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A curated 2-4 day opportunity to reconnect with yourself through wandering, creating or learning. Personalized to you and your goals. Travel solo or with others.

 

Perfect for those:

  • Craving space to reconnect with yourself or others.
  • Navigating a transition or milestone.
  • Wanting to explore a city authentically, beyond tourist spots.
  • Who appreciate thoughtful guidance but value independence.
  • Ready to invest in meaningful experiences.

 

What you'll gain:

  • Renewed perspective.
  • Connection with yourself and your surroundings.
  • Fresh inspiration from local gems and real experiences.
  • Takeaways for ongoing self-care that fits your life.
  • Stories and memories that stay with you.

 

Available for experiences in: Asheville, Alexandria, Atlanta, Birmingham, Boston, Burlington, Charleston, Chicago, Greenville, Los Angeles, New Orleans, NYC, San Francisco and DC.

 

What makes an On Leave experience special? It's crafted just for you. No cookie-cutter itineraries here. We take time to understand your story, then curate personally meaningful experiences.

 

Total investment (including fee + activities) typically ranges from $2-5k per person, based on your preferred budget.

Signature Weekend

$599.00Price
    • Discovery Call: A coaching-style conversation to explore your goals and ideal self-care style
    • Destination Matching: Finding the perfect location and neighborhood for your journey
    • Personalized Itinerary: Thoughtfully crafted with local partners who help you feel seen, valued and cared for. As one client shared, "Looking at my custom itinerary each morning felt like a warm hug."
    • Complete Logistics: We handle all bookings - hotels, meals, experiences - so you can simply show up and immerse yourself
    • Unpacking Call: Post-journey reflection to identify key takeaways
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