8 Days

Availability: 12

Age: 18

Main Info

This weeklong adventure starts in sunny Orlando, Florida where we’ll meet at the Hyatt Regency Orlando International.  From there, we’ll drive over to the east coast and prepare to pedal from the Crowne Plaza Oceanfront Resort in Melbourne.  We’ll make our way down to Vero Beach, Jupiter Beach, Boca Raton and then Miami Beach.  From there, we’ll drive down to Key Largo, where we’ll give the bikes a day off, and we’ll drop into kayaks to paddle to our first Keys resort on Key Largo.  Next, we’ll make our way to Marathon, then finally into the famed Key West, at the Southernmost Point in the Continental U.S.  (single supplement available $1000).




Hyatt Regency Orlando International Airport

Departure Time

Please arrive for our kickoff dinner at 6pm February 4th, 2022

Return Time

From Key West or by Appointment Saturday Feb 12th, 2022




Make your way to Orlando international and the Hyatt Regency. We’ll load in your gear, have an introductory meeting, and we’ll plan to depart the following morning in the company van.
After breakfast in Orlando, we’ll load all the bikes and gear onto the van and trailer and make our way over to the coast, arriving at the Crowne Plaza Melbourne Oceanfront. We’ll take a brief shakedown ride up to Satellite Beach to make sure everyone’s bikes are in good shape. Afterwards, we’ll check in and conduct our first mastermind meeting. We’ll have a nice dinner, and plan for our departure south in the morning!
We’ll set out from Melbourne Beach along the famed A1A, on a barrier island between the Atlantic Ocean and the Indian River. After crossing Sebastian Inlet, we’ll finish our 55 mile day in Vero Beach at the Caribbean Court Boutique Hotel. After a quick change and a shower, we’ll conduct our second mastermind meeting, digging into each others businesses and coming up with new and creative ideas. The rest of the day is yours to relax on the beach, read, or have a fros
Today’s 50 miles will continue down A1A through State Parks, and past the Navy Seal Museum in Ft. Pierce. Here, we’ll have to make a quick jaunt inland and down US1 in order to skirt the Ft Pierce inlet. We’ll continue the length of Hutchinson Island and again return inland to Stuart where we’ll rejoin A1A south towards Jupiter. On arriving at the Jupiter Beach Resort and Spa, we’ll check in, change, and meet again for our daily mastermind session, then enjoy a spa treatment, a swim, or relaxation.
With more than 100 miles behind you, you’re ready to head into the heart of South Florida, where the Gulf Stream kisses the beach and the warm winds welcome us. Today will be a shorter day at 48 miles, as we pedal to the tony town of Boca Raton. After passing Juno Beach, we’ll rejoin US1 briefly as we enter Palm Beach County. We’ll make our way through downtown West Palm Beach and back over the Intracoastal Waterway to rejoin A1A for perhaps one of the most scenic sections of the tour – palatial oceanfront estates and turquoise waters make for a wonderful ride. We’ll stay on A1A the rest of the way into Boca Raton where we’ll check in, conduct our meeting, and enjoy the South Florida vibe.
Today, we’ll roll on through Pompano Beach and Ft. Lauderdale, skirting the Ft. Lauderdale airport before riding through Dania Beach and back to the coast. We’ll enjoy a ride off road down the Hollywood Beach Boardwalk, then we’ll continue on A1A past Sunny Isles, Golden Beach, and onto the famed Collins Avenue leading us into Miami Beach. Here, we’ll visit one of the swank boutique hotels and partake in their famed cuisine after our daily get together. Relax on the beach, or go out for a cocktail and check out the nightlife. Tomorrow, we’ll take a break from the bikes!
The bikes will get a rest today after 200 miles of pedaling over four days. We’ll load up the van and trailer and head for the Keys, stopping for a quick shake at the world famous Robert Is Here, fruit stand, an amazing entrepreneurial story. After a quick stop we’ll drive into Key Largo to meet our kayak outfitter for the day’s paddle down the bayside of Key Largo to the Dolphin Point Villas. After we rinse the sun, salt, and sand off, we’ll meet, and have dinner as we watch the first Keys sunset!
Today well hit the bike path the covers the length of the Keys south as we breathe in the ocean area and enjoy the aquamarine waters that surround us on all sides. Riding in the Keys is one of the greatest cycling experiences out there! This will be out shortest day of the trip at 47 miles, so take your time and enjoy. When we arrive at the Faro Blanco Resort, it will serve as our home for the last two nights of the trip, so no need to pack up! We’ll stop and conduct our meeting and enjoy dining al fresco!
We’ll leave our gear at the resort today, and ride over the famed 7-mile bridge, where halfway across you’ll find yourself 3.5 miles from any dry land! Follow the bike path all the way into Key West and celebrate the end of our journey by visiting the Southernmost Point Marker. We’ll plan a rendezvous to meet the van and load up the bikes, but before we return to our resort, let’s enjoy our last evening having dinner “down island” and enjoying the festivities of a Key West sunset in Mallory Square!
Our trip is over, and we’ll say goodbye to new friends and business confidantes before driving back to Orlando International. For those who want to spend more time afterwards in the Keys or Miami, we can make arrangements for you as well!

Payment Options

Make Deposit

Single Occupancy $1000 Deposit

Initial Payable: $1,000.00

Total Payable: $5,999.00

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Payment Amount Payment Date
$1,000.00 19-06-2024 18:00:20
$4,999.00 20-06-2024 18:00:20
Double Occupancy $1000 Deposit

Initial Payable: $1,000.00

Total Payable: $4,999.00

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Payment Amount Payment Date
$1,000.00 19-06-2024 18:00:20
$3,999.00 20-06-2024 18:00:20
Double Occupancy Pay in Full

Initial Payable: $4,999.00

Total Payable: $4,999.00

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Payment Amount Payment Date
$4,999.00 19-06-2024 18:00:20
$0.00 20-06-2024 18:00:20
Single Occupancy Pay in Full

Initial Payable: $5,999.00

Total Payable: $5,999.00

View more

Payment Amount Payment Date
$5,999.00 19-06-2024 18:00:20
$0.00 20-06-2024 18:00:20
Product price: $4,999.00
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