Keith Keller ventured from the U.S. to the Cayman Islands to experience first-hand the spectacular diving and snorkeling for which the British overseas territory located in the western Caribbean Sea is known, and he stayed for the motorcycling. That description may seem odd to dyed-in-the-wool riders, since Grand Cayman, the largest of the three islands, only encompasses 75 square miles—not exactly tailor-made for touring.

On this episode of the “Driven to Ride” podcast, show host Mark Long interviews Keller, a California native whom he met while vacationing on Grand Cayman. A lifelong motorcyclist, Keller owns Cayman Custom Cycles, a “one-stop shop for all things motorcycle in Grand Cayman.” He also operates “Cayman Islands Motorcycle Tours,” which offers a lap of the island from the seat of a late-model Harley-Davidson Big Twin.

Keller is a staunch advocate for the local motorcycling community and the founder of the Cayman Islands Motorcycle Riders Association—don’t call it a “club.” The tours themselves are relaxed affairs, as Long can vouch, with Keller leading from the front, albeit on the left side of the road, which is the rule of law in the Caymans. Figure 90 miles round trip. “But,” Keller says proudly, “you see the whole island.”

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