Five Unexpected Places to Stop on a Drive from Caribou, Maine to Key West, Florida

Driving from Caribou, Maine to Key West, Florida is an adventure that will take you through 2,288 miles of beautiful landscapes, charming towns, and cultural sights. A scenic drive that begins from the northernmost point in the east coast of the United States to the southernmost point in the Florida Keys can take around 40 hours of driving time, but it is filled with plenty of reasons to make pit stops along the way. Here are five unexpected places to stop on a drive from Caribou, Maine to Key West, Florida.

Rocky Mount, NC - The Halfway Point

Located in the heart of North Carolina, Rocky Mount is the perfect pit stop for travelers on their way to or from Florida. Beyond being the halfway point, this lively city offers plenty of things to do. The Rocky Mount Mills boasts an impressive campus that is home to restaurants, breweries, and shops. The Mills recently underwent renovations, and it is now an award-winning community that still keeps its old-time charm, making it a little oasis in the city.

Stop for a meal at Koi Pond Brewing Company, where fresh beer and the best Asian cuisine in Rocky Mount await you. The owners are Vietnamese, and their egg rolls are the talk of the town. For dessert, try the shaved ice that comes packed in a mountain, making it perfect in the hot summer months.

Savannah, GA - The Hostess City of the South

Savannah is a city that reliably surprises its visitors with its charm and elegance. This Appalachian city is home to some of the most beautiful squares in the United States, and the red brick sidewalks pair well with the city's canopy of oak trees, creating a delightful atmosphere that is evident upon arrival. For a unique experience, consider visiting Bonaventure Cemetery, a haunting and beautiful place that has been immortalized in Midnight in the Garden of Good and Evil.

For a meal with a view, make a reservation at Rocks on the Roof at the Bohemian Hotel. Guests can enjoy a cozy space with a breathtaking view of the city and the Savannah River. Taste the lechon asado with black beans and rice and pair it with one of their signature cocktails.

Ocala, FL - Horse Country

Ocala, also known as Horse Country, is located in north-central Florida and known as the heart of the thoroughbred industry. This city is home to true Florida countryside beauty, where roads wind through pastures, and horses graze behind whitewashed fences. One of the biggest attractions is the Ocala National Forest, which boasts over 600 lakes and ponds, endless hiking trails, and multiple campgrounds.

For a taste of Ocala's equestrian culture, have lunch at the Horse & Hounds Restaurant, where even the salad comes with a horse-shaped cracker. Try the seafood crepes with lobster sauce, with a glass of wine for added sophistication.

St. Augustine, FL - The Oldest City in the U.S.

St. Augustine is a must-see location. Visitors can soak in the history of the oldest city in the United States while still enjoying the beaches, food, and drink scene. If you are feeling particularly adventurous, consider staying at the St. Francis Inn, one of St. Augustine's oldest inns, and rumored to be haunted.

For a colorful meal, have lunch at The Floridian. This restaurant uses locally sourced ingredients and showcases the best of St. Augustine's beach town environment. Try the shrimp and grits with sausage, peppers, and mushrooms, for a hearty meal with a southern flair.

Islamorada, FL - The Sport Fishing Capital of the World

Islamorada is located in the beautiful Florida Keys and is known as the sport fishing capital of the world. This seaside paradise was once a small fishing village, and it still retains an old-fashioned charm that visitors love. Visitors can go deep-sea fishing or visit the Dolphin Research Center for a memorable experience.

For a seafood feast that will keep you coming back to Islamorada, visit Lazy Days Beachside Cafe. Try the crab cakes; made with Florida blue crab, this dish is beautifully paired with the Conch fritters. The cafe has a tiki bar, so order a mojito for a refreshing way to end your drive.

Conclusion

The trip from Caribou, Maine to Key West, Florida, is worth the time and effort; the route offers outstanding views of unique, historic, and culturally rich areas. There is so much to see along the way that you should make sure you plan for lots of time to explore. So pack your bags and hit the open road. You will have an unforgettable journey full of pleasant surprises, delicious food, and lasting memories.