Work outside. Sever others. Have fun!
Get paid to spend your days in nature, share stories, and inspire guests from around the world.
Have a fun, rewarding job—and GROW WITH US!

Why Apply?

At Venture Outdoors, guiding is more than a job—it’s a craft. We offer training with certified instructors, competitive pay, and strong rewards for exceptional guest experiences. If you love spending your days outdoors—not behind a desk—connecting with people and growing your skills through meaningful work, this is the place to grow.

Who Are We?

Venture Outdoors is a small, woman-owned outdoor adventure company offering high-quality, small-group kayak and eco-nature tours throughout Central Florida. We are known for our strong safety culture, thoughtful guest experiences, and guides who combine technical competence, storytelling, and genuine care for people and place.

What We're Looking For?

Do you enjoy serving others? Are you passionate about the outdoors? Are you a hard worker with a positive attitude? Are you a natural leader who inspires confidence? Are you an engaging conversationalist? We’re seeking these qualities—and more—in our applicants for Trip Leaders.

Roles of a Trip Leader

Joining an adventure with a Venture Outdoors Trip Leader is like exploring with a host, educator, and trusted friend all in one. Our Trip Leaders are confident, approachable leaders with a strong sense of hospitality and a passion for sharing meaningful experiences, stories, and knowledge. They create an atmosphere where guests feel safe, welcomed, and connected—to each other and to the places we explore.

Frequently asked questions

Most frequent questions and answers

Trip Leaders are hired as seasonal team members. Their first season typically spans three to six months, beginning with training. Most seasons conclude in October or November, though select Trip Leaders may be scheduled during our winter peak (generally December to May) based on performance and business needs.

Step 1: The Application

After reviewing the job description fill out our simple online form. It takes about 10 minutes.

Step 2: The Interview

If the hiring team chooses to move your application forward, we'll schedule a 15-20 minute live video interview with you. We'll confirm your availability during our peak weeks (especially May through September) and ask a few additional questions to help us get to know you better. Our interviews are lighthearted and we will be cheering for you!

Step 3: The Audition

Our final stage is a trip leading audition. Selected candidates may be invited to participate in a short, skills and trip leading evaluation. This is a supervised, time-limited audition designed to assess leadership, communication, and safety awareness. A flat stipend will be provided for participation.

If you’re offered a position after the audition, you'll be invited to a trip leader training bootcamp. Graduation from the bootcamp is required before entering the field. The length of the training program is dependent on the trips and roles you will be assigned to. You will be compensated for yor time.

Applications are open year-round. We are currently hiring for our summer bioluminescence season, which typically runs from May through September, with additional opportunities depending on performance and business needs.

When a tour request comes in, we review our team calendar and assign the best-fit guides within our booking system. You’ll be asked to confirm whether you can accept the assignment—please respond as soon as possible (ideally within the hour) so we can finalize the booking. Once you accept a tour assignment, you are committed to working that date.

Our compensation is competitive compared to many local operators, with pay rates varying based on tenure and additional roles or responsibilities held. Our tours are also known for being especially engaging and fun. Exceptional guides who deliver outstanding guest experiences often receive generous cash gratuities, along with additional performance-based bonuses and incentives tied to consistency and reliability.