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Michael and Taylor Withrow

Michael and Taylor Withrow Profile Photo

Owners

Michael and Taylor Withrow are the founders of Island Head, a company built from the ground up in the watersports industry. They started by renting boats and working a jet ski barge, truly at the bottom of the pecking order.

In 2012, they launched Island Head with just a single parasail boat and one jet ski used to pull a banana boat. What followed was an unconventional growth path shaped by the realities of entrepreneurship: adapting, pivoting, and thinking beyond the obvious.

Over time, Island Head evolved from a watersports operation into a full experience based company, focused on hospitality, lifestyle, and creating memorable moments. Today, Island Head Brands operates a fleet of over 40 boats, including 11 Coast Guard inspected vessels, across five marinas, and manages more than 30 short term rental properties, with no plans of slowing down.

Experiment, Adapt, Repeat: Turning Watersports into an Experience Brand  Ft. Michael & Taylor Withrow  - Episode #202
Jan. 14, 2026

Experiment, Adapt, Repeat: Turning Watersports into an Experience Bra…

This episode, they guys sit down with Michael and Taylor Withrow, owners of Island Head in Hilton Head, South Carolina. They unpack what it really takes to build and sustain a diversified, multi location watersports and exper...

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