Shipping to Mile 0 is a different job.
Key West sits 160 miles past the mainland on a single two-lane road. We built this around that road — military families, residents, businesses, and snowbirds, all delivered to the actual address.
A carrier, not a middleman.
Key West Auto Shipping is operated by In-N-Out Keys — a veteran-owned carrier founded in 2023 by Steven Jankowski, a U.S. Army veteran. Day-to-day operations are run by Tony Macchione, who has worked in vehicle transport since 2007.
Most auto shippers are brokers. They take your booking, then start looking for someone willing to haul it. That search is the wait — and for Key West it often ends with a carrier who quotes the route, gets as far as Homestead, and asks you to drive up and meet the truck.
We own the trucks that run the Overseas Highway. On Florida routes there is no middleman and no handoff. For moves reaching beyond the state, we place your vehicle with vetted partner carriers we work with repeatedly — never an anonymous lowest bidder — and manage the whole thing from one place.
- Door-to-door to your actual Key West address — no meeting spots in Homestead
- Our own trucks on the Keys and Florida corridor, start to finish
- Vetted partner carriers for everything beyond Florida
- One point of contact from quote through delivery
- Open, enclosed, expedited, and dealer transport
The road in is the whole problem.
113 miles. 42 bridges. Two lanes for most of it, and no alternate route once you are past Key Largo. It is why national carriers stop short.
Four kinds of move, one island chain.
Shipping a car to Key West means something different depending on why you are doing it. Each of these comes with its own constraints, and we plan for them separately.
Military PCS — NAS Key West
Orders to or from Naval Air Station Key West, including Sigsbee Park and Trumbo Point. Our founder is an Army veteran, so report dates are treated as dates, not suggestions.
- Scheduling built around your report date
- POV shipping for active duty and dependents
- Delivery coordinated to your housing area
- Open or enclosed depending on the vehicle
Residential Moves
Relocating to or from Key West, or moving a second vehicle down. Old Town is the part that catches people out — narrow lanes and low canopy that a full-size transporter genuinely cannot enter.
- Old Town and New Town addresses
- Access planned before the truck leaves
- Stock Island and the Lower Keys
- Both directions, any mile marker
Business & Commercial
Dealerships, marinas, rental fleets, contractors, and property managers. Repeat volume with paperwork that has to be right the first time.
- Full COI provided for dealer trades
- Fleet and multi-vehicle moves
- Golf carts, trailers, and equipment
- No long-term contracts required
Seasonal & Snowbird
Residents who split the year between Key West and somewhere colder. The lane fills in both directions at the same time each season, which is worth knowing before you book.
- Round trips scheduled together
- Winter-in, summer-out timing
- Flexible dates around the season calendar
- Vehicle storage coordination on request
Every vehicle. Handled.
Open Carrier Transport
The most popular and affordable option — the same method dealerships use. Fully insured, with your vehicle delivered to the door.
Enclosed Transport
For luxury, classic, and exotic vehicles. Worth considering on this route regardless — the Overseas Highway means salt air for 113 miles.
Golf Carts & Small Vehicles
Golf carts are everyday transport in the Keys and a steady part of what we move. Motorcycles, trailers, and small equipment too.
Dealer Trade Transport
Full COI, consistent communication, and delivery windows dealerships can plan around. No long-term contracts.
Expedited Scheduling
Need a specific date rather than a week-long window? When a truck is already routed your way, we can move very quickly.
Beyond Florida
Out-of-state moves arranged through vetted partner carriers, with the Keys leg on our own trucks and one point of contact throughout.
Shipping to Key West, answered.
Do you actually deliver to Key West, or do I meet the truck?
How long does it take?
Is my vehicle insured?
Can you ship a golf cart?
Do you run out of the Keys as well as into them?
What customers say.
Tony was super chill, professional, and easy to work with. Took my brand new BMW down to Key West for me and delivered it the same day I needed it. Highly recommend!
I used In-N-Out Keys for my golf cart shipping and was impressed by their reliability and professionalism. They kept me informed throughout the whole process, took before-pickup and delivery pictures since I was not available at the delivery site. Highly recommend — they’re now my go-to.
Tony was EXCELLENT and very professional! We purchased our Jeep from a dealership in Langhorne, PA and needed to get it to our home in the Florida Keys. After reading Tony’s reviews it was a no-brainer. We were very satisfied and highly recommend his services.
Reviews from the In-N-Out Keys Google Business profile.
Ready to ship to or from Key West?
Free, no-obligation quote. A real rate and a real date — usually back to you within the hour.
Get Your Free Quote →