With over 35 years of combined experience in travel and events, we bring precision, creativity, and care to everything we design. Our approach balances thoughtful planning with flexibility, ensuring each experience feels seamless without ever feeling overproduced.

We focus on small group experiences that encourage connection, comfort, and shared discovery. From the flow of each day to the details guests rarely see, we handle the logistics so our travelers can stay present and engaged. We believe the best experiences are those that feel effortless while being anything but accidental.

Project Pineapple’s foundation is built on corporate incentive travel and experiences. This is our core work and where our expertise runs deepest. For years, we have partnered with companies to design incentive programs that reward, inspire, and connect teams through thoughtfully curated travel and live experiences.

Our leisure journeys grew from that same foundation. Over time, guests, clients, and colleagues began asking to join the trips we planned for ourselves. The experiences, the pacing, and the care behind them sparked curiosity and demand. In response, we created a way for individuals to access the same level of intention, hospitality, and design that defines our corporate work.

Across both incentive and leisure travel, we specialize in culturally rich, small group experiences that blend food, place, and human connection. Our itineraries often include immersive local experiences, regional cuisine, time outdoors, and moments of gathering that feel natural and unforced.

We do not plan party trips, rushed itineraries, weddings, or checkbox tourism. Our experiences are designed for those who value depth over volume, quality over quantity, and connection over spectacle. While joy, celebration, and fun are always part of the experience, our focus remains on creating travel that feels grounded, enriching, and genuinely memorable.

The pineapple has long been a symbol of hospitality, generosity, and welcome. In the fifteenth and sixteenth centuries, European explorers encountered the pineapple in the Americas and brought it back as a rare and prized offering. Displayed at grand gatherings, it signaled care, intention, and a deep respect for guests.

That symbolism endures today. The pineapple continues to represent warmth, thoughtfulness, and the idea that no detail has been overlooked. At Project Pineapple, this philosophy guides everything we do. From the way we host to the way we design experiences, our goal is always to create an environment where guests feel welcomed, considered, and genuinely cared for.

The pineapple has long been a symbol of hospitality, generosity, and welcome. In the fifteenth and sixteenth centuries, European explorers encountered the pineapple in the Americas and brought it back as a rare and prized offering. Displayed at grand gatherings, it signaled care, intention, and a deep respect for guests.

That symbolism endures today. The pineapple continues to represent warmth, thoughtfulness, and the idea that no detail has been overlooked. At Project Pineapple, this philosophy guides everything we do. From the way we host to the way we design experiences, our goal is always to create an environment where guests feel welcomed, considered, and genuinely cared for.

At our core, we exist to reignite the joy of exploration and the art of authentic hospitality. We design experiences that help people slow down, engage deeply, and connect more meaningfully with the places they visit and the people they travel alongside.

Through personalized, well crafted journeys, Project Pineapple aims to create experiences that feel both inspiring and grounding. Our goal is simple. To help our guests experience the world with curiosity, comfort, and a sense of belonging.