A Tractor-Trailer Truck Driver drives large commercial vehicles such as tractor-trailers, semi-trucks, or big rigs. Responsibilities typically include transporting cargo across long distances, sometimes over the course of multiple days. They may work for trucking companies, freight carriers, logistics, or shipping companies.
Do you have an Alaska CDL with a Passenger Endorsement ? Can you safely drive a trolley while making a bus full of strangers laugh, learn something new, and leave Anchorage loving Alaska a little more than when they arrived? Perfect. We should talk! Anchorage Trolley Tours is looking for energetic, reliable, safety-minded CDL Driver Guides to join our Trolley Crew for the 2027 season! We aren't just transportation. Our red trolleys are part sightseeing tour, part history lesson, part comedy show, and a whole lot of Alaska hospitality. Every season, we welcome visitors from around the world and get the opportunity to show them the city we call home. As a Driver Guide, you're the experience. You'll be behind the wheel, behind the microphone, and responsible for turning a trolley full of visitors into a trolley full of happy guests.
WHAT YOU'LL ACTUALLY DO
Drive the Trolley Safely operate one of our trolleys through Anchorage while following company procedures, traffic laws, and CDL safety requirements. Tell the Anchorage Story Deliver our guided sightseeing tour while sharing Anchorage's history, wildlife, culture, landmarks, and plenty of great Alaska stories along the way. Entertain Your Guests We're looking for personalities! You'll interact with people from all over the world, answer questions, tell stories, make people laugh, and help create the kind of vacation memories they'll talk about when they get home. Be an Alaska Ambassador For many of our guests, you may be one of the first Alaskans they really get to know. We want them to leave thinking, "THAT was awesome." Take Care of Your Trolley Complete required pre-trip and post-trip inspections, keep your vehicle clean and guest-ready, and communicate any maintenance or safety concerns. Keep the Show Moving Our tours run on a schedule. You'll help us depart on time, safely load and unload guests, and keep your tour running smoothly. Be Part of the Crew Tourism gets BUSY. We work together, communicate, help each other out, solve problems, and occasionally survive the day with Reindeer Hotdogs
LOL. YOU MIGHT BE OUR PERSON
IF...
You:
Hold a valid Alaska CDL with Passenger Endorsement Meet the licensing requirements necessary to operate our passenger vehicles Have a strong commitment to safe driving Are dependable and actually show up when you're scheduled Are comfortable speaking in front of groups Enjoy meeting new people Can be professional without being boring Can keep your cool when downtown Anchorage gets a little chaotic Are willing to learn our tour, our stories, and our way of doing things Can take feedback and work as part of a team Care about giving guests an AMAZING experience Are comfortable assisting guests with boarding and exiting the trolley Are available during our primary season of May 1•October 1, 2027 Tour guide experience is awesome, but personality, reliability, and a willingness to learn go a LONG way. ❤
WHY ANCHORAGE TROLLEY?
Because sitting behind a desk all summer sounds terrible. Instead, you get to: Spend your summer showing off Anchorage Meet people from literally all over the world Get paid to tell stories and entertain people Drive one of the most recognizable vehicles Work with a team that doesn't take itself too seriously Learn a ridiculous amount about Anchorage and Alaska ❤ Be part of someone's vacation — sometimes the trip they've been planning for YEARS At Anchorage Trolley Tours, we believe: "It's your vacation, and we're proud to be a part of it." Our Driver Guides are a huge part of making that promise real.
THE DETAILS
Starting Pay:
$22•$25/hour
Positions Available:
Full-Time Part-Time Seasonal Season:
May 1•October 1, 2027 Training starts April 1 thru May 1
Benefit:
Employee discounts at local businesses
Location:
Anchorage, Alaska — in person
OKAY, BUT WHAT'S IN IT FOR YOU?
Besides getting to drive a giant red trolley around Anchorage... which is objectively pretty cool. Starting at $22/hour Depending on the position and season, our Driver Guides may also have opportunities for: Tips from guests Full-time summer hours Opportunities for additional hours during our busiest weeks Paid training to learn the Anchorage Trolley Way Opportunities to grow into Senior Driver Guide, Trainer, or Operations roles Employee discounts • Team events, food, and MORE!!!! And unlike a lot of seasonal Alaska jobs, you're not stuck doing the exact same thing in the exact same place every day. One tour might have a family from Texas. The next has a couple from Australia. Then suddenly you've got 25 cruise passengers who have approximately 847 questions about moose. Every trolley is different.
WHAT A DAY ACTUALLY LOOKS LIKE
Clock in → check your trolley → grab your mic → load up your guests →
SHOW OFF ANCHORAGE.
