Travel Advisor

Jessica Osaki

She/Her

Expertise

Food & Wine,
Family Travel,
Europe,
Mexico,
Sustainable,
Boutique

Based in

California

Languages spoken

English

Travel Advisor

Jessica Osaki

Profile details

About

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.

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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!

Jessica's travel guides & trip reports

Guide

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,...

Favorite hotels

Hôtel Lancaster Paris Champs Elysées

An exquisite Parisian gem, blending historic charm with refined luxury, offering sumptuous accommodations, personalized service and a prime location near the iconic Champs-Élysées for a truly elegant stay in the City of Light.

The St. Regis Venice

Featuring idyllic views of the Grand Canal, this ultra-luxe Venetian-style hotel features beautifully appointed rooms plus a bar and two restaurants.

Fora Perks

★
$100 hotel / resort credit.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

Four Seasons Resort Bora Bora

Enjoy five-star luxury at the Four Seasons Resort in Bora Bora with overwater bungalows suites, an infinity pool, a tennis court and four on-site restaurants.

Fora Perks

★
When you book Four Seasons through Fora, you will enjoy exclusive Four Seasons Preferred Partner benefits. Your advisor will be pleased to give you more details.

San Clemente Palace Kempinski Venice

High-end hotel with luxe rooms located on a private island.

Fora Perks

★
$100 food / beverage credit.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

Stanly Ranch, Auberge Resorts Collection

Experience the epitome of wine country luxury at Stanly Ranch in Napa, where vineyard views and exceptional hospitality create an unforgettable retreat.

Fora Perks

★
$100 hotel / resort credit.
★
Breakfast daily.
★
Upgrade & extended check-in/out whenever possible.

Jessica's reviews

I cannot recommend Jessica enough for helping us plan our multi-generational family trip to Hong Kong and Taiwan. She was absolutely amazing throughout the entire process, negotiating with hotels on our behalf and ensuring that everything went smoothly. Our family of six had such a seamless experience thanks to her attention to detail and thoughtful planning. The hotels she selected were perfect for our needs — comfort, convenience, fun and luxury all rolled into one. Working with Jessica was a breeze, and I’d happily book another trip with her in the future. She truly made our travel experience memorable!

Christina H.
Booked travel to Hong Kong and Taiwan
April 2025

I really enjoyed working with Jessica. She was very responsive and quick to get things handled for me. She took the time to understand what I was looking for in a quick getaway and totally nailed it with Stanly ranch.

Houston H.
Booked travel to California
February 2025

Jessica is a great job finding a perfect hotel for my trip. The room was spacious and the location ideal. I can’t wait to book with Jessica again.

Justus H.
Booked travel to California
January 2025

Get in touch with Jessica

Reach out to customize and book your own experience. Or, just to chat about travel in general.

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