
Captiva Island Vacations from $503
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The Latest Captiva Island vacation packages
Price found within the past 48 hours. Click for updated prices.

Matanzas Inn Bayside Resort and Marina
Save 100% on your flight
Price was $968, price is now $503 per person
$503
per person
Mar 12 - Mar 16
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (1,001 reviews)
Erica was wonderful, she was very pleasant and very accommodating.
Reviewed on Jan 2, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $2,003, price is now $1,102 per person
$1,102
per person
Feb 7 - Feb 11
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
9.2/10 Wonderful! (704 reviews)
Everything was great
Reviewed on Dec 28, 2025

Innovation Hotel
Save 100% on your flight
Price was $2,024, price is now $1,142 per person
$1,142
per person
Mar 12 - Mar 15
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.8/10 Exceptional! (527 reviews)
A great place to stay. Very clean. Very professionally run. Great breakfast options included. Incredible work out facility. I’d highly recommend Innovation
Reviewed on Jan 3, 2026

The Perry Hotel Naples
Save 100% on your flight
Price was $1,878, price is now $1,128 per person
$1,128
per person
Mar 30 - Apr 3
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
9.6/10 Exceptional! (477 reviews)
Room was clean. Staff was very friendly. Location was convenient.
Reviewed on Jan 3, 2026

Landing Fort Myers near Heritage Palms
Save 100% on your flight
Price was $1,226, price is now $776 per person
$776
per person
Mar 18 - Mar 25
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
6/10 (2 reviews)
The rental was nice. I just wish they had toilet paper ready, something to cover the door in the bedroom. There was not 100% privacy.
Reviewed on Oct 21, 2025
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See all available trips from Columbus to Captiva Island
View all tripsDiscover the most popular places to visit in Captiva Island

Captiva Beach
4.5/5(1,463 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.

Alison Hagerup Beach Park
Why not spend a carefree afternoon at Alison Hagerup Beach Park during your travels in Captiva? Discover the beautiful sunsets in this relaxing area.

Turner Beach
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.
What to do in Captiva Island

4 hours Private Eco Boat Tour Wildlife and Nature in Pine Island
$800
per traveler
Captiva Island Hotel Deals

Tween Waters Island Resort & Spa
15951 Captiva Drive Captiva FL
$325 nightly
The price is $362 total per night from Jan 19 to Jan 20
$362 total
Jan 19 - Jan 20
Total with taxes and fees
8.6/10 Excellent! (998 reviews)
early quick friendly clean
Reviewed on Dec 7, 2025

South Seas Resort
5400 South Seas Plantation Rd Captiva FL
$542 nightly
The price is $598 total per night from Jan 11 to Jan 12
$598 total
Jan 11 - Jan 12
Total with taxes and fees
8.2/10 Very Good! (1,000 reviews)
Fantastic place for perfect relaxation, hammocks are placed perfectly for a tropical feel staff is outstanding customer service. A top of the cap to Jeff and Anthony at the front desk.
Reviewed on Dec 10, 2025

Upscale and Beautiful Beach Front Condo with Gorgeous Gulf Sunsets, South Seas
Captiva FL
9.4/10 Exceptional! (83 reviews)
Loved it all! The condo was located exactly as I had hoped. The beach was very close and even a Starbucks within walking distance. The Osprey out side the lanai. Pelicans, Dolphins, and lots of other birds. Wonderful!
Reviewed on Dec 16, 2025
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.
Find the Best Captiva Island Vacation Packages
Captiva Island Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Southwest Florida Intl. Airport (RSW) |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















