Captiva Island Vacation Packages 2026 from $400

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The Latest Captiva Island vacation packages

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

Quality Inn Fort Myers Cape Coral

$400

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

7.6/10 Good! (396 reviews)

Casa Ybel Resort

Mid Island

Save 100% on your flight

$952

per person

Oct 31 - Nov 7

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.8/10 Excellent! (397 reviews)

Tween Waters Island Resort & Spa

Save 100% on your flight

$1,058

per person

Oct 14 - Oct 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (1,005 reviews)

Was able to watch the dolphins in the morning from the balcony. Short walk across the street to the beach and they have umbrellas and chairs to rent. Would definitely come back.

Reviewed on Aug 13, 2026

South Seas

Save 100% on your flight

$1,024

per person

Oct 14 - Oct 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.4/10 Very Good! (1,004 reviews)

We had a wonderful stay at South Seas Resort! Everything was perfect from beginning to end. The staff was very friendly, helpful, and attentive, and the entire resort was extremely clean, well maintained and organize. The location is beautiful, and the water park for the kids was absolutely excellent, they all had a great time! Everything was very family-friendly and made our stay relaxing and enjoyable. I would definitely recommend Southseas Resort to families and anyone looking for a clean, comfortable and fun place to stay .

Reviewed on Aug 13, 2026

The Suites at Fishermen’s Village- 2 Bedroom Suites

Punta Gorda Isles

Save 100% on your flight

$675

per person

Oct 25 - Oct 31

found 12 hours ago

Roundtrip flight included

Minneapolis (MSP) to Fort Myers (RSW)

9.8/10 Exceptional! (1,283 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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Jungle Drums

7.0/10 (2 reviews)

You can spend time browsing the exhibits at Jungle Drums in Captiva. Discover the area's beautiful sunsets, or seek out its biking trails.

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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

$311 nightly

$346 total

Aug 15 - Aug 16

Total with taxes and fees

8.6/10 Excellent! (1,001 reviews)

"Was able to watch the dolphins in the morning from the balcony. Short walk across the street to the beach and they have umbrellas and chairs to rent. Would definitely come back."

Reviewed on Aug 13, 2026

South Seas

5400 South Seas Plantation Rd Captiva FL

Fully refundableReserve now, pay when you stay

$367 nightly

$409 total

Sep 7 - Sep 8

Total with taxes and fees

8.4/10 Very Good! (1,001 reviews)

"We had a wonderful stay at South Seas Resort! Everything was perfect from beginning to end. The staff was very friendly, helpful, and attentive, and the entire resort was extremely clean, well maintained and organize. The location is beautiful, and the water park for the kids was absolutely excellent, ..."

Reviewed on Aug 13, 2026

2026 SUMMER REDUCED RATES!! WATERFRONT HOME, IN VILLAGE, POOL, HOT TUB, DOCK!

Captiva Island FL

10/10 Exceptional! (37 reviews)

"Beautiful home, pool & view. Host very accommodating."

Reviewed on Jul 12, 2026

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See all 683 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.