From $365 per vehicle: a private, one-way ride from Port of Miami to DiamondHead Beach Resort & Spa in a chauffeured SUV or van.
The fare is locked per vehicle for the one-way journey, and it already covers the tolls, the fuel and the driver’s time.
Disembarkation at Port of Miami is easier with a driver already outside the terminal. The greeting at the curb is part of the price, the Meet & Greet at the terminal adds $40, and the vehicle is yours alone from the port to the destination, luggage included.
DiamondHead Beach Resort & Spa sits on Estero Island, the barrier strip that forms Fort Myers Beach on Florida’s Gulf coast. The resort places you a few steps from the shoreline, so the sand and the water are right there when you arrive. Plenty of guests who book this ride step off their cabin and onto real sand the same afternoon they disembark, trading the ship’s pool deck for a wide, open beach.
Estero Island keeps things barefoot and unhurried. The sand runs wide and soft, and the passes at either end of the island fill with dolphins that come close enough to watch from the shore. A short stretch away sits the Times Square pier district, the walkable heart of Fort Myers Beach, where the pier reaches out over the Gulf and the cafés and open-air spots gather. It is a simple, low-key rhythm — the kind of place where the plan for the day can be as simple as picking a spot on the sand.
If you desire to wander beyond the resort, more of the island’s coast is within reach. Lovers Key State Park and Matanzas Pass sit nearby, both stretches of protected shoreline and quiet water on the Fort Myers Beach side. Whether you settle in for the whole stay or utilize DiamondHead as a base for exploring Estero Island, the appeal stays the same: the Gulf is close, the pace is gentle, and the beach is the main event from the moment you check in.
This is a door-to-door private transfer. After you disembark at the Port of Miami, your chauffeur meets your group at the curb of your ship’s own terminal, loads the luggage, and drives you straight through to DiamondHead Beach Resort & Spa. The bags stay in the vehicle the whole way, and the car is yours alone — no other pickups, no detours added to the run.
The route follows I-595 across the state to Florida’s Gulf coast, covering roughly 144.4 miles in about 156 to 167 minutes depending on traffic. Because the pickup is timed to your ship’s actual arrival rather than a fixed slot, the driver is already in place and organized by message as you clear the terminal, so the journey stays a single, direct leg from the port to the resort door.
From the Port of Miami, plan on about 2 hours 37 minutes and 144.6 miles to reach DiamondHead Beach Resort & Spa in Fort Myers Beach via I-595. Prices are per vehicle, not per seat: $365 for the Black SUV, $475 for the Van, $580 for the Van XL. Pickup is at your cruise terminal curb at PortMiami.
| Road distance | 144.6 miles |
|---|---|
| Black SUV, 1-5 | $365 |
| Drive time | 2 hours 37 minutes |
| Van, 6-9 | $475 |
| Main roads | I-595 |
| Van XL, 10-14 | $580 |
| Back from DiamondHead Beach Resort & Spa | $365 / $475 / $580 |
For the trip back, your driver picks you up at the main entrance of the resort and drives the 144.6 miles to your cruise terminal at PortMiami in about 2 hours 37 minutes. The return fare is $365 for the Black SUV, $475 for the Van and $580 for the Van XL. The booking box opens with DiamondHead Beach Resort & Spa as the pickup; just add the date and time. Book the return
DiamondHead Beach Resort & Spa is 144.6 miles by road from the Port of Miami. In light traffic the drive takes about 2 hours 37 minutes via I-595; rush hour can add time, but it is a fixed fare, no traffic or surge charges: $365 for the Black SUV.
Book the time you expect to walk out of the terminal with your bags, not the docking time. The waiting rules for slow disembarkation days are on the FAQ page linked below. The drive to DiamondHead Beach Resort & Spa then takes about 2 hours 37 minutes.
Outside the cruise terminal, at the curb. Driver, car and plate arrive by message ahead of the pickup, so you know who to look for; the drive to DiamondHead Beach Resort & Spa starts as soon as the bags are loaded and takes about 2 hours 37 minutes.
Count people and big suitcases together: up to 10 fit the Black SUV at $365. Larger groups going to DiamondHead Beach Resort & Spa take the Van at $475, for 9 passengers and 9 cases, or the Van XL at $580, for 14 and 14. One carry-on each is included.
Yes. The return from DiamondHead Beach Resort & Spa to the Port of Miami costs $365 in the Black SUV, $475 in the Van and $580 in the Van XL. Allow about 2 hours 37 minutes for the drive, plus a margin, before your boarding time; the return section above has the booking link.
Every policy in full: FAQ
Mi esposa y yo terminamos un crucero buenísimo y lo rematamos con un auto privado listo en la acera para llevarnos a DiamondHead Beach Resort & Spa — sin líos en el puerto. Era un auto privado solo para nosotros — sin paradas ajenas — mucho mejor que ir con desconocidos. Lo último que quieres tras una semana en el mar es un viaje que falle, y este fue totalmente sólido. ¡Gracias por el traspaso tan tranquilo!
I was cruising by myself and set up a private car to meet me at the terminal curb once the ship docked and take me right over to DiamondHead Beach Resort & Spa. There was a courtesy waiting window from the agreed time, so I never had to rush through customs. No scramble at the port — I just walked from the terminal to a car that was already there.
Mi pareja y yo terminamos un crucero buenísimo y lo cerramos con un auto privado esperando en la terminal para llevarnos a DiamondHead Beach Resort & Spa — sin una sola preocupación en la terminal. Sin pelear con una app — caminamos de la terminal a un auto que ya estaba ahí.
I wasn’t going to fight for a ride the morning I disembarked, so I reserved a private car from the terminal to DiamondHead Beach Resort & Spa. I had the driver’s details ahead of time, so there was nothing to worry about at the terminal. The ride from the terminal to DiamondHead Beach Resort & Spa was calm and comfortable, and I could just unwind after the cruise.
The two of us sailed out of PortMiami and having a private car waiting curbside for the ride over to DiamondHead Beach Resort & Spa made the morning easy.