From $615 per vehicle: a private, one-way ride from Port of Miami to Oswald Resort in a chauffeured SUV or van.
The fare is locked per vehicle for the one-way trip, and it already covers the tolls, the fuel and the driver’s time.
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 want it. Bags in, and the car heads out of the port.
Oswald Resort sits in Orlando, the inland Florida city that draws travelers off nearly every ship docking at the Port of Miami. Our private transfers reach every address in Orlando, so wherever the resort places you within the city, the driver takes your group straight to the entrance. Reserve the ride ahead of your sailing date and the whole trip is settled long before you step off the ship.
Orlando is more than its theme parks, and Oswald Resort keeps you close to the parts of the city many visitors miss. Downtown, the swans glide across Lake Eola Park, an easy afternoon in the middle of everything. A short way north, Winter Park lines Park Avenue with boutiques, and the Charles Hosmer Morse Museum holds its collection neighboring. When the calendar lines up, the Kia Center fills with arena nights, from concerts to home games, giving your evenings a reason to stay out.
Because the resort is your base, it helps to arrive without the counter-and-rental routine that eats a first day. Tell us the resort by name and the driver delivers your party to the door with the bags carried beside you, ready to check in and start the trip. The same private vehicle can bring you back to the terminal at the end, so both ends of the Orlando stay are handled by one company that already knows the run.
From the pier, the ride to Oswald Resort covers roughly 243 miles and runs about 242 to 250 minutes along Florida’s Turnpike, traffic depending. Your driver is staged at your ship’s own terminal on Dodge Island, coordinated by message as you clear the hall, so the wait belongs to the driver rather than to you. There is no taxi line to join and no luggage left waiting on the sidewalk.
Once your group is aboard, the bags ride in the vehicle with you the whole way north, and the Turnpike does the rest. One party travels per vehicle, door to door, with the driver handling every bag from the curb at the port to the entrance at the resort. Give us the cruise line and arrival date, and the pickup is planned around your ship, not around whatever happens to be available.
From the Port of Miami, plan on about 3 hours 58 minutes and 243.4 miles to reach Oswald Resort in Maitland via Florida’s Turnpike. Prices are per vehicle, not per seat: $615 for the Black SUV, $880 for the Van, $1085 for the Van XL. Pickup is at your cruise terminal curb at PortMiami.
| Road distance | 243.4 miles |
|---|---|
| Black SUV, 1-5 | $615 |
| Drive time | 3 hours 58 minutes |
| Van, 6-9 | $880 |
| Main roads | Florida’s Turnpike |
| Van XL, 10-14 | $1085 |
| Back from Oswald Resort | $615 / $880 / $1085 |
The return covers the same 243.4 miles: pickup at the main entrance of the resort, drop-off at your cruise terminal at PortMiami after about 3 hours 58 minutes. From Oswald Resort the Black SUV costs $615, the Van $880 and the Van XL $1085. Open the booking box with the points swapped and choose the date and time. Book the return
Plan on about 3 hours 58 minutes for the 243.4 miles from the Port of Miami to Oswald Resort via Florida’s Turnpike when the roads are clear. Peak hours can stretch the trip; it is a fixed fare per vehicle, no traffic or surge charges: $615 for the Black SUV.
Choose the moment you will be on the curb with your luggage. The driver is at your terminal at the agreed time, then covers the 243.4 miles to Oswald Resort.
At the curb outside your own cruise terminal (the terminals are listed below). Before the pickup you get the driver’s name, car and plate; when you are outside with your bags, message us and the car pulls up for the ride to Oswald Resort.
Count people and big suitcases together: up to 10 fit the Black SUV at $615. Larger groups going to Oswald Resort take the Van at $880, for 9 passengers and 9 cases, or the Van XL at $1085, for 14 and 14. One carry-on each is included.
On sailing day the ride from Oswald Resort to your terminal is $615 for the Black SUV, $880 for the Van and $1085 for the Van XL. The 243.4 miles take about 3 hours 58 minutes in light traffic, so leave early enough for boarding.
Every policy in full: FAQ
Se nota la organización. se adelantó unos minutos, perfecto.
The two of us booked a private transfer for disembarkation morning so we wouldn’t deal with the port crowds getting over to Oswald Resort. The last thing you want after a week at sea is a ride that falls through, and this was rock solid. The night before, we got a message with the driver’s name and license plate, so there was nothing to figure out on the way out.
El grupo entero bajamos de una y fue muy fácil tener una van privada lista en la acera para el viaje a Oswald Resort — sin dividirnos. El SUV estaba fresco y cómodo, un alivio con el calor de Miami. Ya guardamos el contacto para nuestro próximo crucero desde PortMiami.
Cruising with the family, we wanted the port end handled, so a private van straight over to Oswald Resort was worth every bit. The driver took care of every bag so we didn’t have to struggle with anything. The child seat was already installed, which was a real help that morning. Would book again for the next cruise.
The perfect end to the cruise — private, on time, and easy. The night before, we got a text with the driver’s name and license plate, so there was no guessing at the curb on the way out.