In 2012 Rebecca Maddox purchased a parcel of land on Bayshore Drive in Naples, Florida. A few months later Three60 Market opened. A quaint waterfront café serving breakfast, lunch, and dinner. The business plan at the Market evolved over the years including a concept of selling wine at a mark-up of $3.60 per bottle. The concept was simple yet brilliant. It was marketing plan on its own.

Three60 Wine was born.

Rebecca sold one bottle at a time; table by table. Eventually folks would make special trips to Bayshore to get their wine for the week. She gave people something to talk about at dinner parties, gatherings, on the golf course, etc.

In 2021, with a desire to expand the brand, Rebecca partnered with Duke Kassolis and Al Scavo of Oxford Capital Partners because of their extensive real estate background and expertise in scaling concepts. This new partnership opened it’s first Three60 Wine together in July of that same year just south of Vanderbilt Beach Road on US-41 in North Naples.

Three60 Wine offers an unparalleled wine shopping experience. The best prices in Southwest Florida coupled with an extensive selection of over 800 wines from California, France, Italy and all over the world. A knowledgeable and welcoming team at each location guiding you through our thoughtful collection of wines. Patrons can enjoy friendly, efficient service or indulge on a glass of wine while they shop. The most ideal shopping experience in the wine industry.

Today, Three60 Wine Holdings continues it’s expansion. The location in Estero opened in February of 2024 and Logan Landings (northeast Naples) in November 2024.

Next up; a location on Pine Ridge Road in the heart of Naples in late Fall 2025.