Outdoor Enthusiasts 5 Day Itinerary
If you dream in shades of turquoise water, live for fresh air and sunshine, and have an unshakable need for adventure, then Marathon is calling your name. Tucked in the heart of the Florida Keys, this island paradise is a haven for outdoor enthusiasts craving action, beauty, and a little salt on their skin.
Ready to plan the ultimate getaway? Whether you’re paddleboarding at sunrise or snorkeling with sea turtles, Marathon delivers. Here’s your perfect 5-day itinerary – curated with fun, thrills, and a healthy dose of island chill.
Day 1: Kick Off with a Kayak Adventure & Sunset Vibes
Morning:
Check into your cozy Marathon vacation rental and let the ocean breeze wash away the stress of travel. After a quick unpack, it’s time to get out on the water. Rent a kayak or paddleboard and glide through the mangrove tunnels of Boot Key or Sombrero Beach’s nearby shallows. Keep your eyes peeled for manatees and tropical birds!
Afternoon:
Refuel with fresh seafood tacos at Burdines Waterfront—dockside dining with a view. Then explore the Old Seven Mile Bridge by foot or bike. This historic span offers jaw-dropping views and photo ops galore.
Evening:
End your first day with a bang—literally. Book a sunset sail and toast to the start of your adventure with champagne as the sun melts into the Gulf.
Day 2: Dive Deep into the Florida Keys’ Underwater World
Morning:
Today is all about the reef! Grab your snorkel or dive gear and head out with a local charter to Sombrero Reef, part of the Florida Keys National Marine Sanctuary. Swim among vibrant coral, angelfish, parrotfish, and even the occasional nurse shark (don’t worry - they’re friendly!).
Afternoon:
After lunch, visit the Turtle Hospital for a behind-the-scenes tour. This heartwarming and educational stop lets you get up close with rescued sea turtles and learn about marine conservation.
Evening:
Relax back at your rental with a BBQ on the deck or head to Keys Fisheries for their famous lobster Reuben and waterfront sunset views.
Day 3: Reel in the Adventure – Deep Sea Fishing
Morning to Afternoon:
Time to tackle the big one! Book a full-day deep sea fishing charter and try your luck at mahi-mahi, sailfish, tuna, or grouper. Whether you’re a seasoned angler or it’s your first time holding a rod, Marathon’s fishing scene is world-class and unforgettable.
Evening:
Many local restaurants will “cook your catch,” so swing by Lazy Days or Castaway to savor your hard-earned feast. There’s nothing like fresh fish, caught by your own hand, grilled to perfection.
Day 4: Explore the Natural Side of the Keys
Morning:
Start your day with a bike ride or hike through Curry Hammock State Park. Trails wind through hardwood hammocks and offer pristine views of the Atlantic. Bring binoculars—this place is a birder’s dream.
Afternoon:
Cool off with a swim or snorkel right off the beach at Bahia Honda State Park, just a short drive away. This lesser-known gem is often rated one of the best beaches in America.
Evening:
Grab an ice cream cone and head to Sunset Park Beach in Key Colony for a quieter, locals-favorite sunset spot. It’s simple, sweet, and stunning
Day 5: A Leisurely Finale – Paddling, Shopping & Island Time
Morning:
Rent a paddleboard for one last glide through the backcountry waters or simply enjoy a lazy morning with coffee on your rental’s patio. (Early birds might catch dolphins playing offshore!)
Afternoon:
Stroll through local shops and art galleries along US-1. Pick up souvenirs, local handmade crafts, or a new beach outfit. Stop by Florida Keys Aquarium Encounters if you’re up for one last marine adventure.
Evening:
Wrap up your outdoor escape with a laid-back dinner and drinks under the stars. Toast to your week of memories made, muscles worked, and hearts filled with the magic of Marathon.