
AI-Generated Itinerary
Your complete day-by-day guide to Florida Keys — handpicked attractions, dining recommendations, and local tips for an unforgettable 10-day trip.
Day 1
Morning
8:00 AM - 11:00 AM
Drive from Miami to Key Largo
Pick up a rental car and drive about 1-1.5 hours south on US-1, crossing onto the Overseas Highway at Florida City.
Late Morning
11:00 AM - 1:00 PM
Snorkel trip at John Pennekamp Coral Reef State Park
Take a boat out to the living reef for parrotfish, sea fans and possibly sea turtles.
Afternoon
1:00 PM - 5:00 PM
Mangrove kayak trail
Paddle the park's quiet mangrove tunnels or relax on Cannon Beach.
Evening
5:00 PM - 9:00 PM
Sunset and seafood in Key Largo
Watch the sun set over Florida Bay from a waterfront spot and try conch fritters.
Day 2
Morning
8:00 AM - 11:00 AM
Feed the tarpon at Robbie's in Islamorada
Watch giant tarpon leap for fish at this long-running dockside stop, and browse the craft stalls.
Late Morning
11:00 AM - 1:00 PM
History of Diving Museum or Anne's Beach
Learn about diving history, or wade in the shallow water at Anne's Beach.
Afternoon
1:00 PM - 5:00 PM
The Turtle Hospital in Marathon
Take a guided tour of this rescue center that treats injured sea turtles. Reservations recommended.
Evening
5:00 PM - 9:00 PM
Sunset at Sombrero Beach
Swim at Marathon's palm-lined public beach, then grab fresh fish for dinner.
Day 3
Morning
8:00 AM - 11:00 AM
Walk the Old Seven Mile Bridge
Walk or bike part of the 2.2-mile historic bridge before driving across the modern span.
Late Morning
11:00 AM - 1:00 PM
Bahia Honda State Park
Swim at Sandspur Beach and climb the old railroad bridge for views of the turquoise channel.
Afternoon
1:00 PM - 5:00 PM
Drive to Key West
Continue about 40 minutes to Key West, check in and park the car for the rest of your stay.
Evening
5:00 PM - 9:00 PM
Sunset Celebration at Mallory Square
Join the nightly crowd of street performers and food carts as the sun drops into the Gulf.
Day 4
Morning
8:00 AM - 11:00 AM
Ernest Hemingway Home and Museum
Tour the author's house and gardens and meet the famous six-toed cats.
Late Morning
11:00 AM - 1:00 PM
Southernmost Point buoy and Old Town
Snap a photo at the buoy and wander streets lined with conch houses.
Afternoon
1:00 PM - 5:00 PM
Fort Zachary Taylor Historic State Park
Swim, snorkel and tour the Civil War-era fort at Key West's best beach.
Evening
5:00 PM - 9:00 PM
Sunset and Duval Street
Watch sunset at Fort Zach or Mallory Square, then stroll Duval Street and finish with key lime pie.
Day 5
Morning
7:00 AM - 10:30 AM
Ferry to Dry Tortugas
Board the morning ferry around 7:30 AM for the 2-2.5 hour crossing; breakfast is included.
Late Morning
10:30 AM - 12:30 PM
Explore Fort Jefferson
Join a ranger or guided tour of the enormous brick fort and its moat.
Afternoon
12:30 PM - 3:00 PM
Snorkel the moat wall and beaches
Snorkel along the fort's moat wall for coral, reef fish and possibly nurse sharks.
Evening
3:00 PM - 9:00 PM
Return to Key West and dinner
Arrive back around 5:00 PM and celebrate with a fresh fish dinner.
Day 6
Morning
8:00 AM - 11:00 AM
Bike around the island
Rent a bike and loop past Higgs Beach, the White Street Pier and quiet lanes.
Late Morning
11:00 AM - 1:00 PM
Key West Butterfly and Nature Conservatory
Walk among hundreds of butterflies and tropical birds.
Afternoon
1:00 PM - 5:00 PM
Pool time or a snorkel trip
Relax at your hotel or take an afternoon reef snorkel trip.
Evening
5:00 PM - 9:00 PM
Sunset sail from the harbor
Sail out of Key West Bight for an evening view of the Mallory Square crowds from the water.
Day 7
Morning
8:00 AM - 11:00 AM
National Key Deer Refuge and Blue Hole
Look for endangered Key deer and alligators at the Blue Hole; obey the strict speed limits.
Late Morning
11:00 AM - 1:00 PM
Snorkel trip to Looe Key Reef
Take a boat to this protected reef in the Florida Keys National Marine Sanctuary.
Afternoon
1:00 PM - 5:00 PM
Afternoon at Bahia Honda
Spend a lazy afternoon back at Bahia Honda's beaches.
Evening
5:00 PM - 9:00 PM
Overnight in Marathon
Check in to Marathon and dine on the water.
Day 8
Morning
8:00 AM - 11:00 AM
Pigeon Key ferry tour
Take the ferry to the historic railroad camp beneath the Old Seven Mile Bridge.
Late Morning
11:00 AM - 1:00 PM
Crane Point Museum and Nature Center
Walk trails through tropical hardwood hammock to Florida Bay.
Afternoon
1:00 PM - 5:00 PM
Kayak or paddleboard in the mangroves
Rent a kayak for a calm paddle through Marathon's backcountry.
Evening
5:00 PM - 9:00 PM
Waterfront dinner in Marathon
Order hogfish or stone crab in season.
Day 9
Morning
8:00 AM - 11:00 AM
Half-day fishing charter
Book a backcountry or reef charter for snapper, mahi-mahi or catch-and-release tarpon.
Late Morning
11:00 AM - 1:00 PM
Islamorada art galleries and shops
Browse local galleries and boutiques along the Overseas Highway.
Afternoon
1:00 PM - 5:00 PM
Founders Park or Anne's Beach
Swim and picnic at Islamorada's calm public beaches.
Evening
5:00 PM - 9:00 PM
Have your catch cooked for dinner
Many local restaurants will cook your fish; ask your captain where to go.
Day 10
Morning
8:00 AM - 11:00 AM
Morning glass-bottom boat at Pennekamp
See the reef one more time without getting wet.
Late Morning
11:00 AM - 1:00 PM
Key lime pie stop
Grab a final slice of key lime pie for the road.
Afternoon
1:00 PM - 5:00 PM
Drive back to Miami
Allow 1.5-2 hours to Miami International Airport, more on weekends.
Evening
5:00 PM - 9:00 PM
Fly home from Miami (MIA)
Return your rental car and allow 2-3 hours before your flight.
AI Personalisation
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