From $610 per vehicle: a private, one-way ride from Port of Miami to The Bear’s Den Resort Orlando 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.
On disembarkation morning the driver plans around the ship’s arrival and waits at the curb outside your terminal at PortMiami. The curbside greeting at the terminal is included; the Meet & Greet at the terminal, your driver holding a name sign, is available for $40. Luggage goes straight from the terminal into the vehicle and the ride leaves private and direct.
The Bear’s Den Resort Orlando is a private resort community set in the Kissimmee region, in the stretch of central Florida resort country that runs south of the Disney corridor. It is the kind of address travelers choose when they want their own space near the parks rather than a room in the thick of the tourist strip, and it sits within easy reach of the roads and lakes that define this side of the region.
Just outside the property, US-192 — the Irlo Bronson Memorial Highway — threads through Kissimmee, lined with resorts and pool-home communities and everything a longer stay tends to need. Lake Tohopekaliga, known locally as Lake Toho, is close by, where airboats fan out across the open water, and the Kissimmee Lakefront gives you a calmer stretch of shoreline when you want it. Gatorland is nearby too, an easy add to a day that is otherwise built around the bigger attractions further north.
Arriving after a long drive from the coast, what you locate is a quieter base than the crowded central strip: room to spread out, the highway a short hop away when you want to head toward the parks, and the lakes and open Florida landscape at the edge of it all. It is a practical, comfortable place to settle in with a group, close enough to everything that matters and far enough to breathe.
This is one direct leg from the cruise terminal to your door at The Bear’s Den Resort Orlando. Your chauffeur meets you at PortMiami after disembarkation, loads every bag at the curb, and drives straight up Florida’s Turnpike with no stops along the way. The luggage rides with you in the same vehicle, and the group stays together from the terminal to the resort entrance.
Plan on roughly 237 to 246 minutes terminal to door, with traffic on the Turnpike the one thing that moves the number. Because the run is long, the pickup is timed to your ship’s actual arrival rather than a fixed slot, and there is an hour of free waiting built in so customs and disembarkation lines never cost you the ride within that time. You set the departure and the pace; the driver handles the road.
From the Port of Miami, plan on about 3 hours 54 minutes and 239.1 miles to reach The Bear’s Den Resort Orlando in Kissimmee via Florida’s Turnpike. Prices are per vehicle, not per seat: $610 for the Black SUV, $865 for the Van, $1065 for the Van XL. Pickup is at your cruise terminal curb at PortMiami.
| Road distance | 239.1 miles |
|---|---|
| Black SUV, 1-5 | $610 |
| Drop-off address | 7750 Sandy Ridge Dr, Kissimmee |
| Drive time | 3 hours 54 minutes |
| Van, 6-9 | $865 |
| Main roads | Florida’s Turnpike |
| Van XL, 10-14 | $1065 |
| Back from The Bear’s Den Resort Orlando | $610 / $865 / $1065 |
For the trip back, your driver picks you up at the main entrance of the resort (7750 Sandy Ridge Dr) and drives the 239.1 miles to your cruise terminal at PortMiami in about 3 hours 54 minutes. The return fare is $610 for the Black SUV, $865 for the Van and $1065 for the Van XL. The booking box opens with The Bear’s Den Resort Orlando as the pickup; just add the date and time. Book the return
The 239.1 miles from the Port of Miami to The Bear’s Den Resort Orlando take about 3 hours 54 minutes without heavy traffic via Florida’s Turnpike. At busy hours, allow extra time. Each vehicle has a fixed fare, no traffic or surge charges: $610 for the Black SUV, $865 for the Van and $1065 for the Van XL.
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 The Bear’s Den Resort Orlando then takes about 3 hours 54 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 The Bear’s Den Resort Orlando starts as soon as the bags are loaded and takes about 3 hours 54 minutes.
Count people and big suitcases together: up to 10 fit the Black SUV at $610. Larger groups going to The Bear’s Den Resort Orlando take the Van at $865, for 9 passengers and 9 cases, or the Van XL at $1065, for 14 and 14. One carry-on each is included.
We do. The driver picks you up at The Bear’s Den Resort Orlando and takes you to your cruise terminal for $610 (Black SUV), $865 (Van) or $1065 (Van XL). Plan on about 3 hours 54 minutes for the 239.1 miles, more at rush hour.
Every policy in full: FAQ
Chegamos ao hotel a tempo do check-in.
Tirar todo mundo do navio e levar até The Bear’s Den Resort Orlando costuma ser dor de cabeça, mas uma van privativa reservada tirou todo o estresse. A tarifa estava fixa desde a reserva, sem surpresa numa manhã de desembarque cheia. Havia uma placa com o nosso nome na saída, então achamos o motorista sem procurar nada.
Bajamos del barco listos para una cama de verdad y un auto privado directo a The Bear’s Den Resort Orlando fue justo lo indicado. Sinceramente la parte más fácil del viaje — el puerto quedó totalmente resuelto.
Iba de crucero por mi cuenta y reservé un auto privado para que me esperara en la terminal de cruceros al bajar del barco y llevarme directo a The Bear’s Den Resort Orlando. La noche anterior recibí un mensaje con el nombre del conductor y la placa, así que no hubo que adivinar en la acera al salir. Para llegar del barco a The Bear’s Den Resort Orlando sin estrés, valió cada minuto.
First time cruising solo out of PortMiami, and having a private car waiting at the terminal for the trip to The Bear’s Den Resort Orlando could not have been smoother. No line to stand in — I just walked from the terminal to a car that was already there.