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 12 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 Perry Hotel Naples

Save 100% on your flight

$1,043

per person

Dec 3 - Dec 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.6/10 Exceptional! (1,099 reviews)

Tween Waters Island Resort & Spa

Save 100% on your flight

$647

per person

Oct 20 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Myers (RSW)

8.6/10 Excellent! (1,005 reviews)

Reviewed on Sep 17, 2026

Mariners Boathouse by Coolvacay

South Island

Save 100% on your flight

$898

per person

Dec 3 - Dec 8

found 1 day 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

The Suites at Fishermen’s Village

Punta Gorda Isles

Save 100% on your flight

$703

per person

Dec 6 - Dec 11

found 12 hours ago

Roundtrip flight included

Boston (BOS) to Fort Myers (RSW)

9.8/10 Exceptional! (1,310 reviews)

Highly recommend staying here. Very new, nice and clean, nice staff. It's a great location with shops on the main level, great restaurants, nice walking path. Would definitely go back for a stay again.

Reviewed on Sep 15, 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 25 - Sep 26

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.