Search Deals onTruckland Vacation Packages
Truckland Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Place Fort Myers/at The Forum
per person
May 23 - May 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Edison Mall and Calusa Nature Center and Planetarium are located nearby.
The Perry Hotel Naples
Save 100% on your flight
per person
Apr 26 - 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.
Edison Beach House
Save 100% on your flight
per person
May 23 - May 28
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.
Shell Island Beach Club
Save 100% on your flight
per person
May 23 - May 28
found 1 day ago
Roundtrip 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 23 - May 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Book a stay at this 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.
Bellasera Resort
Save 100% on your flight
per person
May 18 - May 23
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.
GullWing Beach Resort
Save 100% on your flight
per person
May 23 - May 28
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 WiFi, free parking, and a beach locale. Popular attractions Key West Express and Bonita Springs Public Beach are located nearby.
Innovation Hotel
Save 100% on your flight
per person
Apr 25 - Apr 30
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
Stay at this 4-star business-friendly hotel in Naples. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Vanderbilt Beach and Barefoot Beach 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, Apr 1 - Fri, Apr 4
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$62 Roundtrip, found 3 days ago
$62
Roundtrip
found 3 days ago
Mon, Mar 17 - Sat, Mar 22
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$77 Roundtrip, found 3 days ago
$77
Roundtrip
found 3 days ago
Wed, Apr 30 - Tue, May 6
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$78 Roundtrip, found 2 days ago
$78
Roundtrip
found 2 days ago
Mon, Apr 7 - Thu, Apr 10
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$88 Roundtrip, found 3 days ago
$88
Roundtrip
found 3 days ago
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