Ali Gentilini

MEET Ali  

Ali’s appreciation for the world was shaped by her upbringing on the Miami island of Key Biscayne, instilling a lifelong affinity for the ocean and a deep sense of multicultural curiosity. Her career in the international sector began during her time at Discovery Channel Latin America, where she developed a passion for authentic storytelling that naturally connected people and destinations. These experiences cemented her love for travel, and the core belief that exploration, when intentionally designed, serves as a powerful catalyst for transforming perspective.

With deep personal roots in South Florida and her rich Italian heritage, Ali has two major passions, boating and culinary immersion, both of which inform her approach to planning experiences for clients. Ali and her husband frequently travel with their two young daughters, and she understands the critical logistics and detail required to perfect the experience of family and multi-generational travel—ensuring that every journey feels seamless, effortless, and deeply rewarding for all ages.

As a Travel Designer at Craft, Ali brings impressive expertise in various regions including Hawaii, the Caribbean, Italy, Southeast Asia and the South Pacific, most notably Bora Bora. Her portfolio encompasses personalized travel including luxury family and multi-generational trips, custom yacht charters, island retreats and immersive culinary and cultural journeys.