Wear to Work: Rebecca Garland

November 05, 2019

Wear to Work: Rebecca Garland

As a women owned business, Cabana Life is passionate about supporting fellow females in the workspace. We are so excited to introduce you to our new “Wear to Work” series that highlights inspiring women in business styling our dresses for the office. These women are taking over the business world, one stylish dress at a time.

Rebecca Garland is the founder and CEO of Fit & Fly, a company that hosts fitness and wellness retreats curated for women. We are so excited to highlight her and all of her experiences!

What led you to this career?

I was a practicing attorney for over 10 years when I began attending women's fitness and wellness retreats. I noticed that many of the retreats I came across were based in one set location, but I wanted to travel to different places each time! I was sitting on the beach in Tulum during one retreat when it occurred to me that I could start a business hosting traveling retreats around the world. I founded Fit & Fly while still practicing law and grew my passions for travel and wellness into my career! 

What's a normal day at the office look like?

If I'm not traveling to scout or host a retreat, I'm working at home. A normal day at the office is spent with my Golden Retriever by my side while I answer emails and take calls.

What did you want to be when you grew up?

I wanted to be a novelist. I did write a novel 10 years ago, but I've never tried to publish it. Maybe I'll still be a novelist one day! 

What’s a work-related accomplishment that you’re really proud of?

Travel + Leisure magazine named Fit & Fly one of "10 female-focused travel companies to know." I was incredibly proud that a magazine I respect so much would place us in such great company! 

What’s the best career advice you were ever given?

Take the leap. 

What’s your go-to productivity trick?

To-do lists are my go-to productivity trick. The best way for me to accomplish something is to place it on paper - and then mark it off as completed.

What motivates you?

I'm motivated by my ultimate goal: creating experiences for our retreat guests that empower them to travel, to pursue adventure, to create meaningful and lasting friendships, and above all, to take care of themselves mind, body, and spirit.

How do you define success?

I define success by the happiness of our retreat guests. It means the world to me when a guest tells me that a retreat led her to make a big change in her life.

What does living the Cabana Life mean to you?

Fit & Fly chases the sun all year, so you'll find us in locations like Spain in June, Argentina in November, or Costa Rica in January! Along with chasing the sun comes protecting ourselves from the sun - and doing so in a fun and fashionable way. This epitomizes living the Cabana Life!

Is there anything else you would like us to include?

Fit & Fly hosts fitness, wellness, and cultural retreats for women in locations around the world. We've hosted retreats in locations such as Mykonos, Bali, Morocco, Ibiza, Tulum, Uruguay, and the French Riviera. You can find us online at www.fitandflygirl.com or on Instagram at @fitandflygirl.

Prepare for Your Next Meeting with a Cabana Life Fall Dress! Nothing says confident like a new dress. Both in and out of the office, we’ve got you covered. Browse the Fall Collection to find the perfect style for you.