You'll drive one of our sightseeing routes while telling stories about Anchorage's history, wildlife, earthquakes, aviation, local culture, and everything that makes this place our home! You'll answer questions. You'll make people laugh. And you'll help create a part of someone's Alaska vacation that they actually remember. Then you'll pull back in, unload your happy humans, reset your trolley... and do it again. ❤
WE CARE WAY MORE ABOUT
THIS... We can teach you about our tour. We can teach you the stories. We can teach you how we do things at Anchorage Trolley. We can't teach you to give a damn. We're looking for people who: ✓ Show up when they say they're going to show up✓ Take safety seriously✓ Actually like talking to people✓ Can laugh and have fun at work✓ Take feedback without falling apart✓ Help their teammates when things get crazy✓ Understand that tourists sometimes ask ridiculous questions — and deserve a kind answer every time! It's their first time, your 100000000 time but it's our memory so lets make it magical! •)✓ Want to be REALLY good at what they do If that's you, we want you on our trolley.
BEFORE YOU
APPLY... We need to know a few things. 1. Do you currently have an Alaska CDL with a Passenger Endorsement? Tell us what class and endorsements you currently hold. 2. Why do you want to join the Anchorage Trolley Team? Seriously. We want to know. 3. What is your best Bad joke, or story only something you think you could use on the tour? 4. Are you available to work between May 1 and October 1, 2027? Tell us about any known scheduling limitations. 5. And most importantly...
HOW DO YOU FEEL ABOUT BREAKFAST BURRITOS?
Yah we are truly curious…
READY TO CLIMB ABOARD?
If you're safe behind the wheel, great with people, dependable, and think spending the summer showing thousands of visitors why Anchorage is one of the coolest cities in the world sounds like a pretty great job... We want to hear from you. Come spend the 2027 season with the Anchorage Trolley Crew.
OKAY, BUT WHAT'S IN IT FOR YOU?
Besides getting to drive a giant red trolley around Anchorage... which is objectively pretty cool. Starting at $22/hour Depending on the position and season, our Driver Guides may also have opportunities for: Tips from guests Full-time summer hours Opportunities for additional hours during our busiest weeks Paid training to learn the Anchorage Trolley Way Opportunities to grow into Senior Driver Guide, Trainer, or Operations roles Employee discounts • Team events, food, and MORE!!!! And unlike a lot of seasonal Alaska jobs, you're not stuck doing the exact same thing in the exact same place every day. One tour might have a family from Texas. The next has a couple from Australia. Then suddenly you've got 25 cruise passengers who have approximately 847 questions about moose. Every trolley is different.
WHAT A DAY ACTUALLY LOOKS LIKE
Clock in → check your trolley → grab your mic → load up your guests →
SHOW OFF ANCHORAGE.
You'll drive one of our sightseeing routes while telling stories about Anchorage's history, wildlife, earthquakes, aviation, local culture, and everything that makes this place our home! You'll answer questions. You'll make people laugh. And you'll help create a part of someone's Alaska vacation that they actually remember. Then you'll pull back in, unload your happy humans, reset your trolley... and do it again. ❤
WE CARE WAY MORE ABOUT
THIS... We can teach you about our tour. We can teach you the stories. We can teach you how we do things at Anchorage Trolley. We can't teach you to give a damn. We're looking for people who: ✓ Show up when they say they're going to show up✓ Take safety seriously✓ Actually like talking to people✓ Can laugh and have fun at work✓ Take feedback without falling apart✓ Help their teammates when things get crazy✓ Understand that tourists sometimes ask ridiculous questions — and deserve a kind answer every time! It's their first time, your 100000000 time but it's our memory so lets make it magical! •)✓ Want to be REALLY good at what they do If that's you, we want you on our trolley. Join our dynamic team as a CDL Driver Guide, operating a trolley to provide memorable and informative tours around the vibrant city. This role combines safe, professional driving with engaging customer interaction, ensuring visitors enjoy a seamless and enriching experience. As a key ambassador for our brand, you'll showcase your driving expertise while sharing the city's rich history and attractions with enthusiastic guests. If you thrive in lively environments and love connecting with people, this is your perfect opportunity to shine! Safely operate a trolley vehicle, adhering to all traffic laws and safety regulations. Guide passengers through scenic routes, providing engaging commentary about local landmarks and history. Load and unload passengers efficiently while maintaining a friendly and professional demeanor. Conduct routine safety inspections of the trolley before each shift to ensure optimal operation. Manage route schedules, ensuring timely departures and arrivals for all tours. Assist passengers with boarding, seating arrangements, and any special needs or requests. Maintain cleanliness and basic maintenance of the trolley to ensure a pleasant environment for guests. Valid Commercial Driver's License (CDL) with appropriate endorsements for passenger transport. Minimum Class C alaskan Proven truck driving or commercial driving experience, especially with passenger vehicles or trolley operations. Strong route driving skills with a focus on safety, punctuality, and customer service excellence. Physical ability to assist passengers and perform routine vehicle inspections. Join us in delivering unforgettable city tours that captivate visitors while showcasing your driving expertise! We value energetic team players who are passionate about providing exceptional customer experiences and ensuring safety at every turn.
Job Types:
Full-time, Part-time, Temporary Pay:
$22.00•$25.00 per hour
Benefits:
Employee discount Application Question(s): Alaska CDL w/ Passenger Endorsement Why do you wanna join the Anchorage Trolley Team? Do you own a car? If Yes, What kind is it? How do you feel about breakfast Burritos? Share us your full opinion •) Are you available to work from May 1st•October 1st 2026
