2-Day Luxury Road Trip from Miami to Key West

miamiconvertibles
Jun 2
3 min read

Indulge in the ultimate escape from Miami Beach to Key West in a premium Mustang convertible. With handpicked stops, oceanfront dining, boutique stays, and seamless valet service, this curated two-day itinerary is designed for travelers who appreciate elegance, freedom, and the beauty of the open road.

🏝️ 2-Day Luxury Road Trip from Miami Beach to Key West

Elegance meets island ease. Experience a luxury trip to Key West in style with a premium convertible, curated stops, elevated dining, and a boutique overnight stay in Key West. Perfect for guests of The Ritz-Carlton, The Setai, Faena, and other high-end hotels seeking a getaway that’s as refined as it is unforgettable.

Day 1: Miami Beach → Key West (Coastal Luxury with Classy Stops)

🕖 7:00 AM – Convertible Delivery to Your Hotel

Begin with seamless service—your Mustang convertible arrives valet-side at your hotel. All polished, ready, and waiting. No lines, no pickups—just open the door and go.

🍓 8:00 AM – Exotic Breakfast at Robert Is Here (Homestead)

Enjoy handcrafted fruit smoothies made from guava, passionfruit, or mamey, paired with organic honey and local delicacies. A rustic-luxury gem just off the highway.

🐠 10:00 AM – Private Snorkeling or Eco-Tour in Key Largo

Book a private boat charter for reef snorkeling or a mangrove eco-tour with premium operators like Island Ventures. Cold towels, personal guides, and zero crowds.

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

White tablecloths, Caribbean breezes, and upscale coastal cuisine. Enjoy fresh snapper ceviche, chilled wine, and unbeatable bay views in a colonial-style villa.

🌿 2:00 PM – Boutique Browsing & Art Walk at Morada Way

Stroll the Morada Way Arts District—local galleries, handmade jewelry, and coastal art make for the perfect mid-day unwind.

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

Cue the slow jazz or lo-fi beats. This stretch is pure magic—endless ocean views, sunshine, and convertible cruising at its finest.

🏨 5:30 PM – Check-in to a Luxury Stay in Key West

Recommended hotels:

The Gardens Hotel (tropical elegance with piano bar)
Ocean Key Resort & Spa (harbor views and sunset balconies)
The Marquesa Hotel (intimate and upscale in Old Town)

🌅 6:30 PM – Sunset Cocktails at Latitudes on Sunset Key

Private ferry to Sunset Key. Champagne, gourmet hors d’oeuvres, and golden hour over the water. Reservations essential—worth every sip.

🍽️ 8:00 PM – Dinner at Café Marquesa or Little Pearl

Savor refined island fare in an intimate setting. Both restaurants deliver exceptional service, sommelier-approved pairings, and that tucked-away charm.

Day 2: Leisure in Key West + Return to Miami in Style

🌞 9:00 AM – Gourmet Brunch at Banana Café or Sarabeth’s

Delicate crepes, fresh croissants, or lobster omelets on a shaded veranda. Take your time. This isn’t the Keys in a rush.

🏛️ 10:30 AM – Explore Old Town or Book a Spa Treatment

Choose between history (Hemingway House, Audubon House), culture (Key West Art & Historical Society), or full relaxation (spa treatment at The Pier House).

📸 12:00 PM – Southernmost Point Photo Op

Yes, it’s iconic—and with the top down on your Mustang, it makes for a frame-worthy moment.

🍷 1:00 PM – Lunch at Louie’s Backyard or Salute!

Ocean views and fine dining await. Louie’s is the classic, while Salute! offers beachfront casual elegance with great wine and even better seafood.

🛣️ 2:30 PM – Begin Return Drive to Miami

Cruise back with optional stops—Bahia Honda State Park for a short beach break or a quick cortado from Keys Coffee Co. in Marathon.

🏁 7:00 PM – Return Directly to Your Hotel in Miami Beach

Valet the car at your hotel—we’ll pick it up the next morning. Please coordinate with a Miami Convertibles representative to ensure smooth pickup.

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

BOOK NOW