Who we are

At our core, we are explorers—fueled by curiosity, guided by authenticity, and driven by the desire to experience the world as travelers, not tourists. Welcome to a journey with Project Pineapple. We don't just plan trips; we craft unforgettable experiences that go beyond the ordinary, immersing you in the heart of the culture, adventure, and beauty of every destination.

With over 35 years of combined experience in travel and events, we bring expertise, precision, and a deep passion for creating unforgettable journeys.

  • Nevada, USA

  • Rome, Italy

  • San Jose Del Cabo, Mexico

  • Montana, USA

  • Maui, Hawaii

  • South Dakota, USA

  • Tuscany, Italy

  • Florence, Italy

  • Idaho, USA

Our Story

Project Pineapple was founded by Ashley Glade and Michelle Elliott. They were introduced in the beautiful Bahamas, where a chance meeting revealed their shared passion for productivity and delivering the best guest experience possible. From the very beginning, it was clear that both Ashley and Michelle had a deep love for travel and a commitment to creating memorable experiences that went beyond the ordinary.

As they explored new places and navigated different cultures, they quickly realized how aligned they were—not just in their approach to travel, but in their dedication to making every trip as seamless and special as possible. Their shared vision and passion for adventure became the foundation of Project Pineapple.