7-Day Relaxation & Island-Hopping Itinerary in Marathon, Florida
Tucked away in the heart of the Florida Keys, Marathon, offers the perfect blend of relaxation & adventure. From sun-drenched beaches and eco-tours to day trips across neighboring islands, this itinerary balances laid-back island living with memorable experiences. Whether you’re seeking quiet moments by the water or lively exploration, this 7-day plan ensures you’ll leave refreshed and inspired.
Day 1–2: Settle In & Soak Up the Beaches
Arrive in Marathon and ease into your island escape. Spend your first afternoon at Sombrero Beach, a wide stretch of soft sand ideal for swimming, picnicking, or simply lounging under the sun.
The next morning, head to Coco Plum Beach, a quieter shoreline perfect for spotting shorebirds or enjoying a sunrise walk.
In the evenings, explore casual island dining - fresh seafood shacks, outdoor tiki bars, and sunset views over the Gulf. Try local favorites like grilled mahi-mahi or conch fritters.
Day 3: Nature & Eco-Adventure
Immerse yourself in local nature at Crane Point Hammock & Nature Center. Walk shaded trails, tour the butterfly garden, and visit the historic Adderley House for a glimpse of early island life.
In the afternoon, join a guided eco-tour by kayak or small boat. Paddle through mangrove tunnels, learn about the fragile Keys ecosystem, and keep your eyes peeled for dolphins, sea turtles, and rays gliding through the waters.
End the day with a laid-back dinner by the water, watching the sun dip below the horizon.
Day 4: Day Trip to Islamorada
Take the scenic drive north to Islamorada, known as the “Village of Islands.” Start at Theater of the Sea, where you can enjoy dolphin and sea lion shows or even book an interactive experience. Browse local art shops and galleries, where you’ll find coastal-inspired paintings, handmade jewelry, and unique souvenirs.
Wrap up your day at a brewery or waterfront bar, sipping a craft beer or tropical cocktail as the evening breeze rolls in.
Day 5: Bahia Honda Bliss
Spend a full day at Bahía Honda State Park, one of the most picturesque beaches in the Florida Keys. Relax on sandy shores with turquoise water, or venture out for a snorkeling trip to see colorful coral reefs and tropical fish.
Pack a picnic lunch and take in sweeping views from the old Bahia Honda Bridge. This is the perfect spot to unplug, read a book under a palm tree, and savor a slow-paced day.
Day 6: Key West Adventure
Journey south on the famous Overseas Highway, crossing iconic bridges and turquoise waters, until you reach lively Key West. Visit Ernest Hemingway’s Home & Museum, complete with its six-toed cats. Wander Duval Street, lined with eclectic shops, galleries, and historic bars.
In the evening, head to Mallory Square for the legendary
Sunset Celebration, where street performers, live music, and breathtaking skies mark the perfect ending to your day.
Day 7: Leisure & Farewell
On your final day, choose how you’d like to say goodbye to Marathon. Rent a bike and ride the Seven Mile Bridge trail, paddle through calm waters on a kayak, or indulge in a relaxing spa treatment to recharge before heading home.
Squeeze in one last meal at a local favorite, savoring island flavors before you depart.