Advisor - Ashley Hennings

Ashley Hennings

She/Her
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  • Based in icon

    Based in San Clemente, California

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    English

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    Trip budgets start at $350/night

Ask me about

Boutique Travel
Food & Wine
California
Portugal

My Story

A West Coast native trying to strike a balance between hot yoga and happy hour, perpetually planning my next travel adventure.

Currently based in the California beach town of San Clemente, but I’ve also lived in Los Angeles, London, San Francisco, New York, the Hudson Valley and Chicago. My love of travel has brought me to most of the United States and over 20 countries worldwide.

Travel Style

My travel style balances the allure of boutique and luxury travel with the thrill of unique, off-the-grid experiences, often with a focus on exploring the local food and wine scene. Whether it's a chic boutique hotel hidden in an urban alley or a peaceful retreat in an untouched natural setting, I love places that have their own story. When it comes to food, I'm there for it all — from high-end culinary delights to authentic street food. Wine is more than just a beverage — it's an exploration of taste and tradition, whether in a historic vineyard or a trendy natural wine bar. For me, traveling isn't just about visiting new places. It's about creating unforgettable stories that are as much about the indulgence and elegance as they are about adventure and discovery.

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Reviews (4)

3 months ago

Ashley was incredibly helpful in planning and booking my trip to Puerto Vallarta! She asked me several questions to better understand they type of vacation I was looking for and then delivered an informative slide deck outlining the key details about three all-inclusive resorts matching my vision. Along the way, she did a great job addressing my questions quickly and helped me decide on a resort that felt right for me and my group. When it came to booking, this was the easiest part, as Ashley handled the hotel for me and my six other friends attending the trip. We all booked our own airfare. While we were at the resort, there were a couple hiccups with the employees and my group having access to one of the lounges, but Ashley was reachable and helped us get everything sorted so we could access the lounge for the rest of our trip. I highly recommend partnering with Ashley on your travels!

over 1 year ago

Ashley once again was amazing in making sure my trip was perfect! I would recommend her to anyone looking for a detailed trip experience.

almost 2 years ago

Ashley was great. Communication was easy and the staff took extra care of us. Ashley arranged for a room upgrade with a balcony and amazing view.

almost 2 years ago

Ashley was extremely accommodating when helping book travel for my trip. She made time to listen to my travel needs and was also amazing at picking out the perfect place to stay based on my itinerary. I plan to use Ashley again in the future as my travel agent.

Travel photos

Picture of sitting area with palm trees, umbrellas and the ocean in the background
An aerial view of The Breakers Palm Beach hotel with the ocean and blue sky in the background
A picture of a beautiful orange sunset at dusk with seven tall palm trees scattered along the beach and a pier in the distance
Picture of Nyhavn Harbor
Picture of Ashley sitting on a boat, wearing a colorful dress with the water and mountain in the background