Midlife and Longevity
with Drs. Ingrid Yang, MD, JD and Jessica Shepherd MD, MBA
August 20-23, 2027 (Thurs-Sun)
Four Seasons Resort Lana’i
Join us for this 4-day, 3-night retreat in the beautiful, secluded island of Lana’i, guided by physician and women’s health expert, Jessica Shepherd M.D. M.B.A., and physician and longevity specialist Ingrid Yang, J.D., M.D., C-IAYT, E-RYT-500.
Midlife is not a pause – it is a powerful invitation to realign, restore and rise. Set against the oceanfront Four Seasons Resort Lanai, this experience is a powerful invitation to listen more deeply to your body, clarify your priorities and intentionally design the next chapter of your life – with vitality, clarity and purpose. You will gain the tools, insight and confidence to make lasting changes – gently, sustainably and in alignment with your body. Midlife is not something to endure – it is something to honour, shape and reclaim.
Our retreat will include…
- Round-trip charter flights between Honolulu (HNL) and Lana’i Airport
- Round-trip ground transportation to and from Four Seasons Lana’i
- One 60-minute massage at the Four Seasons spa
- Daily breakfast and dinner at resort restaurants
- Welcome reception dinner
- Gift bags
- Women’s health and longevity educational talks with Dr. Ingrid Yang and Dr. Jessica Shepherd
- Strength training session with Dr. Shepherd
- Holotropic breathwork class with Dr. Yang
- Movement, restorative yoga, and reiki with Dr. Yang
- Embodiment session with Caroline Joseph Reese
- Meditation under stars with Caroline
- Observatory experience with Caroline
- Visit to Sensei gardens
- Sunset group and individual photoshoot
- Access to spa facilities
Charter plane transfer
To and from island of Lana’i from HNL
Midlife Education
with Dr. Jessica Sheperd and Dr. Ingrid Yang
Wellness Activities
60-min massage + private wellness sessions
About your retreat leaders
Dr. Jessica Shepherd works with women to address the full picture. She understands that perimenopause and menopause deserve better than stigma and half-answers. This transition becomes a stage of confidence rather than confusion. Dr. Shepherd has worked hard to build a community around thriving, not just surviving, where you feel vibrant, supported, and genuinely understood.
Dr. Ingrid Yang has spent her career asking questions most doctors don’t have time for. Why some people age well, what the research actually says, and what each patient specifically needs to thrive. She brings rare analytical depth to her approach to longevity, weaving together clinical medicine and wellness in a way that few physicians are trained to do. The result is care that treats the body and the life around it as inseparabl, and people who finally feel like the whole picture is being taken seriously.
Your Itinerary
