About Us

Hi, we're Damesly!

Who we are

We’re a boutique tour company specializing in luxury small group tours for creative and professional women. 

Founded by travel maven Kelly Lewis and supported by a team of well-traveled ladies, we’re here to create and support an empowering community of women who work hard and travel often. 

Whether curating a small group luxury tour or planning the perfect private departure, we love what we do and we’re so thankful to lead one of the best travel communities in the world. 

How we started

Damesly started in 2016 as a way of connecting inspiring, hard-working women to each other and the world. For so long group tours seemed to either cater to the elderly, or to college students – we felt left out! 

We knew there were lots of women like us, who were killing it in their careers and making great money – but didn’t necessarily have the time or desire to plan a whole vacation – and who also preferred not to go it alone. 

We’ve since connected thousands of women through the power of travel – and have watched many of them go on to be best friends and even business partners!

connect + explore + discover

Owners & Trip Leaders

Britney & Michael Angulo

Britney and Michael have always believed the best stories come from the road. They spent two and a half years backpacking around the world - collecting stamps, stories, and a few questionable meals along the way.

For them, travel is about laughter, connection, and those unforgettable moments that turn into the stories you’ll tell forever.

These days, they’re raising twin daughters in the Pacific Northwest and are on a mission to help shape a world where women everywhere can journey freely, fearlessly, and fully themselves.

Meet Brit & Mike

Trip leader

Timathea Workman

Timathea is an award winning travel writer and photographer who splits her time between leading group tours, traveling solo, exploring North America in her custom van with her dog, Ollie.

She has explored 56 countries, 6 continents, and all but one of the US states and has been a featured guest and speaker for the Women's Travel Fest, Women in Publishing, Good Morning America, and the Oprah show.

Before her travels, she was a road manager and album cover designer for rock bands, as well as a ghost writer for A-List actors.

Meet Timi

Trip leader

Retha Charette

Retha Charette is an experienced adventure travel expert, storyteller, and outdoor enthusiast who believes the best journeys transform us from the inside out.

A seasoned trip leader and travel agent, she’s explored destinations around the world - from hiking rugged mountain trails to raising a glass in European beer halls.

When she’s not guiding women on unforgettable adventures, you can find her thru-hiking long trails, crafting (sewing, embroidery crochet, etc.), or planning her next wild escape.

Meet Retha

Trip Leader

Pamela Lau

Pamela was born and raised in the Netherlands but spent nearly ten years living in Singapore. She’s at her happiest when she’s meeting new people, enjoying great food, hiking through nature, and discovering new places - preferably all at once. Having visited over 40 countries, she has seen a fair share of the world, yet she believes there’s always more to explore!

Meet Pam

Trip Leader

Krystal Van Veghten

Krystal has a clear philosophy when it comes to travel…the answer is always yes. Do the adventure, meet all the new friends, find the obscure place. YES! A month-long, solo trip to Turkey unleashed her adventuresome spirit and passion to travel as often as she can.

By day, Krystal works as a healthcare technologist. With her free time, she remains firmly committed to seeking out new adventures and saying yes to seeing the world. She thrives on connecting women who want to expand their worldview. She will always and only travel beautifully.

Meet Krystal

Trip Leader

Sil Wong

Sil has spent nearly two decades balancing life in the sky as a flight attendant with 16 years of disaster-relief work around the world, specializing in rescue and logistics across 30 countries. Her background gives her a rare mix of calm, capability, and compassion. Whether she's traveling solo, leading groups, or adventuring with her family. A budding travel and wildlife photographer who genuinely loves exploring new places and cultures, Sil brings warmth, curiosity, and real-world experience to every journey she’s part of.

Meet Sil

Trip Leader

Kelly Lewis

Kelly Lewis is an entrepreneur, speaker and business coach and the founder of Damesly. Raised in Hawaii, she's been to all 7 continents and over 85 countries. She is also the author of the best-selling book "Tell Her She Can't."

Meet Kelly

Trip Leader

Jessica Blaylock

Jessica is a salty traveler with thousands of miles in her boots, often exploring overland by foot. She’s visited 23 countries across 5 continents and often gravitates towards destinations with great scuba diving, healing arts traditions, long walks, and delicious food. 

She is the founder of a healing arts center in Portland Oregon and is a somatic practitioner of over 25 years. She has three nearly grown children and loves exploring the world with, and without, them. 

Meet Jessica