2-Day Road Trip from Miami to Key West – Convertible Style

miamiconvertibles
May 31
3 min read

2-Day Convertible Road Trip from Miami to Key West

Turn your weekend into a legendary escape. Pick up your dream Mustang or Jeep from Miami Convertibles and cruise through the Florida Keys with curated stops, island flavors, epic bridges, and an overnight stay in Key West. Two days. One unforgettable adventure.

🚗 2-Day Road Trip from Miami to Key West – Convertible Style

Top down. Keys calling. Stay overnight in Key West and make memories that last way longer than your tan. Pick up your Mustang or Jeep at Miami Convertibles and set off on a two-day journey through the Florida Keys that’s as iconic as the road itself.

Day 1: Miami → Key West (With Epic Stops Along the Way)

🕖 7:00 AM – Pick Up Your Ride at Miami Convertibles

Start early and grab your dream convertible from our Miami Beach garage. Roof down, coffee in hand, and GPS set to adventure.

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

Fuel up with tropical smoothies, exotic fruit, and some local charm. Don’t forget the guava pastries—they’re road trip gold.

🐠 10:00 AM – Snorkeling or Paddleboarding in Key Largo

Dive into John Pennekamp Coral Reef State Park or paddle through the mangroves with a rental from local outfitters. Optional quick stop at the African Queen boat (yes, the one from the movie) for a quirky photo op.

🐬 12:30 PM – Lunch at Marker 88 or Lazy Days (Islamorada)

Waterfront dining with island flavors. Marker 88 gives you elegance and killer conch fritters, while Lazy Days is laid-back with the freshest catch.

🌿 2:30 PM – Stroll through the Rain Barrel Village

Stretch your legs, snap a selfie with Big Betsy the lobster, and browse funky art shops that scream "Florida Keys vibes."

🌉 4:00 PM – Drive the Seven Mile Bridge

This is your convertible moment. Cruise this legendary stretch with ocean on both sides and island breeze in your hair.

🏝️ 5:30 PM – Arrive in Key West & Check In to Your Hotel

Whether it’s the Kimpton Ella’s Cottages, The Gardens Hotel, or a charming B&B in Old Town—drop your bags and relax.

🌅 7:00 PM – Sunset Celebration at Mallory Square

Street performers, local vendors, and the most beautiful sunset in the U.S. This is what Key West is all about.

🍽️ 8:30 PM – Dinner at Louie’s Backyard or Café Marquesa

Louie’s = oceanfront, candlelit, iconic. Marquesa = elegant, tucked away, food that whispers luxury. Can’t go wrong.

Day 2: Explore Key West & Cruise Back to Miami

🌞 9:00 AM – Brunch at Blue Heaven

Wake up slow and dig into lobster benedict and banana pancakes under the palms—with roaming chickens and live tunes.

🛵 10:30 AM – Explore Old Town Key West

Rent bikes or just stroll Duval Street. Pop into Hemingway’s House, the Butterfly Conservatory, or just enjoy the colors and characters.

📍 12:00 PM – Snap a Photo at the Southernmost Point

Touristy? Absolutely. But a must-do. Bonus: if you’re in a convertible, it's basically a photoshoot.

🍤 1:00 PM – Lunch at Garbo’s Grill or Salute! On The Beach

Garbo’s for a food truck cult favorite. Salute! for toes-in-the-sand vibes. Either way, your taste buds win.

🛣️ 2:30 PM – Hit the Road Back to Miami

Start heading north with stops as you like. It’s a relaxed drive with ocean views, tropical pit stops, and time to reflect on how awesome this trip was.

☕ Optional Stops on the Way Back:

Coffee break in Marathon at Keys Coffee Co.
Beach walk at Bahia Honda State Park
Snack stop at Alabama Jack’s for a roadside experience

🏁 7:00 PM – Return Your Ride or Drop Off at Your Hotel

Drop off your car back at Miami Convertibles (Miami Beach or Downtown) or valet it at your hotel and we’ll pick it up the next day. Just make sure to speak with a representative first to coordinate the pickup.

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