About David Epstein

David Epstein is a proud Florida Keys resident, decorated U.S. Air Force veteran, and trusted real estate professional whose life and work are deeply rooted in the spirit of Islamorada. His family moved to the Keys in 1977, where he attended Coral Shores High School. Growing up surrounded by the water and the people who define the Keys instilled in David a lifelong love for the islands and the community he now proudly serves.

David’s deep connection to the Florida Keys was shaped by his father, Bob Epstein, a pioneering adventurer, author, and photojournalist who helped capture and preserve the story of island life. Bob co-authored A History of Fishing in the Florida Keys and 43 Bridges to the Florida Keys, chronicling the region’s rich history and cultural evolution. His creativity, storytelling, and commitment to community continue to inspire David both personally and professionally.

Following that legacy of service, David built a distinguished 30-year career in the U.S. Air Force both in a Military and Civilian serving as an Emergency and CBRN (Chemical, Biological, Radiological, and Nuclear) Manager. Much of his tenure included leadership roles at the Pentagon, where he coordinated with the Department of Defense and oversaw all emergency management operations. His military experience honed his discipline, adaptability, and ability to lead under pressure—qualities that now define his approach to real estate and business.

After retiring from military and Federal service, visiting every continent, David returned home to Islamorada to combine his leadership experience with his lifelong passion for the Keys. David serves on the Islamorada Park and Recreation committee to make sure balance between local needs, and the Keys environmental balance is kept.  As a real estate professional, he helps clients navigate the complexities of buying and selling in one of the world’s most unique coastal markets. His diverse background in business, property management, and entrepreneurship allows him to think creatively and strategically, crafting innovative solutions and delivering exceptional results.

Beyond real estate, David remains deeply involved in the community, supporting initiatives that promote responsible growth and preserve the islands’ character. He is also the founder of Wahoo adventures a sportfishing charter company and lifestyle brand inspired by his love for the water and the Keys’ proud sportfishing heritage. Through Poppa Wahoo, David offers locals and visitors alike an elevated Florida Keys experience—one that celebrates the beauty, adventure, and connection that make the islands truly special.

Whether helping clients buy or sell property or welcoming guests aboard Poppa Wahoo and Poppa Wahoo Too, David Epstein brings the same focus, service mindset, and passion for the Keys that have guided him throughout his life and career.

Let’s Go Fishing and Let’s Find Your Keys Home.