Captiva Island Vacation Packages 2026 from $633

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The Latest Captiva Island vacation packages

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

Sunsuites Villas At Sunseeker Resort, Curio By Hilton

Save 100% on your flight

$633

per person

Dec 6 - Dec 11

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.4/10 Exceptional! (108 reviews)

Beautiful resort.. all of the food from by the pool, to the dining hall, to the higher end are all incredible- the only down side is the food is pricey.

Reviewed on Sep 17, 2026

The Suites at Fishermen’s Village

Punta Gorda Isles

Save 100% on your flight

$703

per person

Dec 6 - Dec 11

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.8/10 Exceptional! (1,310 reviews)

Marriott Sanibel Harbour Resort & Spa

Punta Rassa

Save 100% on your flight

$1,008

per person

Dec 8 - Dec 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (1,002 reviews)

Marco Beach Ocean Suites

South End

Save 100% on your flight

$1,246

per person

Dec 6 - Dec 12

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

8.8/10 Excellent! (1,484 reviews)

Todo me gustó aunque no había restaurante

Reviewed on Sep 18, 2026

The Perry Hotel Naples

$980

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (1,099 reviews)

The property is new.. Everyone was helpful.. Restaurant very good.. Pool bar downstairs. Friendlier than upstairs.. Plenty of towels in room. Good shower.. Balcony great for morning coffee.. Not one complaint..

Reviewed on Sep 18, 2026

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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

$311 nightly

$346 total

Sep 20 - Sep 21

Total with taxes and fees

8.6/10 Excellent! (1,001 reviews)

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Reviewed on Sep 17, 2026

South Seas

5400 South Seas Plantation Rd Captiva FL

Fully refundableReserve now, pay when you stay

$328 nightly

$366 total

Oct 8 - Oct 9

Total with taxes and fees

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

Captiva FL

9.2/10 Wonderful! (24 reviews)

"Overall, a great property in a really good location"

Reviewed on Sep 14, 2026

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See all 657 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.