109: Travel Without People Pleasing, How to Hold Boundaries on Any Trip | Intentional Travel Series Ep 4

Intentional travel isn’t just about where you go or what you do, it’s also about how you protect your energy along the way.

In this episode of Transform With Travel, Kelly dives deep into the one thing most travelers forget to plan for boundaries. Whether you’re heading on a girls’ getaway, a multi-generational family trip, a solo retreat, or a wellness focused adventure, boundaries are the secret to making sure your trip actually supports your intention instead of derailing it.

From navigating group dynamics to avoiding resentment, from staying aligned with your wellness goals to practicing solo travel safety, Kelly breaks down practical, compassionate ways to communicate what you need and honor your intention without guilt.

Inside this episode:

• How to set boundaries with friend groups, family, and travel partners
• Why every group trip needs a clear leader and shared responsibilities
• How to avoid resentment by defining what you will and won’t take on
• The power of color coding activities for family travel fairness
• Solo travel boundaries around safety, comfort, and confidence
• How to practice solo travel at home to build your independence muscle
• Wellness travel boundaries like alcohol free trips or digital detoxing
• How to communicate your goals to your group so you feel supported
• Why honoring your intention prevents burnout, people pleasing, and regret

If you’ve ever come home from a vacation feeling drained, frustrated, or like you never got what you needed from the trip, this episode will help you change that story for good.

📍 Watch the full Intentional Travel Planning Series for a step-by-step guide to creating trips that inspire growth, healing, and joy.

We talk about:

• 00:00 Welcome + What This Series Covers  
• 01:00 Why Boundaries Matter in Intentional Travel
• 02:00 Group Travel Boundaries and Choosing Who Comes With You
• 03:00 How to Share Planning Responsibilities Without Resentment
• 04:00 Expense Splitting, Chores, and Group Harmony
• 05:00 Multi Generational Travel and Color Coding Activities
• 06:00 Solo Travel Boundaries, Safety, and Building Confidence
• 07:00 Practicing Solo Travel Before Your Trip
• 07:40 Boutique Hotels, Retreats, and Supportive Solo Options
• 08:00 Wellness Travel Boundaries, Alcohol Free Trips, and Digital Detoxes
• 09:00 Letting Your Group In on Your Goals so They Can Support You
• 09:40 What’s Coming Next in the Intentional Travel Series

Resources & Links:

• Ready for your next adventure? Click here to view our Trip Planning Packages & 2025 Pricing: https://transform-with-travel.captivate.fm/packages 

Connect with me

• Follow the Podcast on IG: http://www.instagram.com/transformwithtravel   
• Follow Kelly Tolliday on IG: http://www.instagram.com/kelly.tolliday 
• Transform With Travel Website: https://www.transformwithtravel.co