Auto transport carrier staged beside a Southwest Florida waterway near Matlacha and Pine Island

Cape Coral, Florida — Islands & North Fort Myers

Pineland Auto Transport

Name: Enterprise Auto Transport
Address: Naples, FL, US
Telephone: (239) 273-4649
Price range: $$$

Door-to-door vehicle shipping into and out of Pineland, arranged by an owner-operated Southwest Florida broker who already knows the street.

Get a Pineland Quote See Pineland on the map

Shipping a vehicle to Pineland

Pineland is a small historic settlement on Pine Island's west side, known for the Calusa shell mounds preserved at the Randell Research Center and a scattering of old Florida homes along Pineland Road. It's roughly thirty minutes from Cape Coral, tucked away from the island's busier commercial stretch. The area is sparsely populated and largely rural, with waterfront lots facing Pine Island Sound. Visitors come mostly for the archaeological site and the marina rather than day-to-day commerce.

Access follows Stringfellow Road off the Matlacha bridge, then a turn onto the narrower Pineland Road, which winds past shell mounds, mature oak canopy and modest lots without much shoulder. A full-size carrier can generally make the drive but has limited room to turn around once off Stringfellow, so most deliveries plan a route that avoids backtracking through the tightest sections. Homes directly on Pine Island Sound often have short driveways ending near a seawall, requiring the last few hundred feet to be walked or driven in individually.

Where to meet the carrier in Pineland

The gravel parking area at the Randell Research Center on Pineland Road provides a reliable staging point with enough room for a carrier, and it's centrally located for most Pineland addresses.

Stringfellow Road (CR 767)
Pineland Road
Randell Research Center
Pine Island Sound
Tarpon Lodge

Recommended here: Open transport for daily drivers, enclosed for collector and luxury vehicles. Send us the address and the gate or cross street you use and we take it from there — vendor paperwork, arrival notice, and a driver who already knows what a 75-foot rig can and cannot do on a Cape Coral block.

What we offer in Pineland

Door-to-door transport to Matlacha, Pine Island, Bokeelia and St. James City
Mainland staging with individual shuttle across the bridge when required
Open carrier with $250,000 cargo coverage, enclosed with up to $2,000,000
Seasonal scheduling for 55+ and resident-owned communities in North Fort Myers
Inoperable and project-vehicle transport with winch-equipped carriers
Photo-documented Bill of Lading at pickup and delivery

Before your pickup window opens

The Matlacha bridge and the two-lane road behind it are the real constraint; budget extra time.
Resident-owned parks usually have their own delivery hours — check before your window opens.
Book early during season. Island capacity is thinner than the mainland.

Free instant quote

Pineland transport quote

We ship vehicles to and from any city in the U.S. — not just Cape Coral. No obligation; a real coordinator replies within one hour.

Pickup location (any city, state or ZIP) *

Delivery location (any city, state or ZIP) *

Preferred pickup date *

Service type *

Interested in RSW terminal service (Fort Myers only) Check this box for terminal pickup or drop-off at our Southwest Florida hub near RSW (Fort Myers airport). RSW is the only terminal we offer.

Seasonal booking window

Snowbird routes fill fast. Booking three to six weeks ahead helps us secure priority dispatch with our preferred carrier network. Lead times shown are estimates, not guarantees.

Vehicle year *

Vehicle make *

Vehicle model *

Vehicle type *

Transport level

Does the vehicle run?

Shipping more than one vehicle? (optional)

Add up to 5 additional vehicles and we'll quote them on the same trailer where possible — multi-vehicle moves usually price better per car.

Your information stays with us. If you enter your name, phone, email, and vehicle details on other auto transport websites, your information may be sold to 10 or more companies and you may receive dozens of calls, texts, and emails. When you request a quote here, your information is sent directly to Enterprise Auto Transport — we do not sell or share it with other brokers or lead lists. Learn how to verify you reached us.

Full name

Phone

Anything else we should know? (optional)

Select one discount (optional)

Only one discount per household. If several offers apply, your coordinator will apply the largest eligible discount to your hand-quoted rate.

I have shipped with Enterprise Auto Transport before. Check this box so we can prioritize your dispatch through our preferred carrier network.

Moving household goods too? Check this box if you are moving furniture and belongings too — we will have a coordinator include a separate household goods moving quote alongside your vehicle transport quote.

Email me the Auto Transport Quote Checklist (PDF). A coordinator will attach it to your quote reply — you can also download it instantly on the next page.

Fraud alert: confirm you are contacting the real Enterprise Auto Transport.

Other companies may use our name in ads. Our only official phone number is:

(239) 273-4649

If someone gives you different contact info, report it here.

Your details are never sold or spammed.

All auto transport is governed by our Terms and Conditions.

FAQ

Pineland transport questions

Can the carrier come inside Pineland?

Often yes. Where the association or the road width will not allow a full-size carrier, the driver stages nearby and we complete the last leg individually. There is no extra charge for that.

How far in advance should I book?

Three to six weeks ahead for October–December arrivals and March–May departures. Returning clients get priority dispatch with our preferred carrier network.

Open or enclosed for this neighborhood?

Open transport for daily drivers, enclosed for collector and luxury vehicles. Open carriers include $250,000 cargo insurance coverage; enclosed carriers carry up to $2,000,000 cargo insurance coverage with a soft-tie system.

Can you ship more than one vehicle to the same address?

Regularly. Multiple vehicles from one household can travel together in a single trailer to the same address, which usually prices better than two separate bookings.

Do I need to be there for delivery?

Someone over 18 needs to release and receive the vehicle and sign the Bill of Lading. A neighbor, property manager or house-watch service works if you are still up north.

Nearby

Other islands & north fort myers we serve

We run anywhere in Lee, Charlotte and Collier County — these are the neighbors we see most often.

View all Cape Coral neighborhoods

Shipping a vehicle to or from Pineland?

Open and enclosed semi-truck carriers, door-to-door delivery and a coordinator who answers the phone.

Get Your Free Quote (239) 273-4649