Our retreats are designed to help you explore your next chapter, offering a blend of personal reflection, coaching, and connection with like-minded individuals navigating similar transitions. You’ll leave with greater clarity, inspiration, and actionable steps toward your “third half” of life.

Our participants come from diverse professional backgrounds, often successful in their primary careers and now seeking purpose, balance, or new ventures. You’ll find a supportive community of people eager to explore what’s next, whether that’s lifelong learning, giving back, new hobbies, or meaningful relationships.

We may ask you to complete a brief reflection exercise or assessment (such as the Clifton Strengths Assessment) ahead of time to help you get the most out of your experience. Details will be shared upon registration.

Retreats typically last 4 days, with daily sessions running throughout the day until dinner - and we also dine together. We balance structured activities with downtime to relax, reflect, or explore the local area.

The next retreat will be held in Nantucket, MA, offering a serene oceanside retreat. Accommodations are either at a B&B, hotels, or the hosts house, and meals will be provided.

The fee includes all sessions, materials, coaching, assesments and meals. Travel costs, accommodations, optional special activities and alcohol consumption fees are additional.

Our retreats are designed for individual exploration, but if you’re interested in bringing a partner or friend, let us know—we may have options depending on the retreat.

Yes! Our coaches are available for individual sessions before and after the retreat. You can schedule time directly with them, or we’ll provide sign-up opportunities during the retreat.

Expect a mix of guided workshops, interactive discussions, personal reflection time, and plenty of opportunities to connect with others. Our sessions cover themes like purpose, portfolio life, and navigating life transitions with impact and intention.

We recommend comfortable clothing for workshops, casual attire for downtime, resort casual for evening meals and any personal items that help you relax (journals, books, etc.). If there are specific activities like hiking, yoga, or dinners, we’ll provide a detailed packing list closer to the event.

We’re happy to accommodate dietary preferences and other special needs. Please let us know in advance, and we’ll do our best to ensure your comfort.

We encourage continued connections through our Third Half community, which includes follow-up virtual sessions, networking events, and optional membership opportunities to stay engaged and supported.

We understand that plans can change. Here is our cancellation policy:

• Up to 90 days before the retreat: a full refund of the registration fee, minus a $400 service fee

• Within 90 days of the retreat start date: no refund is available

• We highly suggest you acquire travel insurance

Feel free to reach out to Leighanne@thirdhalfadvisors.com and she will be happy to assist you with any additional questions!