Vaera Journeys



September 2019 Cuba

Cuba is hypnotic - from the sultry, seductive streets of Old Havana, to the crystal-clear Caribbean waters, the Music,Art & Dance literally pouring from the streets.It’s a country unlike any other, and one that sits almost preserved in time. Imagine yourself standing on the historic malecon as a parade of vintage, colorful 1950s American cars sweep by. Tuck into heavenly cuisine at one of the many local paladares - private restaurants created right in people’s homes, or sweat it out dancing salsa until the sun comes up. Cuba, and Havana in particular, is captivating, and we couldn’t be more excited to share the journey with you.


Upcoming Retreats:

Can't make this one? Be sure to always check back for our next retreat.

See what you missed...

Playa del Carmen is arguably the more sophisticated older sibling to Cancun. This one-time fishing village about an hour south of Cancun, along the coast of the Caribbean Sea, is now one of the hottest destinations in Mexico, popular with a young and sexy, jet-setting crowd.

The beauty of Puerto Vallarta is that it offers the best of both worlds: beautiful beaches, but also an authentic, Mexican flair, which is shown off to the fullest extent in the city's Centro and Zona Romantica neighborhoods.


Take a look back at our inaugural retreat, held in Playa del Carmen, Mexico!


Check out our add-on for a private photoshoot. Book a private slot with Jessica to take your professional business headshots. Private shoots start at $100 and yield 10 professional-quality photos.


2019 Featured SpeakerS


Elena Ollick

Join us in Spring 2019 with Elena Ollick, a serial entrepreneur and owner/founder of several online businesses and magazines, like Daily Mom (, and Every Avenue Life (  Elena will lead three Mastermind Sessions during our retreat, as well as offer one-on-one coaching tailored to each woman’s Purpose Project. A serial entrepreneur, Elena began her first business at age 16. Focused on amassing as much knowledge as possible, not afraid of failure, she has since owned numerous businesses over the last 15 years, some of which are still active today, some that were successfully sold and others that became learning experiences.  


  • entrepreneurship

  • marketing

  • photography

  • social media

  • blogging

  • video production

  • tax/legal/financial aspects of business start ups


Andrea Valeria

Meet Andrea Valeria. Andrea was one of the very first attendees to come on a Vaera Journey. We were captured by her absolute passion for life, thirst for travel, and unstoppable energy to create and drive her Digital Nomad lifestyle. When we were thinking of who the perfect speaker for a trip to Cuba would be, only one name came to mind.

A former TV news reporter, Andrea took a risk and transitioned her side hustle into her dream job of full-time travel vlogging (video blogging) an living as a digital nomad.



What’s Included

Breakfast daily, and either lunch or dinner daily
All activities
Three Mastermind Sessions, plus all workshops and one-on-one coaching
Transportation to and from airport/activities

What’s Not Included

Mandatory Travel Insurance
Incidental Expenses
Alcohol (unless specifically noted)




Stay tuned for more information on our Fall 2019 retreat