Miami to Key West: 5‑Day Family Adventure

The drive from Miami to Key West is one of the most iconic road trips in the United States, offering families a perfect blend of sun, sea, history, and adventure. Stretching over 160 miles across the breathtaking Overseas Highway, this journey connects dozens of tropical islands via scenic bridges and promises endless photo ops, delicious food, and unforgettable experiences. This 5-day itinerary is crafted especially for families looking to explore the best of the Florida Keys while keeping kids engaged and entertained.

Day 1: Start in Miami – The Magic City

Begin your family adventure in Miami, a city that effortlessly mixes art, culture, beaches, and outdoor activities. If you’re flying in, Miami International Airport is a convenient starting point. Spend the day exploring family-friendly attractions before hitting the road.

Things to Do in Miami with Family:

• Miami Children’s Museum – Hands-on exhibits and interactive play zones ideal for young kids.

• Zoo Miami – One of the best zoos in the country with open-air exhibits and animal encounters.

• South Beach Boardwalk – A good place for a casual stroll, with plenty of space for scooters or strollers.

• Little Havana – Experience Cuban culture, enjoy live music, and grab some empanadas.

Evening Tip:

Dine at a waterfront restaurant like Rusty Pelican in Key Biscayne for ocean views and kid-friendly menus.

Stay overnight in Miami to rest before the road trip begins.

Day 2: Miami to Key Largo – Gateway to the Keys (60 miles)

Depart early and head toward Key Largo, the northernmost of the Florida Keys and just about an hour away from Miami. It’s home to the John Pennekamp Coral Reef State Park, America’s first underwater park, which offers numerous family-friendly activities.

Top Family Activities in Key Largo:

• Glass-Bottom Boat Tours – A great way for the whole family to explore coral reefs without getting wet.

• Snorkeling & Kayaking – Rentals and guided tours are available, suitable even for beginners.

• Florida Keys Wild Bird Center – A small sanctuary where kids can learn about bird rehabilitation and see rescued species up close.

Where to Eat:

Try Mrs. Mac’s Kitchen, famous for its seafood and quirky, cozy vibe.

Stay the night in Key Largo at a beachfront resort or a cozy family inn.

Day 3: Key Largo to Marathon – Island Adventures (50 miles)

From Key Largo, continue your journey through Islamorada, known as the "Sportfishing Capital of the World." Even if you’re not casting a line, the area has much to offer.

Pit Stops Along the Way:

• Theater of the Sea (Islamorada) – This marine park features dolphin and sea lion shows, a hit with kids.

• Robbie’s Marina – A must-visit where you can hand-feed giant tarpon fish—safe and fun for kids!

Continue down to Marathon, a family-friendly key in the middle of the chain. Check into your accommodation and prepare for a relaxed evening.

Family Fun in Marathon:

• Turtle Hospital Tour – Learn how injured sea turtles are rescued and rehabilitated.

• Sombrero Beach – A calm, sandy beach perfect for swimming, building sandcastles, and picnicking.

Dinner Suggestion:

Visit Keys Fisheries, a casual spot right on the water with fresh catches and great sunsets.

Day 4: Marathon to Key West – The Final Stretch (50 miles)

One of the highlights of this drive is crossing the Seven Mile Bridge, offering stunning views and a real “wow” moment for both kids and adults. After a scenic 1.5-hour drive from Marathon, you’ll arrive in Key West, the southernmost point in the continental U.S.

Key West Family Attractions:

• Southernmost Point Buoy – Snap a photo at this famous landmark.

• Key West Butterfly and Nature Conservatory – Walk through a glass-enclosed habitat filled with butterflies and exotic birds.

• Mel Fisher Maritime Museum – Treasure and shipwreck exhibits bring adventure to life.

• Conch Tour Train – A narrated trolley ride around Key West with fun facts and history.

• Fort Zachary Taylor Historic State Park – Offers a beach and picnic areas, as well as Civil War-era fort tours.

Spend the evening exploring Duval Street, where live music, street performers, and festive lights entertain all ages.

Day 5: Key West Exploration & Return Plans

Your final day is for soaking in Key West’s laid-back island vibe. Enjoy a relaxed breakfast at Blue Heaven, known for its pancakes and roosters roaming the yard.

Optional Activities:

• Sunset Sail – Book a family-friendly catamaran cruise with snacks and soft drinks.

• Eco Discovery Center – A free, educational stop highlighting the marine ecosystems of the Keys.

• Snorkeling Trip – Choose a half-day tour with a reputable company like Fury Adventures, which offers gear, snacks, and instruction.

Depending on your travel plans, you can fly out of Key West International Airport, or begin the scenic return drive to Miami. If you drive back, consider stopping again in Islamorada or taking a quick swim in the Blue Hole of Big Pine Key.

Travel Tips for Families:

• Pack snacks and water for the road, especially when traveling with young kids.

• Book accommodations in advance, particularly during peak travel seasons (winter and spring break).

• Consider renting a convertible to enjoy the full island breeze experience.

• Use reef-safe sunscreen to protect marine life during snorkeling or swimming.

Final Thoughts

A family road trip from Miami to Key West is more than just a vacation—it’s an unforgettable journey filled with tropical landscapes, unique wildlife, beach adventures, and cultural treasures. Whether your kids are toddlers building sandcastles or teens snapping selfies at the Southernmost Point, there’s something for everyone in this Caribbean-like stretch of the U.S.

This 5-day itinerary ensures you make the most of each stop while keeping things flexible and fun. So, pack your bags, load up the playlist, and get ready to create cherished family memories on the road from Miami to Key West.