1-Day Luxury Road Trip from Miami to Key West

miamiconvertibles
May 28
3 min read

Escape the ordinary with a one-day coastal drive from Miami to Key West designed for the discerning traveler. Begin your journey in a premium convertible from Miami Convertibles—perfectly paired with the elegance of The Setai or The Ritz-Carlton. Enjoy a curated morning stop at the iconic Robert Is Here fruit stand for fresh exotic juices, then drift down the scenic Overseas Highway with handpicked stops: a private snorkeling excursion in Key Largo, refined waterfront dining, and golden hour cocktails in Old Town Key West. End your day at the Southernmost Point before a smooth, twilight cruise back to Miami. For guests who prefer the journey as luxurious as the destination.

Start your 1-day road-trip from Miami to key West:

🛎️ 7:00 AM – Convertible Delivery to Your Hotel in Miami Beach

Your Mustang convertible arrives curbside at your luxury hotel. No waiting, no lines—just slide into buttery leather seats, connect your playlist, and prepare for an unforgettable day. Sunhat on. Sunglasses ready. Let’s ride.

🍓 8:00 AM – Gourmet Juice & Fruit Tasting at Robert Is Here (Homestead)

Skip the heavy breakfast and enjoy a refined stop at this iconic fruit stand-meets-gourmet experience. Try exotic fruit smoothies (mamey, guanabana, passionfruit), hand-selected artisan honeys, and tropical treats. It’s refreshingly upscale in that rustic-chic way only Florida can do.

🐠 10:00 AM – Private Snorkeling Charter in Key Largo

Pre-book a luxury snorkeling experience with a private boat through a concierge partner (like Garl’s Coastal Kayaking or Island Ventures). Crystal-clear waters, living coral, and zero crowds—just you, the ocean, and a guide handing you a chilled water bottle and a towel after the dive.

🦞 12:30 PM – Upscale Lunch at Pierre’s (Islamorada)

Dine like island royalty at Pierre’s—white linen tables, French-African fusion dishes, and ocean views that rival any Caribbean villa. Order the grilled lobster tail, pair it with a crisp Sancerre, and take your time. The Keys move slower—luxury moves smoother.

🌿 2:30 PM – Stroll and Relax at Morada Bay or a Spa Stop

After lunch, walk along Morada Bay or pop into Cheeca Lodge for a 30-minute reflexology massage at their oceanfront spa. Optional but divine. You’ve earned it.

🌉 4:00 PM – Scenic Drive Over the Seven Mile Bridge

Top down, playlist up. Glide over the world-famous Seven Mile Bridge with sweeping ocean views on both sides. Golden hour light hits just right—so be ready for photos that will light up Instagram.

🥂 5:30 PM – Sunset Cocktails at Sunset Pier or Latitudes (Key West)

Roll into Key West and head straight to Latitudes on Sunset Key via private ferry (optional, advanced res required) or sip champagne dockside at Sunset Pier. Both offer jaw-dropping sunset views with a touch of class.

📸 6:30 PM – Visit the Southernmost Point for a Photo Op

Stroll over to the iconic Southernmost Point buoy. It’s a must-snap spot—even better when you’ve arrived in a head-turning Mustang.

🍽️ 7:00 PM – Elegant Dinner at Cafe Marquesa or Little Pearl (Key West)

Wrap up your day with a fine dining experience. Café Marquesa is sophisticated and intimate, while Little Pearl brings coastal-chic creativity to the plate. Think scallop crudo, wine pairings, and soft jazz.

🌌 8:30 PM – Night Drive Back to Your Hotel in Miami Beach

Cruise back to Miami Beach under the stars, the Overseas Highway all yours and the city lights waiting for you. No need to return to the garage—just valet the car at your hotel and call it a night. Miami Convertibles will pick up your convertible directly from the valet the next day.

Please speak to a representative before making any plans to ensure everything is coordinated smoothly. This is luxury road-tripping, redefined.

Ready to hit the road? Book your Mustang or Jeep now and start your Key West adventure!