Search Deals onCaptiva Vacation Packages
Captiva Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Inn at the Beach
Save 100% on your flight
Price was $549, price is now $391 per person
$391
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Stay at this hotel in Venice. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. Popular attractions Venice Beach and Nokomis Beach are located nearby.
Christopher at the front desk was awesome. Friendly and fun. Location to beach is great
Reviewed on Sep 15, 2026
Tween Waters Island Resort & Spa
Save 100% on your flight
Price was $1,337, price is now $852 per person
$852
per person
Nov 20 - Nov 25
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Great place to relax and enjoy some R&R
Reviewed on Sep 15, 2026
The Perry Hotel Naples
Save 100% on your flight
Price was $1,111, price is now $727 per person
$727
per person
Nov 19 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Delnor-Wiggins Pass State Park and Vanderbilt Beach are located nearby.
Landing Furnished Apartments - Naples, FL
Save 100% on your flight
Price was $1,953, price is now $1,295 per person
$1,295
per person
Dec 7 - Dec 14
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly apartment in Naples. Enjoy free WiFi, a rooftop terrace, and a fitness center. Popular attractions Fifth Avenue South and Naples Beach are located nearby.
Mariners Boathouse by Coolvacay
Price was $881, price is now $607 per person
$607
per person
Nov 17 - Nov 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this beach condo in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Very nice place, our 2nd time here and we still love it
Reviewed on Sep 7, 2026
Harbour House At The Inn
Save 100% on your flight
Price was $1,261, price is now $884 per person
$884
per person
Nov 20 - Nov 25
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, a marina, and a business center. Our guests praise the clean rooms in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Very nice condo, clean pool, very nice location
Reviewed on Aug 25, 2026
Windward Passage Resort
Save 100% on your flight
Price was $1,181, price is now $829 per person
$829
per person
Nov 20 - Nov 25
found 4 hours ago
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Lynn Hall Memorial Park are located nearby.
Wonderful view of the ocean
Reviewed on Sep 15, 2026
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $899, price is now $638 per person
$638
per person
Nov 25 - Nov 28
found 16 hours 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 Bonita Springs Public Beach and Hertz Arena are located nearby.
Loved the lazy river, staff was pleasant and helpful, and we loved our 1-bedroom villa.
Reviewed on Sep 15, 2026
Captiva Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Captiva Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Sep 25 - Fri, Oct 9
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$126 Roundtrip, found 2 days ago
$126
Roundtrip
found 2 days ago
Sun, Dec 13 - Mon, Dec 14
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$134 Roundtrip, found 7 hours ago
$134
Roundtrip
found 7 hours ago
Sat, Jan 23 - Sat, Feb 6
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$152 Roundtrip, found 7 hours ago
$152
Roundtrip
found 7 hours ago
Sun, Dec 6 - Fri, Dec 11
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$171 Roundtrip, found 4 hours ago
$171
Roundtrip
found 4 hours ago
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