Advisor - Ashley Yann

Ashley Yann

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  • Based in icon

    Based in Hawaiian Islands

  • Based in icon

    Trip budgets start at $500/night

Ask me about

Honeymoons/Destination Weddings
Group Travel
Hawai’i
Mexico
Japan
Safari Travel

My Story

I’m based in Hawai‘i and specialize in luxury hotels, boutique resorts, and wellness-focused getaways. I love curating seamless travel experiences that blend relaxation, culture, and a touch of indulgence. My travel has taken me across Japan, Mexico, South Africa, and Europe—always in search of the next incredible property to share with my clients.

My Travel Style

Give me a spa day in Kyoto, a mezcal tasting in Oaxaca, or a sunset sail along the Hawaiian coast—I’m in my happy place. I love blending culture, cuisine, and luxury in every trip I plan. It’s all about feeling good, eating well, and exploring the world with style and soul.

My reviews (4)

13 days ago

Ashley was amazing! She helped us plan our honeymoon to Maui and Lanai within a few weeks. Her recommendations for resorts, experiences, and tips were so appreciated. She definitely knows top tier recommendations and couldn’t be more thankful. We’ll be using her again soon! Thank you, Ashley!

C

10 months ago

Ashley made planning this trip feel effortless. She took the time to understand my travel preferences and made thoughtful recommendations that perfectly matched the kind of experience I was hoping for. Her communication was always clear, professional, friendly, and very timely, which made the whole process smooth and stress-free, which is always important to me but even more so nearing the end of my pregnancy.

Her recommendations truly enhanced my stay. I especially loved the sound bath she suggested. It was not something I would have chosen on my own, but it became one of the most memorable parts of my trip and I would absolutely book it again. Ashley also encouraged me to plan extra time at the private hale after my spa treatments, and I wish I had taken her advice. Next time I certainly will.

I really appreciated how she balanced listening to my preferences with introducing experiences I might not have considered. The result was a trip that felt personalized, elevated, and deeply enjoyable. I have worked with Ashley several times and will definitely work with her again. I highly recommend her for anyone looking for a trusted travel advisor who makes every detail count. Ashley ensures that whatever the occasion is for your travel (even just because) it’s marked with special touches that make the celebration unforgettable.

a year ago

Ashley was wonderful to work with! She listened to our hopes and wishes for this trip and made them all come true! She offered suggestions to make the trip even more than we expected!

J

Jennifer B.

3 years ago

I'm deeply grateful to Ashley for booking this experience for me. She has an incredible gift for seeing/understanding people and what their travel needs are, even when they aren't sure for themselves. At a time in my life when I wasn't sure what I was exactly looking for in a travel experience, she knew exactly how and what to plan and how to support me and my adventure. Her thoughtfulness, intuition, and attention to detail created something truly special.

It was more than just booking a trip, it was about creating and placing me in a nurturing environment and providing an opportunity for growth and renewal that I am so thankful for.

My travel ideas (2)

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