Captiva Vacation Packages 2026 from $808

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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.

The Latest Captiva vacation packages

Price found within the past 48 hours. Click for updated prices.

Tween Waters Island Resort & Spa

Save 100% on your flight

$808

per person

Dec 10 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (1,003 reviews)

The Perry Hotel Naples

Save 100% on your flight

$869

per person

Nov 11 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (1,182 reviews)

Matanzas Inn Bayside Resort and Marina

Save 100% on your flight

$1,240

per person

Dec 21 - Dec 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.4/10 Exceptional! (1,005 reviews)

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$1,548

per person

Nov 11 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

9/10 Wonderful! (1,003 reviews)

Landing Apartments Fort Myers near Eastwood Village

$1,025

per person

Dec 23 - Dec 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.8/10 Exceptional! (31 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

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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 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.

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.

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.

Stay near popular Captiva attractions

A coastal town with a long beach, clear blue waters, and a marina with boats.

North Captiva Island Beach

9.6/10 (104 reviews)

North Captiva Island's pristine white sand beaches are accessible only by boat, offering seclusion and natural beauty. Explore its clear Gulf waters while spotting dolphins and collecting prized shells.

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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)

Captiva Beach enchants with its pristine white sands and abundant seashells along the Gulf of Mexico. Stroll at sunset to witness breathtaking colors while collecting from over 250 shell varieties that wash ashore.

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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)

This car-free island oasis houses a historic inn where signed dollar bills adorn the walls. Dine at the restaurant that inspired Jimmy Buffett's "Cheeseburger in Paradise" while soaking in pristine Old Florida charm.

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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)

This private Florida island blends 10,000 years of history with exclusive luxury in a car-free paradise. Visit the Barbara Sumwalt Museum before enjoying fishing or croquet along the tranquil shoreline.

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A beach with gentle waves, a clear sky, and distant land.

Cayo Costa Beaches

8.8/10 (40 reviews)

Pristine and untouched, Cayo Costa's nine miles of shoreline are accessible only by boat. Explore shell-strewn beaches, swim in crystalline waters, or wander through pine forests and mangrove swamps.

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Turner Beach

9.4/10 (63 reviews)

Turner Beach captivates shell collectors with its treasure-filled shoreline and spectacular sunset views. Visit during low tide to find rare specimens, or cast a line from the rock jetty where fishing is exceptional.

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A sandy beach with footprints and tire tracks, palm trees, and a clear sky.

Alison Hagerup Beach Park

8.4/10 (17 reviews)

Alison Hagerup Beach Park features pristine white sands and unobstructed Gulf views for spectacular sunsets. Arrive in early evening to see dolphins playing offshore while the sky transforms into vibrant colors.

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Captiva Chapel By the Sea

8.6/10 (28 reviews)

This historic beachfront chapel offers serene Gulf-side worship from November to April. Enjoy morning services with the sound of waves, or visit during holidays when colored lights illuminate the grounds.

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Captiva Hotel Deals

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

Fully refundableReserve now, pay when you stay

$283 nightly

$315 total

Oct 11 - Oct 12

Total with taxes and fees

South Seas

5400 South Seas Plantation Rd Captiva FL

Fully refundableReserve now, pay when you stay

$330 nightly

$368 total

Oct 25 - Oct 26

Total with taxes and fees

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

North Captiva FL

9.6/10 Exceptional! (111 reviews)

"Great spot for a fishing excursion. Easy check in ect. Well accommodated."

Reviewed on Sep 20, 2026

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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.

