiful sunsets, or seek out its biking trails.
Frequently asked questions
How much does a Captiva vacation package cost?
You can pick up a vacation package to this popular destination from CA $442 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?
- 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.
- 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.
- 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.
- 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
- Plantation Beach Club at South Seas Island Resort
- South Seas Homes of Distinction 1124 Two Waters Retreat
- Tween Waters Island Resort & Spa
- South Seas Plantation
- Lunar TIDES
- Villa Del Mar
- Stunning Harborview Residence on Captiva Island
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- Come Together
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- 069
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- South Seas Club at South Seas Island Resort
- Sunset Dreams
- South Seas
- Sunset Captiva 10
- Fort Myers Beach Hotels
- Villa 3224 Cozy King Condo Steps from the Sand & Pool.
- All Inclusive Resorts and in Captiva
- Donax
- South Seas Plantation Beach Club Captiva Island Florida 10/24
- Rainbows End
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- Fort Myers Hotels
- Free Sunset Cruise + Ferry Tickets Included
- Sunkissed Cottage
- 166
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- 11431 Dickey Lane
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- Modern Captiva Villa Residence with Great Amenities
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- The Bungalow
- Il Paradiso Perduto 7 Bedroom Home by RedAwning
- South Seas Homes of Distinction Seabreeze 1257 Condo
- 031
- 4br Luxury Beachfront Retreat with Designer Finishes & Panoramic Gulf Views
- South Seas Homes of Distinction Beach Home 7
- Luxury 5BR Gulf
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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.
