The drive from Miami down to Islamorada is one of the most beautiful in Florida — turquoise water on both sides and a single road threading the Upper Keys. At Prestige Miami Express, we make that trip effortless with a premium car service Miami to Islamorada built around comfort, punctuality, and genuine local knowledge of the Keys.
Skip the rental counter, the rideshare guesswork, and the cramped shuttle. Your chauffeur meets you, handles your luggage, and drives you door-to-door — from Miami International Airport, your Miami or Miami Beach hotel, or your home — straight to your Islamorada resort, marina, or vacation rental.
Islamorada sits about 80 miles south of Miami — roughly a 90-minute drive down the Overseas Highway (US-1). It’s a short trip by Keys standards, but it’s a single two-lane road for much of the way, and it deserves a driver who knows it. Here’s why travelers book with us:
Sedan & SUV
Mercedes S-Class · Cadillac Escalade — up to 6 passengers
Mercedes Sprinter Van
Groups, fishing crews & events — up to 14 passengers
Tolls, taxes, fees, meet-and-greet & luggage assistance included — no hidden charges. Round-trip and Islamorada-to-Miami return transfers available, priced on request.
Coverage: All major South Florida airports
Hours: 24/7 service
Fleet: Sedans to vans
Tracking: Real-time flights
Your trip runs south on US-1, the legendary Overseas Highway that hops island to island across the Florida Keys. You’ll pass through Key Largo — the “Dive Capital of the World” — before reaching Islamorada at around Mile Marker 90.
Want to stop along the way? Just tell your chauffeur. Popular requests include a coffee or lunch break in Key Largo, a photo stop where the highway meets open water, or an early arrival timed to a fishing charter. The drive is part of the experience, and we build it around you.
Islamorada is a village of six islands — Plantation Key, Windley Key, and Upper and Lower Matecumbe — strung along the highway and known worldwide as the “Sportfishing Capital of the World.” We pick up and drop off anywhere on the islands:
Staying somewhere not listed? No problem — we serve every address in Islamorada and the surrounding Upper Keys.
Choose the vehicle that fits your group and luggage:
Every vehicle is spotless, fully insured, and stocked with bottled water, phone charging, and Wi-Fi on request.
| Prestige Private Car | Rental Car | Rideshare | Shuttle / Bus | |
|---|---|---|---|---|
| Flat, upfront price | ✓ | ✕ | ✕ surge | ✓ |
| Door-to-door service | ✓ | ✕ | ✓ | ✕ fixed stops |
| Available for an 80-mi Keys trip | ✓ | ✓ | ✕ rarely | ✓ |
| Luggage & fishing-gear help | ✓ | ✕ | ✕ | ✕ |
| Local Keys route knowledge | ✓ | ✕ | ✕ | ✕ |
| No parking or rental paperwork | ✓ | ✕ | ✓ | ✓ |
For an 80-mile trip into the Keys, choosing our car service Miami to Islamorada means a flat price, a door-to-door ride, and a driver who knows the road:
A private chauffeur is the one option that’s flat-priced, door-to-door, flexible, and built for the distance.
Ready for an easy, comfortable ride into the Upper Keys? Reserve your car service Miami to Islamorada in a few clicks, or call us 24/7 — we’ll handle the rest.