A Learning & Leadership Experience for Impact Executives
Learning Journeys are an immersive experience to explore a specific social impact issue through the lens of a city for an invitation-only delegation of 30-40 visiting corporate impact and philanthropy leaders.
We collaborate with local program hosts to design a journey that is comprised of about 10-15 stops throughout the city, which typically include a combination of meet-and-greets with local leaders, company and field site visits, social events, and unique experiences.
Most of the delegation joins from out-of-town, and among the many objectives we hope that delegates will learn lessons along the way that they can bring back to their home regions and communities.
In partnership with Liliʻuokalani Trust, join us on our voyage of learning and leadership across Honolulu as we explore the local innovation ecosystem, and examine Community Innovation through a regional and national lens.
THIS EXPERIENCE WILL GIVE YOU THE OPPORTUNITY TO:
Explore.
Engage.
Experience.
Explore innovations that are driving social change through group discussions, interactive workshops, and behind-the-scenes site visits.
Engage industry stakeholders and share best practices and challenges in an intimate, invitation-only setting.
Experience advancing collective wellbeing in the local context of Hawaii and identify pathways to bringing solutions to scale nationally.
Indigenous Leadership &
Community Development
The Honolulu Learning Journey offers a unique opportunity to explore how Indigenous wisdom, cultural stewardship, and community-led innovation are shaping solutions to some of society's most pressing challenges. Through the lens of Hawaiʻi’s communities, participants will discover how local leaders are advancing new approaches to youth opportunity, workforce development, economic mobility, education, health, technology, environmental stewardship, and community resilience.
Hosted in partnership with the Liliʻuokalani Trust on October 13-15, the experience will highlight how Native Hawaiian values and place-based leadership are informing systems-level solutions that strengthen families, communities, and future generations through immersive site visits, candid conversations, and collaborative learning experiences.
More than a learning experience, the journey is designed to spark meaningful relationships, new ideas, and future collaborations. Participants will leave with practical insights and fresh perspectives that can inform their own work while gaining a deeper appreciation for Hawai’i's leadership in advancing community wellbeing, opportunity, and resilience.
Working Agenda
Day 1 – Tuesday, October 13th
12:00pm
Meet the Delegation | Arrivals, Lunch & Networking
Join us for a meet-and-greet lunch where you will have the opportunity to meet with your fellow arriving delegates and get to know each other as the journey begins. We'll kick off with an opening oli (Hawaiian chant) and orientation to cultural protocols as we establish the core premise of the journey: youth thrive when programs are rooted in Indigenous identity, land, and relationships rather than imported models.
1:30pm
Visit #1: Healing the Community | Waikiki Health
Our first visit will immerse us in a frontline look at how culturally grounded, community-based healthcare can address homelessness, behavioral health, HIV care, youth services, and economic instability across Hawai‘i. We will explore integrated care models, hear stories of trust-building with vulnerable populations, and learn how Waikiki Health combines compassion, local partnerships, and preventative care to strengthen long-term community resilience and wellbeing.
3:00pm
Visit #2: Coding Culture and Expanding Opportunity | Purple Mai’a Foundation
A visit to Purple Maiʻa Foundation will give us an inspiring look at how technology, culture, and community empowerment can intersect to create more inclusive futures. We will explore programs advancing digital literacy, AI readiness, entrepreneurship, and culturally grounded STEM education for Native Hawaiian and local communities, while learning how Purple Maiʻa uses innovation, storytelling, and identity-centered learning to expand economic opportunity and strengthen community resilience across Hawai‘i.
4:30pm
Visit #3: Navigating Leadership Through Tradition and Wayfinding | Polynesian Voyaging Society
We will immerse ourselves in the powerful traditions of canoe voyaging, indigenous navigation, and environmental stewardship that have guided Pacific communities for generations. We’ll learn how ancestral wayfinding principles inspire modern leadership, sustainability, teamwork, and resilience while exploring how cultural preservation, education, and deep respect for the natural world can shape a more connected and purpose-driven future.
6:00pm
Visit #4: Dining With Delegates | Dinner & Dialogue
Build lasting relationships with new friends as we celebrate a successful first day!
Day 2 - Wednesday, October 14th
9:15am
Visit #5: Identity and the Spirit of Hawai‘I | ʻIolani Palace
A visit to ʻIolani Palace will offer a powerful exploration of Hawai‘i’s history, cultural identity, and enduring spirit. We will gain insight into the legacy of the Hawaiian Kingdom, the resilience of Native Hawaiian communities, and the importance of cultural preservation, sovereignty, and storytelling in shaping a deeper understanding of leadership, justice, and place.