Find the Best Captiva Vacation Packages

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.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	64.9°F (18.3°C)	No Rain	Mostly Sunny	Average	Average
February	67.3°F (19.6°C)	No Rain	Mostly Sunny	Moderately High	Slightly High
March	69.6°F (20.9°C)	No Rain	Sunny	Moderately High	Slightly High
April	74.8°F (23.8°C)	No Rain	Mostly Sunny	Moderately High	Slightly High
May	78.6°F (25.9°C)	Light Rain	Mostly Sunny	Average	Average
June	82.2°F (27.9°C)	Light Rain	Mostly Sunny	Average	Average
July	83.5°F (28.6°C)	Light Rain	Mostly Sunny	Average	Average
August	83.8°F (28.8°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
September	82.4°F (28.0°C)	Light Rain	Mostly Sunny	Average	Slightly Low
October	78.4°F (25.8°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
November	72.5°F (22.5°C)	No Rain	Mostly Sunny	Moderately Low	Average
December	68.5°F (20.3°C)	No Rain	Mostly Sunny	Average	Average

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.

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 2 miles 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.

Captiva Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Southwest Florida Intl. Airport (RSW)
Population	580
Max Temp Winter	70ºF
Max Temp Summer	90ºF
Top Sights	Sanibel Island Southern Beach, Bowmans Beach and Captiva Beach

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Frequently asked questions

What types of vacation packages are available in Captiva?

Captiva, primarily known for its beaches, offers vacation packages tailored to several travel styles:

For families: Tween Waters Island Resort & Spa, rated 8.3 out of 10 by travelers, is a strong choice with family rooms, an outdoor pool, and a restaurant, with travelers often praising the great pool and helpful staff.
For beach lovers: Nearly all package hotels in Captiva offer ocean views. Tween Waters Island Resort & Spa, rated 8.3 out of 10, places you about 1 mile from central Captiva and about 5 miles from North Captiva Island Beach, making it easy to enjoy the shore.
For pet owners: Tween Waters Island Resort & Spa is a pet-friendly option, rated 8.3 out of 10 by travelers, which means your furry companions can join your Captiva vacation package.

How can I save money on a Captiva vacation package?

When you bundle, you can save up to 30%*. To save money on a Captiva package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

How much does a Captiva vacation package cost?

A Captiva vacation package typically costs around $1,250 per adult for a week-long trip. Lower-priced options start around $800 per adult, while premium packages can reach up to $2,150.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

How do I find cheap Captiva vacation package deals?

The cheapest Captiva vacation package deals can be as low as around $660 per adult for weekend trips. Separately, April typically has average monthly prices around $1,040 per adult for a 5-day trip, while May follows closely at around $1,120 for a 4-day trip. Nearly all Captiva packages include some savings versus booking separately, typically around $210 per adult for a week-long trip.Browse cheap vacation packages in Captiva on Expedia for current deals.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

What is the best time to go to Captiva?

The best time to go for a Captiva vacation package, balancing popularity and value, is typically April and May. These months are among the most booked and also tend to offer more affordable prices.March is another popular month for Captiva vacationers, though prices are generally higher during this period. Booking your trip during these months allows you to enjoy the island when it's most vibrant.

What's included in a Captiva vacation package?

A Captiva vacation package lets you combine round-trip flights, a hotel stay, and a rental car. Given Captiva's focus on beaches, nearly all package hotels offer ocean views, providing direct access to the shore.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

What's the best vacation package for Captiva?

Families looking for a Captiva vacation package can consider a stay at Tween Waters Island Resort & Spa, rated 8.3 out of 10 by travelers. This resort offers family rooms, an outdoor pool, and a restaurant, with travelers often praising the great pool and helpful staff.For couples seeking a romantic getaway, Tween Waters Island Resort & Spa also provides a relaxing setting. With a bar/lounge, hot tub, and spa, travelers frequently highlight the great location and mention that the resort provided everything they needed for a memorable trip.If you're looking for a luxury Captiva vacation package, Tween Waters Island Resort & Spa is a highly-rated option at 8.3 out of 10. Its spa and comprehensive amenities contribute to an experience where travelers often note that the resort provided everything they needed for a comfortable and upscale stay.

Is Captiva better suited for a beach vacation or a cultural trip?

