From Corporate Ladders to Custom Journeys – Conversation with Sylvia Silks

Sylvia Silks was born in Bogotรก, Colombia, and moved to the United States when she was about five years old. She grew up in West Broward, Florida, and later studied at Florida Atlantic University. After graduate school in Connecticut, she spent fifteen years between Connecticut, New York, and Atlanta before returning to Miami.

Her move back was prompted by her relationship: โ€œI met my husband who was living in Miamiโ€ฆ when our relationship got serious, he said, โ€˜If you, you know, for us to be together, youโ€™d have to come back here.โ€™โ€ She described seeing the city change in recent years: โ€œItโ€™s grown so muchโ€ฆ the food sceneโ€™s gotten betterโ€ฆ people are more open because theyโ€™re coming from all over and looking for community.โ€

Leaving Linear Success

After nearly two decades in corporate roles across spirits, consumer goods, and hospitality, Silks began to question her trajectory. โ€œAbout fifteen years into my careerโ€ฆ I wanted something a little bit more creative,โ€ she said. A work trip to Egypt made her reconsider her priorities: โ€œI knew that I just wasnโ€™t happy chasing this ladder for what? For money, for titles.โ€

The turning point came while climbing Mount Kilimanjaro. โ€œLast year we were climbing Mount Kilimanjaroโ€ฆ this is not what I want to do anymoreโ€ฆ I came back from climbing that mountain. The next month, I started my business.โ€

Clients Seeking Balance

Her company, Soul Kiss Escapes, focuses on women who appear accomplished but feel disconnected. Silks observes a pattern: โ€œWeโ€™re living so much in our masculineโ€ฆ your day is programmed out from the moment you wake up to the moment you go to bed.โ€

She advises creating unstructured time: โ€œDonโ€™t plan out your day so much. Leave room to breatheโ€ฆ If itโ€™s not calling to you that day, cancel it.โ€ Her own routine includes โ€œone thing I canโ€™t miss in the dayโ€ฆ going to yoga. Itโ€™s my one hour.โ€

Practical Travel and Wardrobe

Silksโ€™ early work travel meant long days in heels: โ€œI always wanted to look great wherever I wentโ€ฆ I would be walking trade shows, killing my feet.โ€ Later she chose comfort: โ€œI can still beโ€ฆ fashionable, but in flats and itโ€™s okay that Iโ€™m short.โ€

Her packing method relies on utility: โ€œI love a good dress that I can just put a jacket over or a scarfโ€ฆ It doesnโ€™t take up that much room in your luggage.โ€

Her recurring accessory is the hat: โ€œI have a thing for hatsโ€ฆ my husband always tells me, โ€˜Thatโ€™s your brand.โ€™โ€

Transformation by Design

Silks defines transformative travel as โ€œwherever youโ€™re being called to, letting go of your phone.โ€ She suggests limited social media use during trips: โ€œWhen youโ€™re out and about having lunch, look aroundโ€ฆ Try to do activities that are connecting you with the local community.โ€

Direct interaction with locals, she said, changes the experience: โ€œThose people open up your experienceโ€ฆ They recommend the places to go for dinnerโ€ฆ even the hikes.โ€

To tailor such experiences, she builds relationships with property owners through Virtuoso Travel Week: โ€œThis would be great for this personโ€ฆ I know the perfect place for youโ€ฆ theyโ€™re going to treat you more personally than if youโ€™re booking through.โ€

Solo or Group Journeys

Silks believes both solo and group travel have value. โ€œOn a solo journeyโ€ฆ the only person youโ€™re really listening to all the time is yourself,โ€ she said. Shared experiences also create community: โ€œWhen you meet othersโ€ฆ you are open to connection and community.โ€

She recalled an unexpected friendship on a trip: โ€œI was partnered with a 23-year-old man from Australiaโ€ฆ he really helped me recognize that I have strength and not to shy away.โ€

Boundaries and Family

As a founder, stepmother, and traveler, Silks sets clear limits on her time. โ€œI can be very selfish, and I think thatโ€™s okayโ€ฆ my family canโ€™t get the best of me if I donโ€™t get those moments to reset.โ€

With age, this has become easier: โ€œBefore in my 30s it wasโ€ฆ more difficult, but now that Iโ€™m in my late 40sโ€ฆ I need so much sleep. I need this. I need that.โ€

The Shoes

The podcast closed with a discussion of a single object that holds meaning for her: โ€œThese are my first pair of expensive shoesโ€ฆ I bought them for my weddingโ€ฆ The thing I love about them the most is how comfortable they are.โ€ The pairโ€”five-inch Jimmy Choo pumpsโ€”symbolizes balance between confidence and function.

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