ZipRecruiter

Log In

1

Trek Travel Jobs (NOW HIRING)

Trek Travel

Director of Technology

Madison, WI · On-site

Trek Travel provides global cycling, hiking, and walking vacations of a lifetime with the goal of helping more people actively explore and experience the world. We are looking for a Director of ...

Trek Travel

Director of Technology

Madison, WI · On-site

Trek Travel provides global cycling, hiking, and walking vacations of a lifetime with the goal of helping more people actively explore and experience the world. We are looking for a Director of ...

Trek Travel

Director of Technology

Madison, WI · On-site

$150 - $200/hr

Trek Travel provides global cycling, hiking, and walking vacationsofa lifetime with the goal of helping more people actively explore and experience the world. We are looking for a Director of ...

Trek Travel

Travel Tour Guide

Madison, WI · On-site +1

Trek Travel is an Equal Employment Opportunity ("EEO") Employer and Service Provider. Trek Travel strictly prohibits discrimination on the basis of race, color, creed, religion, gender, gender ...

Trek Travel

Travel Tour Guide

Madison, WI · Remote

Trek Travel is an Equal Employment Opportunity ("EEO") Employer and Service Provider. Trek Travel strictly prohibits discrimination on the basis of race, color, creed, religion, gender, gender ...

Trek Travel

Travel Tour Guide

Madison, WI · Remote

Trek Travel is an Equal Employment Opportunity ("EEO") Employer and Service Provider. Trek Travel strictly prohibits discrimination on the basis of race, color, creed, religion, gender, gender ...

buildOn Inc.

Trek Director

Stamford, CT · On-site

$85K - $95K/yr

Up to 50% travel both in the US and to buildOn partner countries Salary: $85,000-$95,000 buildOn is ... The Trek Director leads buildOn's immersive international service-learning program - Trek. buildOn ...

buildOn

Trek Director

Bronx, NY · On-site

$85K - $95K/yr

Up to 50% travel both in the US and to buildOn partner countries Hours/FLSA: Full Time/Exempt Schedule: Monday - Friday, Weekends for Trek Events Salary: $85,000 -$95,000 Interested applicants must ...

buildOn

Trek Director

Bronx, NY · On-site

$85K - $95K/yr

Up to 50% travel both in the US and to buildOn partner countries Hours/FLSA: Full Time/Exempt Schedule: Monday - Friday, Weekends for Trek Events Salary: $85,000 -$95,000 Interested applicants must ...

buildOn, Inc.

Trek Director

Manhattan, NY · On-site

$80 - $100/hr

Up to 50% travel both in the US and to buildOn partner countries Hours/FLSA: Full Time/Exempt Schedule: Monday - Friday, Weekends for Trek Events Salary: $85,000 -$95,000 Interested applicants must ...

Trek Bicycle

Production Tech

Lees Summit, MO · On-site

$19 - $22/hr

Potential for paid travel to other US based Trek Stores What you'll bring to the team * Self-motivation, a positive, team-focused mentality, plus a willingness to pitch in on any task * Fantastic ...

Trek Bicycle

Production Technician

Salt Lake City, UT · On-site

$15K/mo

Potential for paid travel to other US based Trek Stores What you'll bring to the team * Self-motivation, a positive, team-focused mentality, plus a willingness to pitch in on any task * Fantastic ...

Trek Bicycle

Production Tech- Full Time

Portland, OR · On-site

$15K/mo

Potential for paid travel to other US based Trek Stores What you'll bring to the team * Self-motivation, a positive, team-focused mentality, plus a willingness to pitch in on any task * Fantastic ...

Trek Bicycle

Production Technician

Easton, PA · On-site

$15K/mo

Potential for paid travel to other US based Trek Stores What you'll bring to the team * Self-motivation, a positive, team-focused mentality, plus a willingness to pitch in on any task * Fantastic ...

Trek Bicycle

Production Technician

West Chester, OH · On-site

$15K/mo

Potential for paid travel to other US based Trek Stores What you'll bring to the team * Self-motivation, a positive, team-focused mentality, plus a willingness to pitch in on any task * Fantastic ...

next page

Showing results 1-20

All JobsTravel JobsTrek Travel Jobs

Trek Travel information

See salary details

$31K

$76.3K

$133.5K

How much do trek travel jobs pay per year?

As of Sep 7, 2026, the average yearly pay for trek travel in the United States is $76,311.00, according to ZipRecruiter salary data. Most workers in this role earn between $52,000.00 and $101,500.00 per year, depending on experience, location, and employer.

What is a Trek Travel guide?

A Trek Travel guide is a professional who leads and manages cycling tours and adventure trips organized by Trek Travel, a company specializing in bike vacations around the world. These guides are responsible for ensuring guests have a safe, enjoyable, and memorable experience, handling logistics, providing local insights, and offering mechanical support for bikes. They are skilled in customer service, cycling, and often have knowledge of the regions where the tours take place. Trek Travel guides also handle unexpected situations and make sure all aspects of the trip run smoothly.

What are the key skills and qualifications needed to thrive as a Trek Travel guide?

To thrive as a Trek Travel Guide, you need strong leadership, customer service, and logistical planning skills, typically supported by experience in hospitality or travel and a valid driver’s license. Proficiency with GPS navigation devices, itinerary management software, and basic bike maintenance tools is often required. Exceptional interpersonal communication, adaptability, and problem-solving abilities help you deliver memorable guest experiences and handle challenges on the road. These skills are crucial for ensuring guest satisfaction, trip safety, and smooth operations throughout each travel adventure.

What are some common challenges faced by Trek Travel guides during multi-day cycling tours, and how are they typically addressed?

