Search Deals on
Truckland Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

Truckland
Fort Myers
Florida
United States of America
North America
Hotwire.com

Truckland Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

The Perry Hotel Naples

4.5 out of 5

Save 100% on your flight

Price was $689, price is now $431 per person

$431

per person

Aug 19 - Aug 23

found 20 hours ago

Roundtrip non-stop flight included

Hartford (BDL) 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.

LaPlaya Beach & Golf Resort - A Noble House Resort

4.5 out of 5

Save 100% on your flight

Price was $1,884, price is now $1,014 per person

$1,014

per person

Jul 20 - Jul 25

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) 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.

Hyatt Vacation Club at Coconut Cove, Bonita Springs

4 out of 5

Save 100% on your flight

Price was $1,336, price is now $869 per person

$869

per person

Jul 18 - Jul 24

found 20 hours ago

Roundtrip flight included

Hartford (BDL) 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 Hertz Arena are located nearby.

Tween Waters Island Resort & Spa

3 out of 5

Save 100% on your flight

Price was $957, price is now $637 per person

$637

per person

Aug 19 - Aug 23

found 20 hours ago

Roundtrip non-stop flight included

Hartford (BDL) to Fort Myers (RSW)

Book a stay at this beach resort in Captiva. Enjoy free parking, 2 outdoor pools, and a full-service spa. Popular attractions Captiva Beach and Captiva Chapel By the Sea are located nearby.

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

3 out of 5

Save 100% on your flight

Price was $6,358, price is now $4,366 per person

$4,366

per person

Jul 20 - Jul 25

found 1 day ago

Roundtrip non-stop flight included

Hartford (BDL) to Fort Myers (RSW)

Stay at this cottage in Marco Island. Enjoy free parking, private pools, and a beach locale. Popular attractions Mackle Park and Marco Island Historical Museum are located nearby.

Mariners Boathouse by Coolvacay

3 out of 5

Save 100% on your flight

Price was $839, price is now $584 per person

$584

per person

Aug 19 - Aug 23

found 20 hours ago

Roundtrip non-stop flight included

Hartford (BDL) 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.

Resort Harbour Properties

3.5 out of 5

Save 100% on your flight

Price was $1,506, price is now $1,054 per person

$1,054

per person

Jul 18 - Jul 24

found 20 hours ago

Roundtrip flight included

Hartford (BDL) to Fort Myers (RSW)

Book a stay at this beach condo in Fort Myers. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Key West Express and Estero Boulevard Beach are located nearby.

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5

Price was $667, price is now $472 per person

$472

per person

Jul 22 - Jul 25

found 1 day ago

Roundtrip flight included

Detroit (DTW) 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.