From $600 per vehicle: a private, one-way ride from Port of Miami to Legacy Vacation Resorts – Kissimmee in a chauffeured SUV or van.
One number per vehicle covers the full trip one way. Select by how many people ride and how many bags come along.
Walk off, clear the terminal, and the private vehicle is already outside. The driver knows which terminal the ship uses and times the pickup to the real disembarkation, with the curbside greeting included in the fare and the Meet & Greet at the terminal available for $40 if you desire it. Bags in, and the car heads out of the port.
Legacy Vacation Resorts sits in Kissimmee, the Central Florida town that lines the Irlo Bronson Memorial Highway with a long run of resorts and pool-home communities. It rests just south of the Disney region, close enough to the parks for easy day trips yet set on its own calmer stretch of US-192. For travelers heading inland once a sailing wraps up, it makes a comfortable base well away from the coast and the crowds of the terminal.
The surrounding region gives you ample to fill the days that follow. Old Town Kissimmee, a walkable strip of shops and rides, sits within easy reach, and Gatorland is close by for a look at Florida’s wildlife up close. The Kissimmee Lakefront is nearby too, an open green edge along the water, while Lake Toho draws visitors out for its airboat runs across the marsh. Everything here leans toward the relaxed, family-friendly side of Central Florida rather than the rush of the parks themselves.
When your driver pulls up to Legacy Vacation Resorts, you arrive rested rather than road-worn, with your bags carried to the entrance and the long inland run behind you in a single leg. From there the resort’s own team handles the rest — check-in, amenities, and any early-arrival questions are theirs to sort. What matters on your end is that the transfer sets you down at the door with the day still ahead of you, free to settle in and start exploring the Kissimmee side of Central Florida at your own pace.
The ride begins right at your ship’s terminal on Dodge Island. Once you clear disembarkation, your chauffeur meets you at the curb, loads the luggage, and you head out — no stops and no waiting on other groups. The route runs up Florida’s Turnpike, a single straight leg from the port to Kissimmee that covers roughly 225 miles in about 231 to 239 minutes, depending on the hour and the traffic.
Because the pickup is timed to your arrival, the driver is already in place before you reach the exit, so the wait is theirs, not yours. The car is yours alone for the whole run, which means you set the pace and the stops. Bags stay in the vehicle from the terminal to the resort entrance, where your chauffeur unloads them for you. The result is one calm, direct trip that ends at Legacy Vacation Resorts with your cruise luggage in hand.
The ride from the Port of Miami to Legacy Vacation Resorts – Kissimmee covers 225.5 miles and takes about 3 hours 48 minutes in light traffic via Florida’s Turnpike. Each vehicle has its own fare: Black SUV $600, Van $850, Van XL $1050. Pickup is at your cruise terminal curb at PortMiami.
| Road distance | 225.5 miles |
|---|---|
| Black SUV, 1-5 | $600 |
| Drive time | 3 hours 48 minutes |
| Van, 6-9 | $850 |
| Main roads | Florida’s Turnpike |
| Van XL, 10-14 | $1050 |
| Back from Legacy Vacation Resorts – Kissimmee | $600 / $850 / $1050 |
For the trip back, your driver picks you up at the main entrance of the resort and drives the 225.5 miles to your cruise terminal at PortMiami in about 3 hours 48 minutes. The return fare is $600 for the Black SUV, $850 for the Van and $1050 for the Van XL. The booking box opens with Legacy Vacation Resorts – Kissimmee as the pickup; just add the date and time. Book the return
Legacy Vacation Resorts – Kissimmee is 225.5 miles by road from the Port of Miami. In light traffic the drive takes about 3 hours 48 minutes via Florida’s Turnpike; rush hour can add time, but it is a fixed fare, no traffic or surge charges: $600 for the Black SUV.
Set the pickup for when you expect to clear the cruise terminal, allowing for customs and the luggage hall. From the terminal, Legacy Vacation Resorts – Kissimmee is 225.5 miles away, about 3 hours 48 minutes in light traffic.
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 Legacy Vacation Resorts – Kissimmee starts as soon as the bags are loaded and takes about 3 hours 48 minutes.
The Black SUV holds up to 5 passengers, with passengers plus big suitcases up to 10; on this route it costs $600. Six to nine travelers with their cases take the Van ($850), ten to fourteen the Van XL ($1050). All three go door to door to Legacy Vacation Resorts – Kissimmee.
Yes. The return from Legacy Vacation Resorts – Kissimmee to the Port of Miami costs $600 in the Black SUV, $850 in the Van and $1050 in the Van XL. Allow about 3 hours 48 minutes for the drive, plus a margin, before your boarding time; the return section above has the booking link.
Every policy in full: FAQ
As a solo cruiser I arranged a private transfer from PortMiami to Legacy Vacation Resorts – Kissimmee for the morning I got off, and it was the best call of the trip.
We cruised with a big crew and wanted the whole group in one private ride to Legacy Vacation Resorts – Kissimmee after disembarking. We were dropped at the entrance of Legacy Vacation Resorts – Kissimmee, not across the street.
We weren’t about to juggle the little ones and the bags looking for a ride at the port, so we reserved a private van to Legacy Vacation Resorts – Kissimmee. The SUV was roomy enough for all the cruise luggage, a relief in the Miami heat.
Mi esposo y yo tuvimos una travesía genial y lo rematamos con un auto privado listo en la acera para llevarnos a Legacy Vacation Resorts – Kissimmee — sin líos en el puerto. Había un cartel con nuestro nombre en la salida, así que ubicamos al conductor al instante.
The two of us sailed out of PortMiami and having a private car waiting curbside for the ride over to Legacy Vacation Resorts – Kissimmee took all the stress out of it. The car was roomy enough for all the cruise luggage, and the AC was perfect after the ship. Honestly the smoothest part of the whole trip — ship to hotel door with zero stress.