With over 25 years in the hospitality industry, Shayne May brings a deep passion for people, service, and creating memorable guest experiences. His career spans restaurants, pubs, and entertainment-driven venues throughout the Lower Mainland, where he’s built a reputation for strong leadership, team development, and a hands-on, people-first approach.

Shayne was a co-owner of Vancouver’s Rossini’s restaurants, helping create a vibrant dining destination known for its Italian cuisine, curated wine offerings, and live jazz and blues. This experience shaped his focus on energy, consistency, and community.

At Otter Trail Winery, Shayne is focused on evolving the guest experience into an inviting, upscale-casual setting that blends exceptional food, BC wines and spirits, with a warm, welcoming atmosphere. His goal is to create a space that feels both polished and approachable.

Known for leading shoulder-to-shoulder with his team, Shayne believes strong culture is the foundation of great service. By fostering a positive, respectful environment, he ensures every guest experience feels genuine and memorable.

For Shayne, hospitality goes beyond what’s on the table—it’s about how people feel. His goal is simple: create an experience guests want to return to, time and time again.

Alyssa joined the Otter Trail team in Spring 2026 as Manager of Marketing and Events. With over eight years of experience in the hospitality industry and event management, combined with a love for all things wine, stepping into a role where she can create seamless, personalized experiences felt like a natural fit.

Alyssa has spent the past four years executing events in Vancouver, BC, where she has had the opportunity to work on a range of events, from large-scale corporate functions to brand launches, weddings, and everything in between. Known for her keen eye for detail, Alyssa is dedicated to creating a seamless, personalized experience that feels thoughtful and welcoming. Equal parts organized and creative, she excels at transforming ideas into experiences that are both memorable and meaningful. Whether curating a winery wedding, developing marketing initiatives, or enhancing the guest experience, Alyssa ensures every element is intentional and thoughtfully considered

Leah Robinson serves as the Events Coordinator at Otter Trail Winery, where she expertly coordinates and oversees all aspects of event planning, including weddings, corporate gatherings, and special occasions. With a keen eye for detail and a passion for delivering exceptional experiences, Leah works closely with clients to ensure their vision is brought to life seamlessly, creating memorable events that highlight the beauty and charm of the winery’s setting. Her dedication to excellence and customer satisfaction makes her a key part of the Otter Trail team.

Iza brings a strong sense of leadership, passion, and dedication to her role as Assistant General Manager at Otter Trail Winery. With a natural ability to connect with both guests and team members, she plays a key role in creating the welcoming, team-driven culture that defines the winery experience. Her commitment to hospitality goes beyond day-to-day operations—she takes pride in building a cohesive team environment where everyone feels supported, respected, and motivated to deliver their best. Iza leads by example, working side by side with her team and ensuring that every guest experience reflects the high standards Otter Trail Winery is known for. With a deep appreciation for the industry and a genuine love for people, Iza is passionate about creating memorable dining and event experiences. Her attention to detail, strong work ethic, and positive energy make her an invaluable part of the leadership team and a driving force behind the continued growth and success of Otter Trail Winery.

Stéfanie Dylla’s winemaking journey began with a degree in Viticulture and Oenology from Brock University. From New Zealand to Laughing Stock Winery to Desert Hills Winery, she rose through the ranks, showcasing her talent and dedication. Now, as Head Winemaker at Domaine Artema, she crafts exceptional Gamay Noir and Chardonnay, embodying her passion and expertise.