Search Deals onCaptiva Island Vacation Packages
Captiva Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Embassy Suites by Hilton Fort Myers Estero
Save 100% on your flight
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3.5-star business-friendly hotel in Estero. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Hertz Arena and Coconut Point Mall are located nearby.

Lani Kai Beachfront Resort
Save 100% on your flight
per person
Aug 17 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Crescent Beach Family Park are located nearby.

GreenLinks Golf Villas at Lely Resort
Save 100% on your flight
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star spa aparthotel in Naples. Enjoy free parking, a full-service spa, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Flamingo Island Course - Lely Resort and Eagle Lakes Community Park are located nearby.

Shell Island Beach Club
Save 100% on your flight
per person
Jul 19 - Jul 26
found 23 hours ago
Roundtrip flight included
Denver (DEN) to Fort Myers (RSW)
Stay at this 4-star beach aparthotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Sanibel Island Southern Beach and Key West Express are located nearby.

Bellasera Resort
Save 100% on your flight
per person
Jul 9 - Jul 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this business-friendly condo in Naples. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.

Hilton Marco Island Beach Resort and Spa
Save 100% on your flight
per person
Aug 13 - Aug 17
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star beach hotel in Marco Island. Enjoy a full-service spa, a beach locale, and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Winterberry Beach and South Marco Beach are located nearby.

The Lighthouse Resort Inn & Suites
Save 100% on your flight
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. Popular attractions Key West Express and Crescent Beach Family Park are located nearby.

LaPlaya Beach & Golf Resort - A Noble House Resort
Save 100% on your flight
per person
Aug 10 - Aug 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4.5-star luxury resort in Naples. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Captiva Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Captiva Island 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.

Sat, Aug 9 - Sat, Aug 9
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$135 Roundtrip, found 6 hours ago
$135
Roundtrip
found 6 hours ago

Sat, Sep 20 - Tue, Sep 23
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$138 Roundtrip, found 10 hours ago
$138
Roundtrip
found 10 hours ago

Tue, Sep 9 - Sat, Sep 13
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$146 Roundtrip, just found
$146
Roundtrip
just found

Mon, Aug 18 - Tue, Aug 26
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$159 Roundtrip, found 12 hours ago
$159
Roundtrip
found 12 hours ago
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