Lisbon, Portugal
Design Your Good Life Retreat
Reflect. Identify. Create
The Good Life Abroad is partnering with Third Half Advisors™ to bring you a Design Your Good Life retreat in Lisbon, Portugal as part of a two week short stay program, February 2-16, 2027.
The Third Half Advisors™ program takes place over four days during the first week of the The Good Life Abroad experience. This retreat is carefully integrated in, so you’ll have time to enjoy The Good Life Abroad’s community and activities, along with the rich culture of Lisbon, while planning your next life chapter.
Third Half Advisors™ Program
Third Half Advisors™ are specialists in helping people realize their best post-career lives. For seven years, Third Half Advisors has defined the standard in “next steps” planning, enabling over-55-ers to redirect their creativity and energy to build authentic and fulfilling futures.
Are you driven to learn, connect with others, and contribute to your community in new ways?
Are you looking for greater purpose in your days?
Do you finally have the freedom to design the next chapter of your life, but aren’t sure where to begin?
If you answered “yes” to any of these questions, consider joining this Third Half Advisors Design Your Good Life retreat.
You’ll gather with a small group of like-minded travelers exploring what’s driving you right now and what’s possible for your future. Then you’ll use proven methods to design your path forward.
Start living your best life – by design!
Pillars of the Design Your Good Life Retreat
Intimate Group Setting
The small group fosters deep connections, creative inspiration, and thought-partnering as you each design your paths forward - together. Attendance is capped at 15.
Proven Methodology
Guided by a values-based approach and Life Design practices, you’ll gain insights into your goals, expand your options, and commit to meaningful actions.
Immersive Retreat Environment
You’ll step away from life’s daily distractions to reflect and grow in the beautiful Lisbon setting. Half-day programming means your afternoons and evenings are free to relax, reflect, explore, and commune with fellow Third Halfers.
Expert Facilitation
Our experienced coach will guide you through a curriculum tailored to deliver transformative outcomes. Additional one-on-one coaching is also available. You’ll leave the retreat with concrete steps toward your own best next chapter!
Meet Your Coach
Dr. Rachel Bishop, Executive Coach
Dr. Rachel Bishop, a certified Design Your Life (DYL) coach, will guide you on a journey of discovery, imagination, and design. Rachel received her executive coaching certification at Georgetown University and has extensive experience coaching leaders in industry, government, and medicine, and a special interest in helping clients transition from full working lives to purposeful encore careers and new endeavors. She has led Third Half retreats around the United States, using the many tools of THA’s signature Milestone program to help participants plan what’s next. She is also a practicing clinician at Johns Hopkins Medicine, where she runs a leadership coaching program.
Program Schedule
Approximately 9:00am – 1:00pm daily
Day 1: Foundations: orientation, introduction to Life Design, values exercise
Day 2: Discovery: Portfolio Life assessment - past, present, future
Day 3: Imagination: Odyssey Planning - exploring what’s possible using power of design teams
Day 4: Design: Making change, prototyping, next steps, and accountability
Your TGLA Experience
A furnished apartment with a fully stocked kitchen or kitchenette, Wi-Fi, weekly cleanings, utilities and more included.
Local living — apartments in residential areas near transit and local life.
2–3 curated community events per week: walking tours, local meals, happy hours, etc.
Weekly optional excursions or day trips.
Local support via your Community Manager (English speaking).
Personalized recommendations (restaurants, markets, hidden gems).
Travel health/insurance guidance (you are responsible for securing your coverage, but we’ll help you choose).
Your Experience Always Includes
Curated Community Events
Meet other travelers in structured yet optional meetups - perfect whether you want to socialize or have space.
Local Community Manager
A local point person appointed to help you feel grounded, supported, and safely connected.
Cultural Immersion & Independent Time
Scheduled experiences like walking tours and local workshops, balanced with days to explore on your own.
Your Apartment
Chiado Program Site
Upscale Living in the Heart of Historical Chiado
The Design Your Good Life retreat will be taking place out of our Chiado program site. These elevated apartments are located in a cluster of beautifully restored buildings within the same small area, offering a stylish, more boutique stay while keeping you steps from cafés, theaters, viewpoints and shopping.
Expect upgraded interiors, refined furnishings, air-conditioning, sound-insulated windows and fully equipped modern kitchens. Every property is vetted for safety, convenience, and quality, so you can focus on what really matters: exploring the city, building confidence abroad, and enjoying your adventure without worry.
All apartments include:
Premium linens
Elevator
Weekly cleaning
Utilities
Washing machine
Coffee maker
Smart TV
High speed wi-fi
Fully equipped kitchen
1 or 2 Bathrooms
Ready to Design Your Best Life?
We can’t wait to share this adventure with you. If you’re ready to create your best life plan in a stunning destination, here’s how to get started:
Click here to register
Reserve your spot with a $495 deposit.
Complete our intake form and join a Welcome Call with your Program Coordinator to review the neighborhood, apartment options, and what to expect.
Get excited — your Community Manager will reach out with details, resources, and optional buddy meetups before you arrive.
Frequently Asked Questions
The retreat is designed to help you explore your next chapter, offering a blend of personal reflection and collaboration with a team of 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.
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.
Spend some time thinking carefully about what is motivating you to participate. Where are you on your Third Half journey? What aspects of your life are most important to you right now? What is going well? What are you hoping to change? These questions can serve as your launching point when we begin our time together.
Third Half retreats are immersive, growth-oriented experiences! Come prepared to be internally curious, to think deeply and creatively, and to be part of a warm community of people on a growth journey together. You can expect to leave with greater awareness of your current drivers, and a plan for building an authentic and fulfilling next chapter.
Our coaches are available for individual coaching sessions before, during, and after the retreat at an additional cost. You can schedule time directly with them, and we’ll also provide sign-up opportunities during the retreat.
Dress comfortably! Nature settings can help clear the mind and inspire fresh ideas. When possible and weather permitting, we may conduct portions of the retreat outdoors. Please bring appropriate clothing and carry layers that will allow you to move from indoors to outdoors with ease.
Third Half transitions touch all aspects of life, affecting life partners and other significant relationships. Couples have found that exploring this together can be enriching and powerful, in addition to a lot of fun!
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 & Refund Policy.
Reach out to Leighanne@thirdhalfadvisors.com Leighanne will be happy to answer additional questions or arrange a virtual meeting with one of our coaches to help you explore your goals and see if this retreat will serve your needs. We’re excited to meet you!