Trek Travel guides often encounter challenges such as unpredictable weather, varying rider abilities, and maintaining guest safety and satisfaction throughout the tour. Guides are trained to adapt routes and schedules quickly, provide mechanical support, and foster a welcoming group atmosphere. Effective communication and teamwork are essential, as guides work closely with co-guides and local partners to ensure each trip runs smoothly and guests have a memorable experience.

What is the difference between Trek Travel vs Bike Tour Guide?

AspectTrek TravelBike Tour Guide
CredentialsTravel certifications, cycling experienceCycling certifications, tour guiding experience
Work EnvironmentOrganized group travel, cycling toursOn-site and on-route guiding, outdoor settings
Industry UsageTravel agencies, cycling tour companiesTour companies, outdoor recreation
Search & Comparison IntentTravel planning, cycling toursTour guiding, outdoor activities

While Trek Travel focuses on organizing cycling vacations and travel experiences, Bike Tour Guides are responsible for leading cycling tours, providing safety instructions, and engaging participants during outdoor rides. Both roles require cycling skills and customer service, but Trek Travel emphasizes travel logistics, whereas Bike Tour Guides focus on on-the-ground tour execution.

Is Trek Travel a good company to work for?

Trek Travel is a company that offers cycling tours and related employment opportunities. Employees often highlight a positive work environment, opportunities for travel, and a focus on customer service, though experiences can vary by role and location.
More about Trek Travel jobs

What cities are hiring for Trek Travel jobs?

Cities with the most Trek Travel job openings:

What states have the most Trek Travel jobs?

States with the most job openings for Trek Travel jobs include:

What job categories do people searching Trek Travel jobs look for?

The top searched job categories for Trek Travel jobs are:

Trek Travel jobs near you
Infographic showing various Trek Travel job openings in the United States as of August 2026, with employment types broken down into 1% Locum Tenens, 1% As Needed, 71% Full Time, 10% Part Time, and 17% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $76,311 per year, or $36.7 per hour.

Director of Technology

Trek Travel

Madison, WI • On-site

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 18 days ago

Job description

Trek Travel provides global cycling, hiking, and walking vacations of a lifetime with the goal of helping more people actively explore and experience the world. We are looking for a Director of Technology to lead our technology team and shape how technology powers the way we design, sell, and deliver world-class bike and hiking trips. The ideal candidate is both a strong people leader and a practical technologist - someone who can inspire a team, build trusted relationships across departments, and implement modern systems and AI tools that fit seamlessly into our business. This is a full-time, exempt position based at our Madison, Wisconsin office, with a hybrid schedule and regular in-office presence expected. This position reports directly to the President of Trek Travel.
POSITION RESPONSIBILITIES INCLUDE, BUT NOT LIMITED TO:
Leadership & Team Development
  • Lead, mentor, and develop the technology team, including hiring, goal setting, performance management, and career development across IT, ecommerce, and development staff.
  • Provide support, training, and guidance to internal and external technology users, assessing computing needs and system requirements.

Strategy & Roadmap
  • Translate company vision into an enterprise systems strategy and multi-year technology roadmap, partnering with department heads and senior leadership to align technology with operational and strategic goals.
  • Lead planning and execution of company-wide technology initiatives, including project management, change management, and staff training across departments.
Systems, Infrastructure & AI
  • Own the architecture and integrations connecting our booking, ecommerce, ERP, CRM, and financial systems, including performance, reliability, and upgrades of core business systems and the Microsoft Power Platform environment.
  • Lead the ecommerce and software development functions, setting technical direction and quality standards for the team.
  • Develop and execute Trek Travel's AI strategy and governance standards, identifying high-impact opportunities to improve workflows and productivity while safeguarding data privacy and security.
  • Own the company's reporting data model, serving as steward of a single source of truth for business metrics.

Security & Compliance
  • Own the information security program, including risk management, endpoint protection, access controls, MFA, patching, and least-privilege reviews.
  • Ensure cybersecurity and regulatory compliance across guest booking and payment systems (PCI-DSS, GDPR, state privacy laws), including annual assessments, penetration testing, and remediation.
  • Deliver ongoing security awareness training and maintain a tested incident response and disaster recovery plan.

Budget & Vendor Management
  • Oversee the technology department budget and manage vendor, consultant, and SaaS relationships across the full lifecycle - from selection and negotiation to renewal and performance review.

WHAT ELSE WE'D LIKE TO SEE FROM YOU:
  • Bachelor's degree and 8+ years of progressive technology experience, including 3+ years leading and developing technical teams.
  • Deep technical experience across IT management, programming, ERP systems, database administration and security, and web/application development.
  • A practical, hands-on technologist with strong technical architecture instincts and a well-rounded background across development, data, security, infrastructure, ecommerce, CRM, and ERP.
  • Excellent communication and analytical skills, with a solution-oriented, "how can I help" attitude and strong troubleshooting instincts.
  • Values hospitality and customer service, with an interest in the active travel industry a plus.

TREK TRAVEL OFFERS:
  • A fast-paced, casual, motivating, and fun company culture where initiative and pro-activity are highly valued.
  • Medical, dental, and vision insurance
  • Flexible Spending Accounts (FSA)
  • Short- and long-term disability and life insurance
  • Paid parental leave
  • 401(k) with company match
  • Generous PTO, paid holidays, and volunteer time off
  • Rewards for sustainable commuting
  • Employee and outdoor industry discounts

At Trek Travel, we think outside the box, continuously improve, encourage feedback, and give it all we got, all the time, no exceptions. If you have what it takes to join our team and the desire to help shape Trek Travel's future, we wish you the best of luck and look forward to your application!

Apply