Jessica Osaki
She/Her
Based in California
English
Jessica Osaki
Ask me about
My Story
My fascination with travel began with the final page of Condé Nast Traveler. Long before I was navigating the complexities of the global business sector, I was captivated by “The Room with a View”—those evocative images of waking up to a new horizon, both near and far.
I founded Prêt à Voyager to turn those “someday” views into reality for those who value their time as much as their experiences. I understand that for a busy professional or a family planning a milestone, the luxury isn't just the destination—it’s the unforgettable ease of a perfectly executed journey.
Travel Style
Curated. Intentional. Effortless.
My travel philosophy is centered on being the bridge between your dog-eared photos and being "in the know" in the local area. I believe the most rewarding journeys are those that honor your personal history while introducing you to the authentic, hidden pulse of a destination.
I specialize in the intersection of high-level logistics and soulful discovery. Whether it’s securing a private viewing at a gallery or finding the perfect quiet corner in a bustling city, my focus is on removing the friction of planning. I manage the complexities behind the scenes so that your transition from dreaming of a place to truly experiencing it is entirely seamless.
Stay connected
Reviews (11)
18 days ago
Jessica was the best. She made our experience so easy, and everything was just perfect when we arrived.
Julia H.
2 months ago
Jessica was so helpful and truly created the honeymoon of our dreams with great recommendations on the days we had "nothing" planned to make sure we were getting the most out of our trip. The hotels she selected were not only gorgeous, in perfect locations, and easy to access, they were staffed with kind and helpful people who made our stays that much better. When we came upon any snags during the trip she was easily reached and helped solve it so quickly! I will gladly be working with Jessica again in the future to plan any of my next vacations!
Erin M.
3 months ago
Jessica handled everything for us. When I arrived at the resort I actually knew nothing about the where we were staying or really what was happening because Jessica took care of it all for us. It was dreamy.
Andrew O.
4 months ago
We have booked with Jessica before and she is always so great when we do. She’s very responsive and always works with us so that we can have the best experience on our trip. We plan to have Jessica help us every time that we travel.
Kalai T.
5 months ago
Jessica is great travel planner! She listened to our needs and wants and came up with some great ideas. Would definitely work with her again!
18 days ago
Jessica was the best. She made our experience so easy, and everything was just perfect when we arrived.
Julia H.
2 months ago
Jessica was so helpful and truly created the honeymoon of our dreams with great recommendations on the days we had "nothing" planned to make sure we were getting the most out of our trip. The hotels she selected were not only gorgeous, in perfect locations, and easy to access, they were staffed with kind and helpful people who made our stays that much better. When we came upon any snags during the trip she was easily reached and helped solve it so quickly! I will gladly be working with Jessica again in the future to plan any of my next vacations!
Erin M.
3 months ago
Jessica handled everything for us. When I arrived at the resort I actually knew nothing about the where we were staying or really what was happening because Jessica took care of it all for us. It was dreamy.
Andrew O.
4 months ago
We have booked with Jessica before and she is always so great when we do. She’s very responsive and always works with us so that we can have the best experience on our trip. We plan to have Jessica help us every time that we travel.
Travel ideas (1)
All The World’s a Stage - A Theater Kid’s Dream Mother-Daughter Trip to London
Though Shakespeare said all the world’s a stage, he clearly meant that London was the center of it. So, it is impossible to imagine a more perfect stop for a mother-daughter theater vacation, especially when your teen (or tween) is a theater kid. From the vocal arrangements of musical theater to the graceful ballet, there are an endless number of London stages to enjoy. Take a look at these options for a performing arts-focused school break.
All The World’s a Stage - A Theater Kid’s Dream Mother-Daughter Trip to London
Though Shakespeare said all the world’s a stage, he clearly meant that London was the center of it. So, it is impossible to imagine a more perfect stop for a mother-daughter theater vacation, especially when your teen (or tween) is a theater kid. From the vocal arrangements of musical theater to the graceful ballet, there are an endless number of London stages to enjoy. Take a look at these options for a performing arts-focused school break.
All The World’s a Stage - A Theater Kid’s Dream Mother-Daughter Trip to London
Though Shakespeare said all the world’s a stage, he clearly meant that London was the center of it. So, it is impossible to imagine a more perfect stop for a mother-daughter theater vacation, especially when your teen (or tween) is a theater kid. From the vocal arrangements of musical theater to the graceful ballet, there are an endless number of London stages to enjoy. Take a look at these options for a performing arts-focused school break.
All The World’s a Stage - A Theater Kid’s Dream Mother-Daughter Trip to London
Though Shakespeare said all the world’s a stage, he clearly meant that London was the center of it. So, it is impossible to imagine a more perfect stop for a mother-daughter theater vacation, especially when your teen (or tween) is a theater kid. From the vocal arrangements of musical theater to the graceful ballet, there are an endless number of London stages to enjoy. Take a look at these options for a performing arts-focused school break.
Travel photos
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