From $610 per vehicle: a private, one-way ride from Port of Miami to The Bears Den Resort in a chauffeured SUV or van.
One number per vehicle covers the full trip one way. Choose by how many people ride and how many bags come along.
Book with the ship’s name and the date, and the driver handles the rest at PortMiami: waiting at the correct terminal, helping with the suitcases, and leaving the port without a queue. The curbside greeting costs nothing extra; the Meet & Greet at the terminal with a name sign adds $40.
The Bears Den Resort sits inland in central Florida, near Eustis, a good few hours north of the water and the crowds at the pier. After days at sea, it makes a calm place to spread out — a resort stay rather than a quick overnight, with room to unpack and settle in once the ship is behind you and the coast is off the map.
Your ride runs straight from the terminal to the resort door, so the property is the first thing you handle when you arrive rather than another leg of travel. The details that make a stay simple — check-in timing, luggage holds, and the rest of the on-site arrangements — are managed by the resort itself, and your chauffeur merely delivers you and your bags to the entrance so you can obtain on with them.
Because every booking is a single vehicle kept for your group alone, families and larger parties arrive together with their cruise luggage in one trip, with no splitting up across cars. Whether the plan is to golf, rest by the pool, or utilize the resort as a base for exploring the wider central Florida region, the aim stays the same — you step off the ship and, some hours later, step out at The Bears Den Resort with everything you carried, ready to check in.
Your chauffeur is staged at the terminal before you finish clearing the disembarkation hall, so the wait is theirs and not yours. Pickup is coordinated by message as you walk off the ship, and a 60-minute courtesy window at the port absorbs a slow gangway or a long line at the exit. Once you and your bags are aboard, it is one continuous run out of the port and up Florida’s Turnpike toward the resort.
The drive normally takes somewhere between 244 and 253 minutes, terminal curb to resort door, depending on traffic. Your luggage stays in the vehicle the entire way — no transfers, no reloading — and the SUV or van is yours alone from pickup to drop-off. At the resort your driver pulls up to the main entrance and helps with every bag before you head in to check in.
The ride from the Port of Miami to The Bears Den Resort covers 239.1 miles and takes about 3 hours 54 minutes in light traffic via Florida’s Turnpike. Each vehicle has its own fare: Black SUV $610, Van $865, Van XL $1065. 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 Bears Den Resort | $610 / $865 / $1065 |
The return covers the same 239.1 miles: pickup at the main entrance of the resort (7750 Sandy Ridge Dr), drop-off at your cruise terminal at PortMiami after about 3 hours 54 minutes. From The Bears Den Resort the Black SUV costs $610, the Van $865 and the Van XL $1065. Open the booking box with the points swapped and choose the date and time. Book the return
The Bears Den Resort is 239.1 miles by road from the Port of Miami. In light traffic the drive takes about 3 hours 54 minutes via Florida’s Turnpike; rush hour can add time, but it is a fixed fare, no traffic or surge charges: $610 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 239.1 miles to The Bears Den Resort.
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 Bears Den Resort starts as soon as the bags are loaded and takes about 3 hours 54 minutes.
The Black SUV holds up to 5 passengers, with passengers plus big suitcases up to 10; on this route it costs $610. Six to nine travelers with their cases take the Van ($865), ten to fourteen the Van XL ($1065). All three go door to door to The Bears Den Resort.
Yes. The return from The Bears Den Resort to the Port of Miami costs $610 in the Black SUV, $865 in the Van and $1065 in the Van XL. Allow about 3 hours 54 minutes for the drive, plus a margin, before your boarding time; the return section above has the booking link.
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The two of us booked a private transfer for disembarkation morning so we wouldn’t worry about the timing getting over to The Bears Den Resort. The ride from the terminal to The Bears Den Resort was easy the whole way, and we could just settle in. We got a clear confirmation, so there was no guessing at the port.
Nuestra familia de cinco bajó del barco en PortMiami y el conductor tenía espacio para cada valija para el viaje a The Bears Den Resort. Teníamos una confirmación clara, así que no había que adivinar nada en el puerto.
My partner and I had a great sailing and followed it with a private car ready at the curb to take us to The Bears Den Resort — not one worry at the terminal. No lot to comb through — we just walked from the terminal to a car that was already there.
Everything ran on time from the port to the front door of The Bears Den Resort — exactly as promised. The driver handled the suitcases so we didn’t have to lift a thing.
We cruised with a group of friends and wanted all of us and the bags in one private ride to The Bears Den Resort after disembarking. The fare was locked in at booking, nothing added at the curb. We’ve already saved them for our next cruise out of PortMiami.