Search Deals onKeewaydin Island Vacation Packages
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Keewaydin Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Tween Waters Island Resort & Spa
Save 100% on your flight
per person
May 9 - May 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star beach resort in Captiva. Enjoy 2 outdoor pools, a full-service spa, and 3 restaurants. Popular attractions Captiva Beach and Captiva Chapel By the Sea are located nearby.
Shell Island Beach Club
Save 100% on your flight
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop 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.
Lani Kai Beachfront Resort
Save 100% on your flight
per person
May 26 - Jun 2
found 1 day ago
Roundtrip 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 Times Square are located nearby.
Edison Beach House
Save 100% on your flight
per person
May 26 - Jun 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Times Square are located nearby.
The Perry Hotel Naples
Save 100% on your flight
per person
Apr 28 - May 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4.5-star luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are located nearby.
Bellasera Resort
Save 100% on your flight
per person
Apr 28 - May 3
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.
LaPlaya Beach & Golf Resort - A Noble House Resort
Save 100% on your flight
per person
May 26 - Jun 2
found 1 day ago
Roundtrip 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.
GullWing Beach Resort
Save 100% on your flight
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Key West Express and Bonita Springs Public Beach are located nearby.
Keewaydin Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Keewaydin 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.
Mon, May 5 - Mon, May 5
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$72 Roundtrip, found 13 hours ago
$72
Roundtrip
found 13 hours ago
Sat, May 10 - Fri, May 16
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$100 Roundtrip, found 1 day ago
$100
Roundtrip
found 1 day ago
Sun, Mar 30 - Thu, Apr 3
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$114 Roundtrip, found 3 days ago
$114
Roundtrip
found 3 days ago
Thu, May 1 - Sun, May 4
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$114 Roundtrip, found 6 days ago
$114
Roundtrip
found 6 days ago
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