Search Deals onTruckland Vacation Packages
Truckland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Suites at Fishermen’s Village- 2 Bedroom Suites
Save 100% on your flight
Price was $799, price is now $544 per person
$544
per person
Jul 29 - Aug 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
Stay at this aparthotel in Punta Gorda. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fishermen's Village and Military Heritage Museum are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort
Save 100% on your flight
Price was $2,619, price is now $1,428 per person
$1,428
per person
Jul 18 - Jul 25
found 9 hours ago
Roundtrip flight included
Nashville (BNA) 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.
Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Save 100% on your flight
Price was $1,178, price is now $759 per person
$759
per person
Jul 18 - Jul 25
found 9 hours ago
Roundtrip flight included
Nashville (BNA) 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.
Landing Apartments Fort Myers near Olympia Pointe
Save 100% on your flight
Price was $1,064, price is now $718 per person
$718
per person
Jul 17 - Jul 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Book a stay at this business-friendly aparthotel in Fort Myers. Enjoy free WiFi, free parking, and a fitness center. Popular attractions JetBlue Park at Fenway South and Topgolf are located nearby.
The Lighthouse Resort Inn & Suites
Save 100% on your flight
Price was $1,413, price is now $955 per person
$955
per person
Aug 5 - Aug 11
found 1 day ago
Roundtrip flight included
Nashville (BNA) 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.
Mariners Boathouse by Coolvacay
Save 100% on your flight
Price was $1,259, price is now $868 per person
$868
per person
Aug 5 - Aug 11
found 1 day ago
Roundtrip flight included
Nashville (BNA) 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 Estero Boulevard Beach and Key West Express are located nearby.
Windward Passage Resort
Save 100% on your flight
Price was $1,107, price is now $766 per person
$766
per person
Jul 25 - Aug 1
found 1 day ago
Roundtrip flight included
New York (JFK) 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 Estero Boulevard Beach are located nearby.
Lighthouse Resort and Club
Save 100% on your flight
Price was $2,373, price is now $1,650 per person
$1,650
per person
Jul 25 - Aug 1
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
Stay at this resort in Sanibel. Enjoy free WiFi, a beach locale, and laundry facilities. 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.
Thu, Aug 27 - Thu, Sep 3
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Tue, Aug 25 - Sun, Sep 6
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$159 Roundtrip, found 5 days ago
$159
Roundtrip
found 5 days ago
Sun, May 24 - Tue, Jun 9
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Sun, Nov 1 - Sat, Nov 7
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Key West Express Vacations
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