Port Charlotte, Fort Myers, Cape Coral and Naples
Shipping a car from Southwest Florida to the Keys? In-N-Out Keys, a veteran-owned, family-operated direct carrier for all of Florida, picks up from Port Charlotte to Naples and delivers across the entire Florida Keys.
Southwest Florida to the Keys
From Fort Myers or Naples, the Keys are closer than most people think, but the drive is not simple. You cross the state on Alligator Alley (I-75) or the Tamiami Trail (US-41) through the Everglades, then head south through Florida City onto the Overseas Highway. Naples to Key West is roughly 250 miles by road, with long empty stretches and few places to stop. Shipping lets you skip that drive entirely.
Why the Gulf Coast needs a wider service area
Here is something most shipping sites will not tell you: far fewer car haulers run Florida’s west coast to the Keys than run the east coast. Most Keys-bound trucks come down I-95 through Miami. On the Gulf side, a carrier that only works one city can wait a long time to fill a load headed south. That is why we treat the whole Gulf Coast, from Wesley Chapel and Pasco County down to Naples, as one service region. Pulling pickups from across that stretch is how we keep Gulf Coast loads moving toward the Keys.
We will not promise a pickup date we cannot keep. What we can promise is a straight answer about your window, because as a direct carrier for all of Florida we plan these in-state runs ourselves instead of posting your car to a load board and hoping someone bites.
Where we pick up in Southwest Florida
- Charlotte County: Port Charlotte, Punta Gorda, Englewood.
- Lee County: Fort Myers, Cape Coral, Lehigh Acres, Estero, Bonita Springs, Sanibel and Fort Myers Beach.
- Collier County: Naples, Golden Gate, Marco Island, Immokalee.
Cape Coral’s canal-front streets, Naples’ gated communities, and the barrier islands can all limit where a big truck can stop. Tell us about access, gate codes, and who will hand off the keys, and we will plan around it.
Island to island
Plenty of Southwest Florida customers live a boat-and-beach life on both coasts: a home in Naples or Cape Coral and a place in Islamorada, Big Pine, or Key West. We move second cars, golf carts, motorcycles, and classic and exotic cars between the two. Many Naples-area owners choose an enclosed trailer for a high-value car; our open versus enclosed guide explains the trade-offs.
After a storm
Southwest Florida and the Keys both know hurricanes. If you need to move a vehicle ahead of or after a storm, see our hurricane vehicle evacuation page and call early, because trucks book up fast.
Cost and payment
Our cost guide gives typical ranges by region. Shipping between the Tampa area and Key West typically starts around $650, and Fort Myers and Naples usually start a bit lower than Tampa, in either direction. Timing matters most: the more flexible your pickup window, the better our chance of getting you one of the lower rates. These are estimates; ask for a free quote for a real number.
Every carrier accepts COD, but not every carrier takes billed payments, so paying on delivery lets us line up the best carrier for your route. See our pay on delivery page.
For the full Gulf Coast picture, see our Tampa and Gulf Coast to Key West page. Questions? Contact us or call (754) 714-2439.
Get a free quoteCall (754) 714-2439
Frequently asked questions
How far is Naples from Key West?
Roughly 250 miles by road, crossing the Everglades and then running down the Overseas Highway.
Do you pick up in Cape Coral and Port Charlotte?
Yes. We cover Charlotte, Lee, and Collier counties, including Port Charlotte, Punta Gorda, Fort Myers, Cape Coral, Bonita Springs, and Naples.
Can you ship a golf cart or motorcycle from Naples to the Keys?
Yes. Mention it when you request a quote.
Why can Gulf Coast pickups take longer?
Fewer car haulers run Florida’s west coast to the Keys than the east coast. We cover the whole Gulf Coast as one region to keep loads moving, and we will give you a realistic window up front.
How much does it cost to ship from Naples or Fort Myers to Key West?
Fort Myers and Naples usually start a bit lower than the Tampa area, where shipping to or from Key West starts around $650 for a standard open-trailer car. That is an estimate; flexible timing gets the lower rates.
How does payment work?
Every carrier accepts COD, but not every carrier takes billed payments, so paying on delivery lets us line up the best carrier for your route.
Related pages
- Tampa and Gulf Coast to Key West
- Shipping cost guide
- Pay on delivery
- Exotic and classic cars
- Motorcycle shipping
- Hurricane vehicle evacuation
- Key West to mainland Florida
- Contact us
- Request a free quote
In-N-Out Keys LLC · USDOT 4120018 · MC 1583555 · Veteran-owned and family-operated · Interstate carrier and broker, and a direct carrier for all of Florida · Serving the entire Florida Keys · (754) 714-2439
