Search Deals onKeewaydin Island Vacation Packages
Keewaydin Island Flight + Hotel 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 $811, price is now $547 per person
$547
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Save 100% on your flight
Price was $1,548, price is now $802 per person
$802
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this 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.
The Perry Hotel Naples
Save 100% on your flight
Price was $1,055, price is now $588 per person
$588
per person
Sep 3 - Sep 8
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 Vanderbilt Beach and Barefoot Beach are located nearby.
Hyatt Vacation Club at Coconut Cove, Bonita Springs
Save 100% on your flight
Price was $1,621, price is now $971 per person
$971
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 Saltleaf Golf Preserve are located nearby.
Casa Ybel Resort
Save 100% on your flight
Price was $1,288, price is now $782 per person
$782
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
The Lighthouse Resort Inn & Suites
Save 100% on your flight
Price was $1,166, price is now $754 per person
$754
per person
Sep 3 - Sep 8
just found
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $883, price is now $588 per person
$588
per person
Aug 2 - Aug 7
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this spa resort in Punta Gorda. Enjoy 2 outdoor pools, a full-service spa, and 7 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Peace River and Bayshore Live Oak Park are located nearby.
Harbour House At The Inn
Save 100% on your flight
Price was $1,000, price is now $673 per person
$673
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
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.
Sun, Aug 30 - Mon, Sep 14
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$97 Roundtrip, found 22 hours ago
$97
Roundtrip
found 22 hours ago
Sun, Aug 30 - Sun, Sep 13
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$126 Roundtrip, just found
$126
Roundtrip
just found
Tue, Sep 1 - Sat, Sep 12
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$177 Roundtrip, found 5 hours ago
$177
Roundtrip
found 5 hours ago
Sat, Aug 22 - Tue, Sep 1
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$177 Roundtrip, just found
$177
Roundtrip
just found
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