Captiva is primarily a beach destination, making it ideal for a relaxing Captiva vacation focused on sun and sand. Nearly all package hotels offer ocean views, and you'll find beautiful stretches of coastline like Captiva Beach, which is about a 5-minute walk from the island's center.While the island has a rich history, including tales of pirates and early Calusa Indian inhabitants, these elements provide interesting context. Your Captiva vacation package will center on enjoying the natural beauty and outdoor activities.

What is the best time to book a Captiva vacation package?

Book your Captiva vacation package around 10 weeks in advance. It gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 6 and 15 weeks out.from March to May is the most popular months for Captiva packages, so booking earlier is advisable if you're traveling during these times.

What are the top things to do in Captiva?

A Captiva vacation offers plenty of opportunities to enjoy the island's natural beauty and coastal charm:Browse and book things to do in Captiva on Expedia.

How many days do you need for a Captiva vacation?

Most Captiva vacation packages typically last around 5 days, which is a great amount of time to enjoy the island's beautiful beaches like Captiva Beach and Turner Beach, or explore nearby North Captiva Island Beach.While some travelers opt for weekend trips, most choose week-long stays to fully immerse themselves in the relaxed island atmosphere and explore more of what Captiva has to offer. A select few also choose extended two-week trips.

Is Captiva a good destination for a weekend vacation?

Captiva is a good destination for a focused weekend vacation package, especially if you're looking for a quick beach getaway. While most travelers choose week-long trips, some do opt for weekend stays.During a short Captiva vacation, you can easily enjoy the main attractions like Captiva Beach, which is about a 5-minute walk from the center, or arrange a boat trip from Jensen's Marina. A weekend allows for relaxation and enjoying the immediate island surroundings.

Do you need to rent a car in Captiva, or is public transport enough?

For a Captiva vacation package, a rental car offers the most flexibility for exploring the island and its surroundings. Captiva is a beach destination outside a city, and attractions are spread out, making a car convenient for reaching different beaches and points of interest.If your Captiva beach vacation packages focus on staying at a resort with on-site dining and activities, you might not need a car for daily use. However, you will need transportation from Fort Myers, FL (RSW-Southwest Florida Intl.) airport, which is about 27 miles from central Captiva. Taxis or ride-share apps are available, but a rental car allows for greater freedom to explore beyond your resort.

Are Captiva vacation package hotels conveniently located?

Captiva vacation package hotels are generally well-located for enjoying the island's main attractions. For example, Tween Waters Island Resort & Spa, rated 8.3 out of 10, is conveniently situated about 1 mile from central Captiva.Other lodging areas like North Captiva, Gulf Shores, and Jose's Hideaway also place you close to popular beaches such as North Captiva Island Beach and Captiva Beach. This means you can often find accommodations that offer easy access to the Gulf waters and island activities.

Can I change or cancel my Captiva vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Captiva vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

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

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Captiva vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Captiva?

To find last-minute vacation packages to Captiva, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Captiva vacation packages?

Free cancellation on a Captiva vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

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

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Captiva getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Captiva vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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.

Captiva Vacations from $808

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Captiva Vacation

The Latest Captiva vacation packages

Tween Waters Island Resort & Spa

The Perry Hotel Naples

Matanzas Inn Bayside Resort and Marina

LaPlaya Beach & Golf Resort - A Noble House Resort

Landing Apartments Fort Myers near Eastwood Village

Where to stay in Captiva

North Captiva

Safety Harbor Club

Gulf Shores

Jose's Hideaway

Stay near popular Captiva attractions

North Captiva Island Beach

Captiva Beach

Cabbage Key

Useppa Island

Cayo Costa Beaches

Turner Beach

Alison Hagerup Beach Park

Captiva Chapel By the Sea

Captiva Hotel Deals

Tween Waters Island Resort & Spa

South Seas

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

Find the Best Captiva Vacation Packages

Things to do near Captiva

Find the best attractions in Captiva

Best time to go to Captiva

Tips to save on your trip to Captiva

Captiva Beach Vacation

Captiva Essential Information

More vacations you might like

Frequently asked questions

Explore a world of travel with Expedia

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