Are you ready to plan your next big adventure or start a new chapter in a dream destination? The key to making it a truly fulfilling experience lies in understanding your unique personality—your Enneagram type! Whether you’re looking for a vibrant city, a tranquil retreat, or a place to call home, this checklist will help you match your personality to the perfect destination. Let’s make your travel plans not just a trip, but a journey of self-discovery!

1. Discover Your Enneagram Type

  • Have you figured out which of the nine Enneagram types you are?  If not, take the Enneagram Test.
  • Do you know how your type influences your travel preferences and challenges?
    Example: Are you the organized and value-driven Reformer (Type 1), or the adventurous and outgoing Enthusiast (Type 7)?

2. Choose a Destination That Resonates

  • Does your destination reflect your values and travel style?
    Example: If you’re a Type 2 Helper, community-focused places like Italy or Mexico may feel like home.
  • Does the culture of your chosen destination energize or inspire you?
    Example: Type 4 Individualists may thrive in artistic havens like Paris or Bali.

3. Embrace Cultural Compatibility

  • Does the destination’s traditions and lifestyle align with your personality?
    Example: Type 6 Loyalists will love the close-knit communities of Mediterranean villages, while Type 9 Peacemakers might crave the serenity of a remote beach.
  • Are you drawn to the pace of life there? (Fast and bustling or slow and peaceful?)

4. Prepare for Emotional Challenges

  • Have you thought about how you’ll handle homesickness or feelings of disconnection?
    Example: Helpers (Type 2) might struggle with being away from loved ones but can find comfort in building new relationships.
  • Do you have strategies to stay resilient during the transition?
    Journaling, meditation, or diving into local events can help—find what works best for you!

5. Build Your Social Circle

  • Are there ways to connect with people who share your passions?
    Example: Artistic communities are perfect for Individualists (Type 4), while Enthusiasts (Type 7) will thrive at local festivals.
  • Have you explored social apps or expat groups to make new friends before you arrive?

6. Balance Adventure and Relaxation

  • Does your destination offer both excitement and downtime?
    Example: Achievers (Type 3) may crave fast-paced cities like New York but should also plan for moments to recharge.
  • Can you savor the experience without overbooking your schedule?

7. Practical and Emotional Fit

  • Does your destination offer safety, comfort, and the lifestyle you want?
    Example: Loyalists (Type 6) might prioritize places with good healthcare and a strong sense of community.
  • Are you prepared for the level of spontaneity required, or do you prefer a more structured plan?

8. Immerse Yourself in Local Culture

  • Are you excited to participate in local traditions and customs?
    Example: Type 5 Investigators will love learning about the history and culture of their destination, while Peacemakers (Type 9) will embrace rituals for harmony.
  • Can you balance blending in with staying true to yourself?

9. Create Hybrid Traditions

  • How will you celebrate your own traditions while embracing new ones?
    Example: Achievers (Type 3) can pursue personal milestones, while Helpers (Type 2) might enjoy sharing their own cultural practices with locals.

10. Plan for a Fulfilling Experience

  • Have you researched destinations that match your personality and values?
  • Are you ready to embrace both the joys and challenges of travel or relocation?

Make Every Journey a New Chapter

Traveling isn’t just about seeing new places; it’s about discovering parts of yourself along the way. For women over sixty, this is the perfect time to embrace freedom, follow your dreams, and step into a life filled with joy, connection, and adventure. Use this checklist to design a journey that’s meaningful and uniquely YOU.

Ready to explore? Take the leap, share your dream destinations, and don’t forget to check out the Enneagram Travel Personality Test to find your perfect match. Adventure awaits—you’ve earned it!