Karen May
She/HerBased in Ponte Vedra Beach, Florida
English
Karen May
Ask me about
My Story
I’m an adventurer at heart, with a lifelong passion for exploring the world. From traveling with my family as a child to curating meaningful journeys as an adult, travel has always been woven into who I am. What excites me most isn’t just seeing new places—it’s truly experiencing them. I love immersing myself in local culture, connecting with people, and uncovering the unique rhythms that make each destination special.
My approach to travel is all about balance and value. I specialize in creating experiences that feel luxurious and restorative without unnecessary overspending—what I like to call “wellness and luxury travel with intention.” Whether it’s a boutique stay, a hidden gem restaurant, or an unforgettable local experience, I focus on delivering the best possible value while still capturing that elevated feel.
I also love designing trips that blend adventure and relaxation. Think exploring beyond the typical tourist paths, discovering authentic experiences, and still having time to unwind and recharge. Travel should feel both exciting and nourishing.
While it’s nearly impossible for me to choose a favorite destination, Italy will always hold a special place in my heart. From the history of Rome to the rolling hills of Tuscany to the breathtaking Amalfi Coast, it offers an incredible mix of scenery, culture, and cuisine—each region with its own distinct charm.
Whether you’re dreaming of a cultural escape, a wellness retreat, or a perfectly balanced getaway, I would love to help you bring your vision to life and create a trip that feels truly unforgettable.
Travel Style
I believe travel should be more than just visiting a destination—it should be about truly experiencing it. My approach is centered around creating meaningful, well-balanced journeys that feel both elevated and attainable. I’m drawn to authentic moments, local culture, and the hidden details that make each place unique.
I don’t believe in one-size-fits-all itineraries or checking off crowded tourist lists. Instead, I focus on thoughtfully curated experiences that blend exploration with ease. I love designing trips that offer a mix of activity and relaxation—whether that’s a day spent discovering charming streets and local gems, followed by time to unwind and soak it all in.
A big part of my travel style is creating a sense of luxury without unnecessary excess. I specialize in finding those “just right” experiences—boutique stays, unique excursions, and wellness-focused moments—that feel elevated while still delivering incredible value.
For me, travel is about feeling inspired, connected, and renewed. My goal is to help create experiences that are personal, enriching, and effortlessly elevated—so every trip leaves a lasting impression long after you return home.
Reviews (4)
Damian M.
travel to Texas
10 days ago
Karen is super knowledgeable, detail-oriented in her planning, and offers great options for differing wants and needs for both your business and/or vacation plans.
Andrew S.
travel to Positano
about 2 months ago
We gave Karen less than 3 weeks to plan our 10-day, multi-stop tour of Italy. Karen knocked it out of the park! She gave me a few options to consider, and I quickly turned most all of the planning over to her. Having never been to Italy, I had no idea where to go, and especially no indication of where to stay. Karen found some of the most majestic and memorable experiences. It is easily the best trip of our lifetimes. We are ready to start working with Karen again on the next experience. Thank you so very much Karen!!
Tiffany H.
travel to St. Augustine
about 2 months ago
Working with Karen was fabulous! She is attentive to detail, responsive, and really helped us book the perfect location in Vilano Beach. Highly recommend!
Buford K.
travel to London
2 months ago
I had a great experience working with Karen May. Her expertise and knowledge of our destination really stood out. She took the time to listen to my preferences, making everything feel personalized. Karen's attention to detail and strong research made the planning process smooth and enjoyable. I'd happily work with her again.
Damian M.
travel to Texas
10 days ago
Karen is super knowledgeable, detail-oriented in her planning, and offers great options for differing wants and needs for both your business and/or vacation plans.
Andrew S.
travel to Positano
about 2 months ago
We gave Karen less than 3 weeks to plan our 10-day, multi-stop tour of Italy. Karen knocked it out of the park! She gave me a few options to consider, and I quickly turned most all of the planning over to her. Having never been to Italy, I had no idea where to go, and especially no indication of where to stay. Karen found some of the most majestic and memorable experiences. It is easily the best trip of our lifetimes. We are ready to start working with Karen again on the next experience. Thank you so very much Karen!!
Tiffany H.
travel to St. Augustine
about 2 months ago
Working with Karen was fabulous! She is attentive to detail, responsive, and really helped us book the perfect location in Vilano Beach. Highly recommend!
Buford K.
travel to London
2 months ago
I had a great experience working with Karen May. Her expertise and knowledge of our destination really stood out. She took the time to listen to my preferences, making everything feel personalized. Karen's attention to detail and strong research made the planning process smooth and enjoyable. I'd happily work with her again.
