Search Deals on
Captiva Vacation Packages

Build your package with 2 more options

Captiva Flight + Hotel Packages

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

Venice Beach Villas

3 out of 5
Save 100% on your flight
Price was $400, price is now $270 per person
$270
per person
Sep 22 - Sep 26
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this business-friendly condo in Venice. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.
Very nicely kept. A great piece of old Florida

Reviewed on Aug 16, 2026

Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,351, price is now $816 per person
$816
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Bowman's Beach and Captiva Beach are located nearby.

Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Save 100% on your flight
Price was $2,424, price is now $1,474 per person
$1,474
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach hotel in Englewood. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Englewood Beach and Manasota Beach are located nearby.
The property need update!!

Reviewed on Aug 16, 2026

South Seas

South Seas

3.5 out of 5
Save 100% on your flight
Price was $1,643, price is now $1,000 per person
$1,000
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach resort in Captiva. Enjoy 6 outdoor pools, 5 restaurants, and a private beach. Popular attractions Bowman's Beach and Jungle Drums are located nearby.
Good time, very nice mini vacation, property had a few water issues but staff responded prompt, be aware everything closes early. We ate at Harborside and food was very good, staff was very nice.

Reviewed on Aug 17, 2026

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $757, price is now $489 per person
$489
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this golf hotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita Springs Public Beach are located nearby.

Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Save 100% on your flight
Price was $812, price is now $524 per person
$524
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Sanibel Island Southern Beach and Sanibel Island Lighthouse are located nearby.
Very helpful great staff

Reviewed on Aug 19, 2026

Casa Tiki

Casa Tiki

3 out of 5
Save 100% on your flight
Price was $1,155, price is now $756 per person
$756
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this vacation home in Cape Coral. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Four Mile Cove Ecological Preserve and Coralwood Mall are located nearby.

Shell Island Beach Club

Shell Island Beach Club

4 out of 5
Save 100% on your flight
Price was $1,610, price is now $1,077 per person
$1,077
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Key West Express and Sanibel Island Southern Beach are located nearby.
Great place to stay on the beach! Woman at the front desk was rude!

Reviewed on Jun 7, 2026

Captiva Vacation Packages 3-4 Night Stays

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

Venice Beach Villas

3 out of 5
Venice Island
Save 100% on your flight
Price was $400, price is now $270 per person
$270
per person
Sep 22 - Sep 26
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
South Seas

South Seas

3.5 out of 5
Save 100% on your flight
Price was $781, price is now $489 per person
$489
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $757, price is now $489 per person
$489
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Casa Ybel Resort

Casa Ybel Resort

2.5 out of 5
Mid Island
Save 100% on your flight
Price was $812, price is now $524 per person
$524
per person
Oct 28 - Nov 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)

Captiva Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa

Tween Waters Island Resort & Spa

3 out of 5
Save 100% on your flight
Price was $1,242, price is now $688 per person
$688
per person
Oct 2 - Oct 7
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,650, price is now $927 per person
$927
per person
Nov 9 - Nov 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Manasota Key Resort

Manasota Key Resort

2.5 out of 5
Save 100% on your flight
Price was $2,424, price is now $1,474 per person
$1,474
per person
Sep 19 - Sep 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
South Seas

South Seas

3.5 out of 5
Save 100% on your flight
Price was $1,643, price is now $1,000 per person
$1,000
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, Oct 28 - Wed, Nov 4
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$158 Roundtrip, found 1 day ago
$158
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Oct 28 from Hopkins Intl. to Southwest Florida Intl., returning Wed, Nov 4, priced at $158 found 1 day ago
Breeze Airways
Wed, Jan 13 - Sat, Jan 16
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$173 Roundtrip, found 6 days ago
$173
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Jan 13 from Portsmouth Intl. to Southwest Florida Intl., returning Sat, Jan 16, priced at $173 found 6 days ago
Frontier Airlines
Sun, Dec 6 - Mon, Dec 7
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$178 Roundtrip, found 6 hours ago
$178
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sun, Dec 6 from O'Hare Intl. to Southwest Florida Intl., returning Mon, Dec 7, priced at $178 found 6 hours ago
Frontier Airlines
Sun, Nov 15 - Mon, Dec 7
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$188 Roundtrip, found 1 day ago
$188
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Nov 15 from Philadelphia Intl. to Southwest Florida Intl., returning Mon, Dec 7, priced at $188 found 1 day ago