Catering to Solo Women of All Ages: A Q&A With Phyllis Stoller, Founder, Women’s Travel Group

by | Jul 4, 2024

Group of women on tour with Phyllis Stoller, Founder, Women’s Travel Group, on Easter Island

Last updated on July 18th, 2024

Featured image: A group of women tour Easter Island with Phyllis Stoller and The Women’s Travel Group | Photo provided by Women’s Travel Group

Opening women’s eyes to new experiences

by Karen Gershowitz

Phyllis Stoller, founder of The Women’s Travel Group, started her career in corporate banking. In 1992, when she had more vacation time than her husband and wanted to travel, she couldn’t find anyone who wanted to go with her.

She thought, “I can’t be the only woman who’s not interested in dating, who’s a professional, who wants to travel.” That desire to travel with other like-minded women was the start of her business. She went on to say, “There was extreme discrimination in banking, even though I was the high producer in my division. I thought, I’m a good marketer and can market travel especially as I love it.”

Provoking conversations in less-travelled places

In addition to well-established destinations like Mexico, Scotland, and Italy, The Women’s Travel Group offers trips to many off-the-beaten-path locations. Among others, there are trips to Iran, Timbuktu, Saudi Arabia, Qatar, Azerbaijan, Georgia, Armenia, Albania, and Cuba.  “We have the Emirates with Oman coming up, which includes glamping.  We just, added Vietnam, Cambodia, and Bangkok.” And many, many other destinations.

She started with a newsletter that she distributed in places she knew women frequented, like bookstores and women’s hospitals, in fact anywhere that would accept them. Soon after, a regional manager for a travel agency called her and said he thought she was on to something. She worked with him for a while, learning all that she could. The rest she gained over many years of running trips.

Phyllis Stoller of The Women's Travel Group

Phyllis Stoller / Photo provided by Phyllis Stoller

Thirty-two years in, she’s very clear about the experience she wants to deliver to her clients. “My mission is to deliver a tour for women who are truly interested in learning and having fun. Who want to come home with experiences that change them a little bit. Or that open their eyes to what’s going on in the world.”

“I hire speakers who are quite provocative,” Stoller says ”They make the group think and talk.”  Many itineraries include people-to-people experiences with locals, such as meeting a family in Saudi Arabia and hearing the teens talk about their futures, or enjoying an American woman in Palermo, Sicily while she manipulated a vintage black fan to show how women flirted in the past. We also spoke with two Emirati women in Dubai who shared what no one else would about life there. They spoke about the gay community, dating etiquette, and their personal experiences of discrimination.

A group of women in front of Iran's Persepolis

Visiting Iran’s Persepolis with The Women’s Travel Group / Photo provided by The Women’s Travel Group

A group of women in front of the Abu Dhabi Louvre on a Women's Travel Group tour.

Visiting the Abu Dhabi Louvre / Photo provided by The Women’s Travel Group

While first-time visitors want to see the highlights, if you’re in Paris the Eiffel Tower, Arc de Triomphe, and Louvre are must-sees, Stoller includes some less well-known sites, but ones that are important to Parisians.

Groups are small. Typically The Women’s Travel Group has 10 to 15 participants, so no one gets lost in the crowd. The tours include a broad range of women, from novice to experienced travellers.

“I want every type of woman because it makes the group more interesting,” she says. “Different ages, different backgrounds, different colours, different religions.”

Find a women-friendly trip on the Women's Travel Directory

Travel for new solo travellers

Stoller is encouraging and helpful to women who want to travel solo but haven’t yet made the leap. That got me interested in how she calms and encourages fearful travellers. 

“We walk through the trip,” Stoller says. “A major fear is what happens if…?  I explain that other women are going who’ve never travelled before. But the main thing is we are always available on the phone. If your flight is late and you call, we’re going to be there for you.  If you miss your connection, we’re on the phone. If a group is traveling you can call at one in the morning and the phone will be answered. There will be a solution. While you’re on the trip there is a tour manager who is there to help you and she’s there all the time.”

Women's Travel Group Baku, Azerbaijan

Baku, Azerbaijan / Photo provided by The Women’s Travel Group

“I also suggest they start in English speaking countries. It’s not as scary. Especially if you’re a first-time solo traveler. You can read the signs if you get lost,’” Stoller says.

Her tours are not rushed. “The pace of the trip is very important. If we go to an art museum for a guided tour, the guide is smart, knows how to speak well about what you’re seeing, she knows how to answer questions. You spend enough time in front of each picture that you don’t feel as if it was a blur.”

Stoller explained the trips are organized so that participants “learn, have fun, do something interactive and then learn, have fun, do something interactive. “You’re constantly stimulated,” she says. “And you never feel you’re just being talked to. You’re doing something which makes the group gel.”

Recently, Stoller entered into an agreement with a larger travel company that is part of a prestigious affiliation: USTOA. Stoller still has a hand in creating every itinerary, working with tour managers and keeping an eye on every trip. She told me, “Because they’re a large company, their buying power is much better than mine. All the prices have dropped, which is, Wow!”

Last summer I traveled with Stoller’s company to Mexico and the Ixtapan Fitness, Spa, and Yoga Resort.  It was one of the most relaxing trips I’ve ever taken. The other women were interesting, and I made a few friends. It was such a great trip I will be returning there this summer.

To find out more about The Women’s Travel Group, visit the Women’s Travel Directory here.

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Karen has been traveling solo since age seventeen, when she flew to Europe and didn’t return to the US for three years. She got severely bitten by the travel bug and since then has traveled to over ninety countries and has visited all fifty states -- many of them multiple times. In her career as a marketing strategist she traveled the world conducting thousands of meetings, focus groups and interviews. Her skills as an interviewer have persuaded total strangers to talk candidly about the most intimate of subjects, personal bankruptcy, illness and religion. When traveling for pleasure, those same skills helped her to draw out people’s stories. Karen’s first book of travel stories, Travel Mania: Stories of Wanderlust, explores the confluence of travel and life events, and how travel has changed her beliefs and life direction. Wanderlust: Extraordinary People, Quirky Places and Curious Cuisine continues those stories, addressing memorable food, people and places she experienced in her travels.

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