Search Deals onTruckland Vacation Packages
Truckland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Ft Myers
per person
Oct 5 - Oct 8
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Fort Myers (RSW)
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Edison Mall and Barbara B Mann Hall are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Save 100% on your flight
per person
Oct 12 - Oct 17
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.
Inn on Fifth
Save 100% on your flight
per person
Oct 19 - Oct 24
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star spa hotel in Naples. Enjoy a full-service spa, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Fifth Avenue South and Naples Pier are located nearby.
Edison Beach House
Save 100% on your flight
per person
Oct 12 - Oct 17
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 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.
Lani Kai Beachfront Resort
Save 100% on your flight
per person
Oct 12 - Oct 17
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.
The Perry Hotel Naples
Save 100% on your flight
per person
Oct 19 - Oct 24
found 23 hours ago
Roundtrip non-stop 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.
GreenLinks Golf Villas at Lely Resort
Save 100% on your flight
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) 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 Swamp Buggy Races are located nearby.
Shell Island Beach Club
Save 100% on your flight
per person
Oct 18 - Oct 25
found 3 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) 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.
Truckland Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Truckland 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.
Tue, Aug 26 - Sat, Aug 30
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$80 Roundtrip, found 3 days ago
$80
Roundtrip
found 3 days ago
Mon, Sep 22 - Sun, Sep 28
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$126 Roundtrip, found 3 hours ago
$126
Roundtrip
found 3 hours ago
Sat, Nov 8 - Tue, Nov 18
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$127 Roundtrip, found 3 hours ago
$127
Roundtrip
found 3 hours ago
Tue, Nov 4 - Wed, Nov 12
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$127 Roundtrip, found 3 hours ago
$127
Roundtrip
found 3 hours ago
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