11:00am
Visit #6: The Dynamics at Play in Hawai‘i | Navigating Government, Corporate & Community Stakeholders
Let’s get a clear picture of the unique social impact landscape in Hawai‘i – where philanthropy, state systems, tourism economies, Native Hawaiian governance, and grassroots leadership intersect. This briefing will outline how youth services operate across overlapping jurisdictions and funding streams, and why well-intentioned outside engagement can unintentionally create harm without cultural grounding.
12:30pm
Visit #7: Growing Hawai‘i’s Future Through Service and Stewardship | Kupu
A visit to Kupu, including a panel discussion with local leaders, will give us a hands-on look at how environmental stewardship, workforce development, and youth empowerment can work together to strengthen communities across Hawai‘i. We will explore innovative conservation and green jobs programs that connect young people to purpose, leadership, and cultural values while learning how Kupu blends service-learning, sustainability, and mālama ʻāina – caring for the land – to create long-term social and environmental impact.
2:30pm
Visit #8: Investing in Hawai‘i Through Community and Collective Impact | Hawaiʻi Community Foundation
A visit to the Foundation will give us an inside look at how one of the state’s leading philanthropic organizations mobilizes funding, partnerships, and local leadership to strengthen communities across Hawai‘i. We will explore innovative approaches to disaster recovery, nonprofit capacity-building, education, housing, and community resilience while learning how place-based philanthropy, cultural understanding, and long-term collaboration can drive lasting social impact statewide.
4:00pm
Visit #9: Creativity as Community Infrastructure in Hawai‘I | Artspace Projects
A visit to Artspace Projects and the Ola Ka ʻIlima Artspace Lofts will show how affordable creative spaces can strengthen culture, economic opportunity, and community resilience. We will explore how artist-centered development supports local creatives, Native Hawaiian cultural expression, and equitable neighborhood revitalization while learning how the arts can serve as a powerful engine for belonging, storytelling, and inclusive community development.
6:00pm
Visit #10: An Evening of Art Culture and Connection | Capitol Modern
A private dining experience at Capitol Modern will give us an exclusive opportunity to experience Hawai‘i’s contemporary art, cultural storytelling, and creative spirit in one of the state’s most distinctive settings. Surrounded by works from local and Native Hawaiian artists, we will enjoy an intimate dinner and conversation exploring identity, history, social change, and the role of the arts in shaping more connected, inspired, and resilient communities.
Day 3 - Thursday, October 15th
9:15am
Visit #11: Cultivating Community Innovation and Hawai‘i’s Future Workforce | Winward Community College
Let’s get a firsthand look at how education, cultural stewardship, and workforce development are shaping Hawai‘i’s next generation of leaders. We will explore innovative programs connecting students to sustainability, Hawaiian studies, entrepreneurship, and community impact while learning how locally rooted education models can create stronger pathways to opportunity, resilience, and long-term economic mobility.
11:00am
Visit #12: Lunch & Roundtable Discussions | Building Hawai‘i’s Future Through Business
A curated lunch and roundtable experience with Hawai‘i business leaders will give us the opportunity to engage directly with local voices shaping the state’s economic future. Through facilitated breakout discussions, we will explore topics including sustainable tourism, workforce development, Native Hawaiian entrepreneurship, climate resilience, technology, and community investment while building authentic connections and exchanging ideas grounded in collaboration, innovation, and shared impact.
1:00pm
Visit #13: Honoring Legacy and Empowering the Next Generation | Liliʻuokalani Center
An afternoon at the new Liliʻuokalani Center will immerse us in a dynamic experience centered on Native Hawaiian youth leadership, creativity, and community healing. Through youth-led tours, hands-on cultural and artistic activities, and conversations with muralists and local artists, we will explore how the Liliʻuokalani Trust is creating spaces where culture, belonging, storytelling, and intergenerational leadership come together to inspire Hawai‘i’s future.
4:00pm
Visit #14: Capstone Discussion | Lili'uokalani Center
This session allows us to integrate everything we have seen – culture, housing, technology, health, art, and workforce – through the strategic leadership of the Liliʻuokalani Trust. Our group will revisit earlier insights with deeper context and identify concrete pathways for partnership that align with community priorities.
5:00pm
Visit #15: VIP Reception | Cocktails & Networking
Our closing luau will bring our delegation together with local VIP leaders to network over drinks and food as we enjoy a fond final farewell to Hawai‘i.
Current & Previous Delegates
FAQs
To take full advantage of the experience, we recommend arriving on October 12th and departing on October 16th.
We have arranged a discounted room block and recommend the group stay there for ease of logistics and transportation. For access to our discounted hotel block, please contact Kayla at: kschoerie@landmarkventures.com
Due to the generosity of our supporters, there is no fee to participate! Delegates are responsible for their own travel and hotel, but all activities in Hawaii are included (meals, VIP receptions, and luxury bus transportation).
Once confirmed, we will follow up with a delegate information form with additional details to prepare for your amazing island experience.
Thank You to our SIS Annual Partners
