Travel Geek Jess takes the guesswork out of planning, from deciding where to go to finding the best hotels and experiences to bring all the details together, so your only job is to enjoy the adventure.
Dreaming of your next escape?
Great trips start with someone who gets how you travel
that fits your trip
Travel Planning
Service Offerings
starts at $50 per stop
Jess will provide personalized hotel recommendations, top experiences, and destination guidance tailored to your travel style. Ideal for travelers who enjoy planning some details themselves but want expert recommendations to get started.
From the right neighborhood to the hotel that’s actually worth it, Jess helps you make confident choices based on your travel style.
Destination Essentials
Expert Hotel & Activity Recommendations
starts at $60 per night
For travelers who want a seamless, fully customized experience, Jess will design your trip from start to finish, including accommodations, daily activities, restaurant reservations and transportation bookings. Perfect for honeymoons, milestone celebrations, multi-city itineraries, and bucket-list adventures.
No two trips look the same. Your itinerary is built around your interests, whether that takes you to European cities, vineyards, golf courses, national parks, or safari.
Custom Journey Design
Full-Service Trip Planning
Pricing based on groups complexity
From destination weddings to group getaways, Jess will simplify the logistics of traveling together by coordinating accommodations, contracting room blocks, and organizing key details for guests to make the experience easier for your group.
More people means more moving pieces. Jess keeps the travel details organized so your group can spend less time coordinating and more time enjoying the trip.
Destination Weddings & Groups
Celebrate Together, Travel Effortlessly
Monica and Justin, France
“Jess was an absolute pleasure to work with for our France trip! As we narrowed down our vision for the trip, she was pivotal in pulling together our thoughts/wishes into a clear travel plan to maximize the vacation and minimize the ‘what do I do next?’”
“She turned our ideas into a clear travel plan”
Amanda and Mike, Seychelles
“Jess created an amazing itinerary for us! Having her take care of all of the logistics was a huge task taken off our plates.”
“The perfect blend of relaxation and adventure”
Camille and Justin, Canada
“Banff was a bucket list trip for us and Jess was able to recommend the best hotels for our itinerary. Plus we were able to get hotel credits and free perks with our stay including a free bottle of wine!”
“She recommended the best hotels for our itinerary”
Ready to start planning your next adventure?
Pack your bags and enjoy your trip! Jess will remain a resource throughout your travels should you need support along the way.
Travel
4
The details will be refined until everything feels just right. Before departure, you’ll receive your organized itinerary along with helpful destination information, travel guidance, and tips for a smooth trip.
Prepare
3
Once you’re ready to move forward, Jess will curate personalized hotel, destination, and activity recommendations based on your vision.
Design
2
Complete the travel intake form, then you will meet with Jess for 30 minutes to talk through your travel style, priorities, budget, and vision for your trip.
Connect
1
From your first idea to the moment you return home, Travel Geek Jess will guide you through every step to make planning your trip feel seamless.
Seamless
Travel made
The Process
A few of the places and experiences behind her recommendations.
From Jess’ camera roll
Jess combines her background in accounting and project management with a love of exploring the world to create seamless, personalized trips from start to finish.
Jess is a Chicago-based travel advisor who’s always loved two things: planning and travel. Travel Geek Jess was born from bringing those passions together.
your unforgettable trips
The geek behind
Meet Jess
Jess is always taking notes on the hotels, restaurants, neighborhoods, and experiences She'd recommend to her clients.
She believes life is too short for ordinary vacations. The best trips are built around your interests, travel style, and the experiences you’ll remember long after you’re home.
Whether it’s a new city, a national park, a championship golf course, or an African safari, Jess loves experiencing destinations firsthand and bringing what she learns back to her clients.
Jess doesn’t just plan it. She lives it.
Skip hours of searching through endless hotels, reviews, and recommendations. Jess helps narrow down the options based on what matters most to you, so you can focus on making unforgettable memories.
Save time and
enjoy your trip
You have a dedicated travel advisor who knows you and your trip. Jess combines firsthand travel experience, industry expertise, trusted local partners, and client feedback to guide your trip from your first idea until you return home.
A real expert in your corner
No two travelers are the same. Your trip should reflect your preferences, priorities, budget, and travel style.
Personalized recommendations
Why work with Travel Geek Jess?
Jess can’t wait to start planning your trip!
Take a moment to fill out the below contact form, and Jess will get back to you within 48 hours.
