Goal Digger Retreats

Join Cyndi for an EPIC four-day game changing retreat. Our annual goal digger retreats have become the hottest ticket in the travel industry for serious travel entrepreneurs that want to continue up leveling and scaling growth year over year. It’s a weekend hosted in a gorgeous destination, filled with collaboration, connection, community with like-minded travel entrepreneurs. It’ relaxing and fun, with an emphasis on scaling your travel business beyond your wildest dreams. You will leave inspired, get clarity on your goals, and learn how to take your travel business to an entire new level.

During the retreat you will learn what is new in the industry, and how the marketplace has changed since the last retreat. Learn the latest updates in optimizing social media, and the latest high-converting marketing techniques. Learn how to continue to position yourself as an expert, create marketing strategies to attract your ideal clients, and how to grow your client base. While at the retreat, there will be multiple opportunities to create marketing collateral to use in your future marketing efforts. You will have time to create travel videos, room tours, and marketing vignettes that will engage your on-line audiences. We will also spend time goal planning, discussing mindset and breakthroughs, and giving you the insider tips on how to supersize your travel business. All of this, and there will be more fun surprises too!

Immerse yourself in luxury while learning tangible skills and strategies to skyrocket your business. Apply now for your chance to attend this exclusive event.

Each Goal Digger Event Includes:

  • Amazing content & learning: what’s changed & what you need to know now to thrive
  • Learn to market & make money from all your personal travel: starting with this retreat
  • Networking opportunities with like-minded advisors and agency owners
  • Meet & interact with Cyndi & her team
  • Goal & action planning: motivation, training & steps to get into & stay in action
  • Accommodations (Double occupancy.  Single rooms & companion rates available for an additional fee)
  • Some meals
  • Unique experiences
  • Mini-photo shoot so you get new headshots to use in future marketing
  • Special gift from Cyndi 

*Limited space, apply early

Note: Goal Digger Events begin at 4pm local time on the first day, and end at 1pm local time on the 4th day. Please arrange flights accordingly.  Extra hotel nights available at discounted group rates.

2021 Goal Digger in Jamaica:

Dates: April 21 – 24, 2021

Mastermind Graduates receive $500 off

See hi-lights from our last
Goal Digger Retreat

2022 Goal Digger at Disney World:

Dates: Sept 13 – 16, 2022 

Mastermind Graduates receive $500 off

See hi-lights from our last
Disney Goal Digger Retreat!

Do You Have a Calling to Travel?

If you’re feeling the call to travel and turn your wanderlust into a viable, portable, profitable, abundant travel business there is a reason you found your way to this page.  I have helped hundreds of people successfully transition into making travel their new way of life. I’ve been honored to support the launch of over 100+ unique travel brands, and I specialize in helping clients map their businesses to 6+ figures and beyond.  No longer tied to stressful, structured jobs my clients enjoy the freedom of traveling as much as they want while running their travel businesses from anywhere in the world. I invite you to start your journey by taking my free masterclass today.

join the free masterclass!

Learn the simple systems our clients use to create wildly successful, portable, profitable, travel businesses in record time. In our new masterclass you’ll discover:


  • Simple and effective ways to launch your travel brand
  • How to attract your first clients
  • Avoid common pitfalls new travel agents make that cost them thousands of dollars
  • The keys to monetizing your travel business
  • How to position yourself as an expert in hot travel niches that sell
  • Take advantage of top travel perks and discounts while you travel the world on vacation