From $370 per vehicle: a private, one-way ride from Port of Miami to The Sea Gypsy Inn 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.
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.
The Sea Gypsy Inn sits on Estero Island in Fort Myers Beach, out on Florida’s southwest Gulf coast. This is a beach town rather than a large-city stop, and the inn puts you close to the shoreline that defines the place — about seven miles of shallow, warm Gulf water running the length of the island. After days at sea, it makes an easy place to land: unpack once, and the water is right there.
Step outside and the island’s rhythm takes over. The pier district at Times Square anchors the local scene, an easy stretch for a walk, a meal, or a look at the Gulf from the water’s edge. The gentle shelf just offshore keeps the swimming calm, which suits travelers of every age arriving straight off a cruise. The inn’s spot on Estero Island keeps the beach and the town center inside the same short orbit.
There is more within reach when you want it. Lovers Key State Park lies next door, with wilder, quieter beaches for a change of pace. Matanzas Pass and Bowditch Point Park round out the nearby options in Fort Myers Beach, each an easy addition to a few unhurried days. The Sea Gypsy Inn works as a calm home base for all of it — Gulf water on one side, the island’s small-town core on the other, and the wider stretch of Fort Myers Beach spread out around you to explore at whatever pace the journey calls for.
Your driver is staged at the exact terminal your ship uses, timed to your arrival, so when you clear customs and the luggage hall the vehicle is already waiting. Bags go straight in with a hand from the chauffeur, and the group settles into a single ride from the terminal curb to the door of The Sea Gypsy Inn — no transfers, no waiting on anyone else’s schedule, and the whole vehicle reserved for your party alone.
Plan on roughly 165 to 175 minutes from the port to the inn, depending on the hour and traffic, with the route running largely along I-595. This is a genuine road journey — the kind of distance where a private vehicle earns its keep, with room to stretch out, your own climate control, and stops only when your group asks for one. You walk off the ship, and the next stop is Fort Myers Beach.
The Sea Gypsy Inn in Fort Myers Beach is 148.3 miles from the Port of Miami by road, about 2 hours 47 minutes without heavy traffic via I-595. The fare is per vehicle: $370 for the Black SUV, $480 for the Van and $590 for the Van XL. Pickup is at your cruise terminal curb at PortMiami.
| Road distance | 148.3 miles |
|---|---|
| Black SUV, 1-5 | $370 |
| Drop-off address | 1698 Estero Blvd, Fort Myers Beach |
| Drive time | 2 hours 47 minutes |
| Van, 6-9 | $480 |
| Main roads | I-595 |
| Van XL, 10-14 | $590 |
| Back from The Sea Gypsy Inn | $370 / $480 / $590 |
Going back works the same way. The driver meets you at the main entrance of the inn (1698 Estero Blvd) and takes you to your cruise terminal at PortMiami, 148.3 miles away, in about 2 hours 47 minutes with light traffic. Fares for the return from The Sea Gypsy Inn are $370 (Black SUV), $480 (Van) and $590 (Van XL). The booking box below opens with the two points swapped. Book the return
The Sea Gypsy Inn is 148.3 miles by road from the Port of Miami. In light traffic the drive takes about 2 hours 47 minutes via I-595; rush hour can add time, but it is a fixed fare, no traffic or surge charges: $370 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, The Sea Gypsy Inn is 148.3 miles away, about 2 hours 47 minutes in light traffic.
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 The Sea Gypsy Inn.
Count people and big suitcases together: up to 10 fit the Black SUV at $370. Larger groups going to The Sea Gypsy Inn take the Van at $480, for 9 passengers and 9 cases, or the Van XL at $590, for 14 and 14. One carry-on each is included.
On sailing day the ride from The Sea Gypsy Inn to your terminal is $370 for the Black SUV, $480 for the Van and $590 for the Van XL. The 148.3 miles take about 2 hours 47 minutes in light traffic, so leave early enough for boarding.
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Conductor amable. Asientos cómodos. Bien hecho.
Waiting at the curb the moment we walked out, and a smooth ride over to The Sea Gypsy Inn. We got a clear confirmation, so there was nothing to worry about at the terminal.
Los dos reservamos un traslado privado para después del crucero y así no tener que buscar transporte camino a The Sea Gypsy Inn. Un traspaso fácil y tranquilo para los dos — del barco a The Sea Gypsy Inn sin nada que resolver.
Getting off the ship on my own, I had a driver waiting at the terminal for the ride to The Sea Gypsy Inn — no scramble at the port. Getting off the ship on my own, I felt totally comfortable from the terminal all the way to the door of The Sea Gypsy Inn.
No port scramble — we walked off the ship and the car was waiting, then straight to The Sea Gypsy Inn. Would book again. The kids crashed in the car, and getting straight to The Sea Gypsy Inn without a scramble at the port was perfect.