Captiva Island Vacation Packages 2026 from $616

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The Latest Captiva Island vacation packages

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

Lehigh Resort Club

Joel

Save 100% on your flight

$616

per person

Nov 7 - Nov 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9/10 Wonderful! (115 reviews)

I like the hotel however needs upgrade they have bicycles and stuff but most they were flat or not working

Reviewed on Aug 20, 2026

The Perry Hotel Naples

Save 100% on your flight

$684

per person

Nov 11 - Nov 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (1,099 reviews)

Outside pool bar closes at 4:30-5pm with about 75-100 people at the pool and no more option to buy drinks/beverages. Sunset is around 7:30-8pm. Barside pool should be open until sunset and especially on a holiday weekend

Reviewed on Sep 7, 2026

Windward Passage Resort

Save 100% on your flight

$814

per person

Nov 7 - Nov 14

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.8/10 Excellent! (11 reviews)

Clean, beachfront, great staff, close attractions

Reviewed on Sep 5, 2026

Mariners Boathouse by Coolvacay

South Island

Save 100% on your flight

$701

per person

Nov 12 - Nov 17

found 8 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.8/10 Exceptional! (13 reviews)

Very nice place, our 2nd time here and we still love it

Reviewed on Sep 7, 2026

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Save 100% on your flight

$778

per person

Oct 10 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.4/10 Exceptional! (108 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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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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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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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

$304 nightly

$339 total

Sep 17 - Sep 18

Total with taxes and fees

South Seas

5400 South Seas Plantation Rd Captiva FL

Fully refundableReserve now, pay when you stay

$301 nightly

$336 total

Oct 8 - Oct 9

Total with taxes and fees

8.4/10 Very Good! (1,007 reviews)

"We stayed in the marina villa in a renovated room which was very nice. Everything worked well including the AC! There are great additions to South Seas like the new waterpark and the BEACH House restaurant. There is still active construction where the hotel was before the hurricane. All of the staff ..."

Reviewed on Sep 7, 2026

Game Room, Pool, Hot Tub, Walk to Beach | Captiva 5BDR | Coco Mango by AvantStay

Captiva FL

9.2/10 Wonderful! (23 reviews)

"The house is spacious, very comfortable and immaculate. Easy walking distance to restaurants, shops and beaches.There were lots of pool floats and beach chairs. It was a perfect house for our family gathering. Would definitely rent it again."

Reviewed on Aug 3, 2026

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See all 661 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.