Islanding Hopping: Driving from Miami to Key West

Embarking on a road trip from Miami to Key West offers travelers a journey filled with scenic views, unique attractions and memorable stops along the way. As you hit the open road, make sure to add these team-suggested, must-visit locations to your itinerary for an unforgettable adventure through the tropical paradise of the Florida Keys.

(But if you’re still needing help deciding whether you should fly into Miami or Key West, check out our blog post on this exact topic.) 

Robert is Here (Florida City)

Kickstart your road trip with a visit to "Robert is Here," an exotic fruit market in Florida City. Indulge in refreshing smoothies and shakes made from a variety of tropical fruits. This pit stop provides the perfect opportunity to stock up on fresh and unique snacks for the road ahead.

Sundowners (Key Largo)

As you venture into Key Largo, make sure to refuel with a delicious lunch at Sundowners. With its waterfront setting, Sundowners offers a relaxed atmosphere and a diverse menu featuring fresh seafood and other delectable options.

Alabama Jacks (Card Sound Road, Key Largo)

For a taste of authentic Florida Keys culture, venture off the beaten path to Alabama Jacks on Card Sound Road. This iconic waterfront spot serves up mouthwatering seafood in a laid-back, outdoor setting. Enjoy the breeze and soak in the local atmosphere.

Drift Boutique (Islamorada)

Take a break from the road and indulge in some retail therapy at Drift Boutique in Islamorada. This charming shop offers a curated selection of unique finds, from clothing and accessories to souvenirs that capture the essence of the Keys.

Robbie’s of Islamorada (Islamorada)

No road trip through the Florida Keys is complete without a visit to Robbie's of Islamorada. This iconic establishment offers a unique experience where you can hand-feed enormous tarpons from the dock. Purchase a bucket of fish and watch as these impressive fish leap out of the water to grab a bite. 

Does this list have you realizing you’re needing somewhere to stay while in Key West? Why not book a one of one stay with Brightwild? 

Theater of the Sea (Islamorada)

For a family-friendly stop, consider visiting Theater of the Sea in Islamorada. This marine park provides an opportunity to interact with marine life through entertaining shows and up-close encounters. It's an educational and exciting experience for visitors of all ages.

Lorelei (Islamorada)

Lorelei in Islamorada is not just a place to eat; it's an experience. Enjoy lunch, dinner, or drinks with a stunning view of the sunset. Known for its famous drinks and delicious cuisine, Lorelei is a must-visit for a relaxing and enjoyable dining experience.

World Wide Sportsman (Islamorada)

Combine shopping and seafood at World Wide Sportsman in Islamorada. Explore the store's extensive collection of outdoor gear and apparel before indulging in the fresh seafood market. It's a one-stop destination for adventure enthusiasts.

Square Grouper Sunset Lounge (Islamorada)

Unwind at the Square Grouper Sunset Lounge in Islamorada, where you can enjoy drinks and appetizers in a laid-back setting. The breathtaking sunset views make it an ideal spot to relax and savor the moment.

Sunset Grille (Marathon)

As you approach Marathon, make a pit stop at Sunset Grille for lunch or dinner. With its waterfront location, this restaurant offers a diverse menu featuring fresh seafood and other mouthwatering dishes.

Bahia Honda State Park

Connect with nature at Bahia Honda State Park, known for its pristine beaches and clear waters. Take a break from driving to explore the park's natural beauty, go for a swim, or simply relax on the sandy shores.

No Name Key (Big Pine)

Explore the historic and charming atmosphere of No Name Key. Visit a local pub, indulge in delicious food, and soak in the unique ambiance of this hidden gem in Big Pine.

Boondocks (Ramrod Key)

For a fun-filled break, stop by Boondocks in Ramrod Key. Challenge your travel companions to a round of mini-golf and enjoy a tasty meal at the on-site restaurant. It's a great way to add a touch of excitement to your road trip.

Skydive - (Sugarloaf)

If you're feeling adventurous and want to add a thrill to your journey, consider making a stop at Sugarloaf for a skydiving experience. It's an unconventional but unforgettable way to appreciate the breathtaking views of the Florida Keys.

Geiger Key (Big Coppitt)

Conclude your road trip with a visit to Geiger Key in Big Coppitt. This waterfront restaurant offers a laid-back atmosphere and delicious cuisine. Enjoy a relaxing meal with views of the water, reflecting on the incredible journey from Miami to Key West.

From exotic fruit markets to stunning sunsets, the road from Miami to Key West is filled with diverse experiences waiting to be discovered. Whether you're a nature enthusiast, a foodie or an adventure seeker, these suggested stops ensure that your road trip through the Florida Keys is a memorable and enjoyable adventure.