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Truckland Vacation Packages

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Truckland Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Fort Myers Sanibel Gateway by IHG

Candlewood Suites Fort Myers Sanibel Gateway by IHG

3 out of 5
Save 100% on your flight
Price was $353, price is now $218 per person
$218
per person
Jan 9 - Jan 12
just found
Roundtrip flight included
Atlanta (ATL) to Fort Myers (RSW)
Book a stay at this 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 Key West Express and Smugglers Cove Adventure Golf are located nearby.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $1,621, price is now $651 per person
$651
per person
Feb 11 - Feb 18
found 23 hours ago
Roundtrip flight included
Appleton (ATW) 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 Times Square are located nearby.
Innovation Hotel

Innovation Hotel

4 out of 5
Price was $2,407, price is now $1,207 per person
$1,207
per person
Jan 10 - Jan 17
found 20 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this 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.
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,731, price is now $970 per person
$970
per person
Feb 18 - Feb 22
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.
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Save 100% on your flight
Price was $1,059, price is now $607 per person
$607
per person
Feb 14 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this 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.
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Save 100% on your flight
Price was $1,673, price is now $996 per person
$996
per person
Feb 14 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this golf aparthotel in Bonita Springs. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Coconut Point Mall and Bonita Springs Public Beach are located nearby.
Residence Inn Fort Myers at I-75 and Gulf Coast Town Center

Residence Inn Fort Myers at I-75 and Gulf Coast Town Center

3 out of 5
Save 100% on your flight
Price was $1,003, price is now $604 per person
$604
per person
Jan 10 - Jan 17
found 15 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hertz Arena and JetBlue Park at Fenway South are located nearby.
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Save 100% on your flight
Price was $2,579, price is now $1,571 per person
$1,571
per person
Dec 27 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Truckland Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Save 100% on your flight
Price was $1,115, price is now $561 per person
$561
per person
Feb 14 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
Save 100% on your flight
Price was $1,731, price is now $970 per person
$970
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
Villas
Save 100% on your flight
Price was $1,059, price is now $607 per person
$607
per person
Feb 14 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Innovation Hotel

Innovation Hotel

4 out of 5
Save 100% on your flight
Price was $1,684, price is now $988 per person
$988
per person
Feb 18 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)

Truckland Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Matanzas Inn Bayside Resort and Marina

Matanzas Inn Bayside Resort and Marina

3 out of 5
Price was $1,621, price is now $651 per person
$651
per person
Feb 11 - Feb 18
found 23 hours ago
Roundtrip flight included
Appleton (ATW) to Fort Myers (RSW)
Hyatt Vacation Club at Coconut Cove, Bonita Springs

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5
Price was $1,640, price is now $818 per person
$818
per person
Jan 10 - Jan 17
found 20 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
Innovation Hotel

Innovation Hotel

4 out of 5
Price was $2,407, price is now $1,207 per person
$1,207
per person
Jan 10 - Jan 17
found 20 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)
LaPlaya Beach & Golf Resort - A Noble House Resort

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5
Vanderbilt Beach
Price was $4,159, price is now $2,215 per person
$2,215
per person
Jan 10 - Jan 17
found 20 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Fort Myers (RSW)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Tue, Jan 13 - Wed, Jan 21
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$60 Roundtrip, found 14 hours ago
$60
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Tue, Jan 13 from O'Hare Intl. to Southwest Florida Intl., returning Wed, Jan 21, priced at $60 found 14 hours ago
Frontier Airlines
Sat, Dec 13 - Thu, Dec 25
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$100 Roundtrip, found 5 days ago
$100
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sat, Dec 13 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Thu, Dec 25, priced at $100 found 5 days ago
JetBlue Airways
Tue, Dec 16 - Wed, Dec 17
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$109 Roundtrip, found 6 days ago
$109
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Dec 16 from Logan Intl. to Southwest Florida Intl., returning Wed, Dec 17, priced at $109 found 6 days ago
Breeze Airways
Sat, Jan 24 - Wed, Jan 28
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$122 Roundtrip, found 9 hours ago
$122
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Sat, Jan 24 from Portsmouth Intl. to Southwest Florida Intl., returning Wed, Jan 28, priced at $122 found 9 hours ago