Captiva Island Vacation Packages 2026 from $744

The Latest Captiva Island vacation packages

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

The Perry Hotel Naples

Save 100% on your flight

$744

per person

Jan 3 - Jan 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (1,182 reviews)

LaPlaya Beach & Golf Resort - A Noble House Resort

Vanderbilt Beach

Save 100% on your flight

$3,698

per person

Dec 26 - Dec 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9/10 Wonderful! (1,003 reviews)

The Suites at Fishermen’s Village

Punta Gorda Isles

Save 100% on your flight

$1,145

per person

Jan 9 - Jan 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.8/10 Exceptional! (1,330 reviews)

Exelent

Reviewed on Oct 18, 2026

GullWing Beach Resort

South Island

Save 100% on your flight

$886

per person

Jan 11 - Jan 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.4/10 Exceptional! (976 reviews)

⭐️⭐️⭐️⭐️⭐️ I had a wonderful stay at this hotel! The staff was friendly, welcoming, and always ready to help. The room was clean, comfortable, and well-maintained, and the overall atmosphere was relaxing. The service was excellent, and everything made my stay enjoyable. I would definitely recommend this hotel to anyone looking for a comfortable and pleasant experience. I look forward to staying here again!

Reviewed on Oct 18, 2026

Edison Beach House

Save 100% on your flight

$1,470

per person

Dec 24 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

9.4/10 Exceptional! (1,921 reviews)

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Stay near popular Captiva Island 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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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 sandy beach with footprints and tire tracks, palm trees, and a clear sky.

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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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.

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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.

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McCarthy's Marina

9.0/10 (47 reviews)

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.

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Captiva Island Hotel Deals

Tween Waters Island Resort & Spa

15951 Captiva Drive Captiva FL

Fully refundableReserve now, pay when you stay

$293 nightly

$326 total

Nov 19 - Nov 20

Total with taxes and fees

South Seas

5400 South Seas Plantation Rd Captiva FL

Fully refundableReserve now, pay when you stay

$306 nightly

$341 total

Nov 11 - Nov 12

Total with taxes and fees

8.4/10 Very Good! (1,002 reviews)

"This place was ok. The unit we rented had a few small repair issues, and the screens did not prevent no-see-ums. Upon check-in, it would have been SO helpful to receive a warning and any general tips about how to prevent and care for the bites, which were inevitable this year. Positives: We liked ..."

Reviewed on Oct 18, 2026

Beach Villa 2121: Your Exclusive Two-Story Beach Villa with Direct Gulf Views

Captiva FL

9.2/10 Wonderful! (16 reviews)

"Need to make it easier to find the unit. We were up and down the stairs looking for the room 2121 reason couldn't find it because the plaque on the building showing the room numbers was off until I called the company . Otherwise enjoyed my stay ."

Reviewed on Sep 20, 2026

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See all 662 properties in Captiva Island

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.