Arrive in Miami area and attend our race HQ at Key Largofor Packet Pickup, open 1600-2000. You will also need to drop your bike with us and then drop your kayak (if you are using your own) at Key Largo for us to transport to the Start area. If you are renting a boat from us, you will be able to view your boat, fit out the footrests and such and get it ready to rock n’ roll.

We have an optional kayak skills refresher session operating between 1600-1800 at our Key Largo hub. Everyone will also need to undergo the sea skills check at Key Largo also, for us to ensure we are satisfied that you are up to scratch for the kayak sea crossing of the northern Keys. More info on the standards we expect can be found here. A map of the locations can be found here.


City to Sea begins! From a brief ‘Le Mans’-style running start to the beach, you will get into your boats and perform a mass start into the ocean at Bill Baggs State Park, making your way into Biscayne National Park itself. Pass historic Stiltsville en route to the ‘Safety Valve,’ a large sand bar with clear shallow waters which acts as a physical barrier to the outer reaches of Biscayne Bay. Eventually the Northern Keys will come into view and you will cover some 33 miles of paddling to reach land once more on Key Largo. From here it’s time to swap sea legs for pedals as you take to your bike for the short ride to the end of day one at our Key Largo overnight base.

We will have local shuttles available to take folks to their pre-arranged accommodation on Key Largo. If using your own, your supporters are free to collect your boat from the end of the kayak stage. OR we will transport it back to the Start for you.


It’s back on the bikes for some 100 miles of smooth tarmac along the cycleway that parallels the famous Overseas Highway. Depending on wind direction, this is a fast, smooth outing on the bikes, taking in coastal scenery all the way along the Keys, plus the famous bridges that span between the islands, such as 7 mile bridge just outside of Marathon. You will then ditch the bikes and transition to foot, for a 10-13 mile run (or hike) into Key West itself, coming to journey’s end after some 150 miles – and having covered the entire length of the Florida Keys by your own power.  Time to party at our official celebration event, with complimentary food and beverage thrown in. You will stay in your own lodgings, of which there is plenty to choose from in Key West.


Having overnighted in Key West in the accommodation of your choice, you are free to enjoy the laid-back Keys vibe, use your own transport to get back to Miami and beyond; or allow us to take the strain and utilize our specially arranged coach transportation option for you, your bike and your gear back to Miami. Your kayak (if utilizing your own) will be available to collect from Key Largo, having been transported there by us after day 1. Of course, if you have supporters or a rental car, you can simply head off from Key West with all of your gear.