Jessica Osaki
She/Her
Based in California
English
Jessica Osaki
Ask me about
My Story
A California-based globetrotting lover of food, art, and culture. Passionate about crafting unforgettable journeys. From hidden gems to luxury escapes, let me plan your next dream adventure.
Travel Style
Some kids grow up playing house. I played airplane and filled my childhood games with exotic and fanciful locations. Not surprising that I have spent much of my career working in global business and taking my off-work hours to bask in the culture of whatever town I find myself in. Over the years, I have traveled to Hong Kong to New Orleans and most recently Grasse, France. Sometimes for work and sometimes with my family. Always curating along the way lists of favorite places to feast, wander, and celebrate what makes each destination special. I am so excited to share what I have learned on my journeys and help you get ready for your own adventure. Pret a voyager!
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Reviews (10)
Julia H.
8 days 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.
a month 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.
2 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.
3 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!
Jennifer O.
3 months ago
Booking with Jessica was a dream! It truly helps to work with someone who genuinely loves to travel and considers everything; very detail-oriented, she brought up ideas I didn’t consider!
I gave her my preferences and goals for my Japan honeymoon trip and she delivered by giving me a selection of places to choose from. As a result, my husband and I got to stay in a delicious variety of hotels including a spectacular boutique hotel in Kyoto and an Osaka hotel off a major train hub, steps away from famous Dotonbori. We also loved the detailed itinerary, which included all the confirmation numbers and details we booked during our 2.5 week trip. Everything about her was five star, just like the stays we got to enjoy! Thank you so much, Jessica — we look forward to working with her again in the future.
Julia H.
8 days 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.
a month 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.
2 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.
3 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!
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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