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Hire Jess Ruttan
to plan your trip
Lives in Winnipeg, MB, Canada
About
Jess
Ruttan’s
Custom
Itineraries
Stressing about the details of your next trip? Or maybe you don't even know where to begin? Let me help! I offer custom itineraries tailored to your unique travel style. This means you get a curated list of recommendations that match your budget, preferences, and interests. No more cookie cutter trips--your experience is meant to be unique to you, whether you're an adventure seeker, history buff, food lover, or cultural enthusiast. Ready to travel your own way?
How it
works
Pick a package
Experts offer a few levels of service. Pick the one that fits your needs best.
Place your order
Share your preferences so your expert can plan the perfect itinerary.
Get an itinerary
Your expert will deliver a custom itinerary designed for your trip.
Get to know
Jess Ruttan
ABOUT
Hey there, I'm Jess! I'm a travel content creator currently based in Canada, but have been island hopping in Greece, lived in Seoul for a month, vacationed in Costa Rica, and taken countless round trips across Western Canada. I’m a deep researcher and meticulous planner, it’s how I thrive traveling to multiple countries a year! To me, a perfectly balanced trip includes experiencing a few thoughtfully selected tourist highlights as well as veering off the beaten path to explore like a local. I focus on creating guides and custom itineraries that include: - authentic experiences - local recommendations - mindful tourist attractions - modern yet budget conscious stays My husband and I love to spend most months of the year exploring new countries, but when summer in Canada hits, we love to camp and take road trips across the country. If you need a hand planning an unforgettable trip to Europe, East Asia, Western Canada or Central/South America—let’s connect! I'm here to make sure your next trip is an effortless experience, and one you'll always look back on fondly. NOTE: If you're here via the Thatch app and are interested in booking my services, tap the web icon below to find more information on my Curated Recommendations as well as Custom Itineraries!
LANGUAGES
English (fluent)
FOCUSES & SpecialtIes
Foodie
Budget
Slow Travel
Boutique
Outdoors
Coffee
Wellness
Female Solo
Digital Nomads
Couples
Groups
People & Culture
Art
DESTINATIONS
Seoul, South Korea
Los Angeles, CA, USA
South Korea
Clearwater, FL, USA
USA
Costa Rica
Greece
Seogwipo-si, Jeju-do, South Korea
Chania, Greece
Naxos, Greece
Milos, Greece
Suwon, Gyeonggi-do, South Korea
Winnipeg, MB, Canada
Compare
Packages
Package
Standard
Premium
Delivery
10 days
14 days
Hotel / Airbnb Recs
Digital Map + App
Itinerary Outline
Outline Revision
Detailed Itinerary
Detailed Revision
Booking Service
Starting deposit
$17.50
$37.50
$35/day
$75/day
Common
Questions
Can I book more than one travel creator at the same time?
Yes! In fact, many of our customers book multiple travel creators for help with various aspects of their trip. For example, you can have a consultation call with one creator, but then book another to plan and organize your itinerary.
Is there guarantee in case I am dissatisfied in the service?
Is there a map view of the information I’m given?
Does the Thatch App work offline?
What if I want a revision after I get my service?
How do I get my curated recommendations or itinerary?
Why do I have to create an account to buy these services?
How quick is the turnaround time for my selected service?
How do payments work for Custom Itineraries?
Do Thatch Guides work offline?
Standard
Premium
$35
($35 per day planned)
10 days delivery
Get a high-level, custom itinerary outline with a basic daily plan.
Number of days to plan
High-level itinerary outline
Curated list of bookable hotels or Airbnbs
1 round of revisions for itinerary outline
Custom digital map + app
Detailed custom itinerary
1 round of revisions for detailed itinerary
Hotel and restaurant booking service
Compare Packages