Alesha Dawson, Island Travel Group

Last updated: 9:05 AM ET, Tue October 28, 2025

Alesha Dawson

Alesha Dawson. (Photo Credit: Alesha Dawson)

Bio

Alesha Dawson is a mom of two and a travel advisor who turned a passion into a thriving business. She started with no clients, just a love for planning meaningful trips. In the past three years, I’ve grown my business through word-of-mouth and loyal referrals, reaching over $1 million in travel sales. She specializes in honeymoons, family vacations, and destination weddings, and I loves helping others create unforgettable memories.

Balancing business and motherhood has been her most rewarding challenge.

Living in a small town of just 5,000 people, Dawson has made it a priority to use her travel business to give back in meaningful ways. This year, she donated travel vouchers and a travel gift package to a local benefit for a young boy who is bravely battling a brain tumor. The event raised awareness and funds to support his medical expenses, and she was honored to contribute in a way that brought hope and support to his family. Dawson also donated a similar package for a friend facing lung cancer, helping raise funds for treatment and care.

Giving back through her business allows her to stay connected to her community and reminds me that travel can serve a purpose far beyond vacations—it can be a source of light during life’s hardest moments.

One of my most outstanding qualities is the personal connection I build with each client. As a mom of two and a full-time travel advisor, she understands the importance of thoughtful planning, attention to detail, and trust.

Dawson is 36 years old.

"Being named to the Travel Industry’s 40 Under 40 is an incredible honor and a deeply meaningful recognition of the dedication and commitment I’ve poured into my business and clients over the past decade," said Dawson. "It signifies that the hard work, passion, and perseverance I’ve invested throughout my 20s-30s have truly paid off."

"This acknowledgment is not only a reflection of my personal achievements but also of the positive impact I’ve been able to make on others—something I value above all else," she added. "It’s a humbling milestone that fuels my drive to keep growing, innovating, and striving for excellence in everything I do."

Industry References

"I’ve had the pleasure of working alongside Alesha and have witnessed firsthand the incredible dedication, professionalism, and heart she brings to her role as a travel advisor," said Nikki Setterdahl. "In just a few short years, Alesha has grown her business to an impressive $1.2 million in annual travel sales—consistently, for four consecutive years. What’s even more inspiring is how she’s built this success from the ground up, with no initial client base, relying solely on word-of-mouth and her ability to connect meaningfully with people."

"Alesha isn’t just an expert at planning unforgettable vacations—she’s a leader, a problem solver, and someone who goes above and beyond for her clients and her community," added Setterdahl. "She’s donated her time and travel resources to support local families facing health crises."

"She exemplifies everything this recognition stands for: innovation, heart, impact, and drive. I can’t think of anyone more deserving."

"Alesha Dawson goes above and beyond in every way," added client Roy Douglas. "What started as a simple travel inquiry quickly turned into a lasting connection—she was once a stranger and is now someone I consider family. Her attention to detail, genuine care, and commitment to making each trip perfect are unmatched."

"She’s not just a travel advisor—she’s someone who truly impacts lives. I can’t recommend her highly enough," said Douglas.


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