Skip to main content

Guide Stories: The Best Photo of North America

One of our guides, Jonathan Hershberger who captured the winning photo in North America in 2022, shared a brief story about the creation of this enchanting image, which may serve as inspiration for your photography!

The fall season of our Bryce to Zion trips had just begun. With record-high temperature’s in the forecast, my co-guide Sarah & I were thinking about how best to create experiences of a lifetime for our guests. Each day presented us with a different challenge. Our tour starts in Boulder, Utah, and begins with an amazing ride on the Burr Trail. Imagine sheer red rock cliffs, petrified sand dunes, views that go on for days, and more cyclists than cars.

Our home for the first night of the trip is the Boulder Mountain Lodge, a cute & quaint hotel. What sets this hotel apart is the restaurant, Hell’s Backbone Grill & Farm. Hell’s Backbone Grill & Farm has won numerous awards & recognitions ranging from receiving Zagat’s highest rating in Utah to multiple semifinalists & finalists for the James Beard Award. In 2022 they were a semifinalist in the “Oustanding Restaurant” category.

A lone cyclist rides through a red rock valley in Utah

On day 2 of the trip we depart Boulder for our second stop of the trip Bryce, Utah. With temperatures slated to rise well over 100* F, my co-guide & I decided to stock up on extra ice & depart early. Today’s ride is fantastic as we weave along a stunning section of road called, Hogsback Ridge. The ridge features stunning views in every direction & is a highlight for our guests.

We reached our first stop in Escalante as the temps were climbing. It was here we decided to modify our route. Instead of stopping for lunch & finishing the ride in the heat of the day, we gave the guests the option to cycle Hogsback Ridge in reverse & then have lunch. The guests all enthusiastically went for option B. After topping up on water & snacks, we returned the way they came.

This was the first time I had done Hogsback Ridge in the opposite direction. The views did not disappoint. The guests loved being able to get the miles in before the temperatures became too extreme. It was here that I was able to snap the photo that won best North American Picture 2022 for Trek Travel.

Our mission is to “Create experiences of a lifetime, provide exceptional hospitality, have fun, and inspire a passion for cycling and travel.” If you are thinking of traveling with us in 2023, know that we are constantly looking to create those experiences of a lifetime for you on every trip. Oh, and the temperatures finally dropped the next day in Bryce. We had a fabulous remainder of the trip. Who knows, maybe the opportunity for the guides to modify your day to give you the best experience may also help to win a photo award too.

Here’s to traveling in 2023. So where will you travel with us?

Hershy,
Trek Travel Guide Since 2005

Thank you Hershy for sharing this story! Find your next adventure in North America this year.

Photo Guide of Kentucky Bourbon Country

Three cyclists ride across iron bridge

Bluegrass. Bourbon. Horse Country. Experience the understated beauty of Kentucky Bourbon Country in this day-by-day photo guide taken by our talented guest, Bob Joy.


Day 1: Ride the Legacy Trail and explore downtown Lexington:
Take your first pedal strokes through horse country on the Legacy Trail Bike Path. You’ll wind your way past the Kentucky Horse Park and into rolling fields of beautiful horse farms. Your ride ends at Evans Orchard Cider Mill, where you’ll shuttle back to Lexington to walk around downtown to do some exploring before joining your group in the bar at Lockbox for a fun social hour and dinner.

Bike Tour in Kentucky

Day 2: Tour MeadowCreek Farm and enjoy a tour and bourbon tasting at Limestone Branch Distillery:
Start your day at MeadowCreek Farm, just outside the town of Lebanon. The farm is home to several impeccably pedigreed horses with impressive wins on their resumes and you will have the chance for some up-close views of these amazing creatures! After the tour, your guides will shuttle you to Limestone Branch Distillery. Ride a loop through the hills around Lebanon on quiet country roads before enjoying a tasty picnic lunch. After lunch, you’ll get a guided tour of the distillery and a bourbon tasting.

Bike Tour in Kentucky's Bourbon Country

Day 3: Explore Shaker Village and take a guided hayride tour:
Today you’ll explore the many offerings of the Shaker Village area. The morning’s ride will take you northwest, on roads through open farmland in the Salt River watershed. Upon your return to the village, the rest of the afternoon is yours to spend as you like. Choose to ride a bit more, to the small town of Burgin, or set out on a hike through the Preserve which features over 30 miles of trail through native prairies, woodlands, fields, and canebrakes. Or you may opt to take one of the many tours offered daily to learn about the Shakers who lived here around the turn of the nineteenth century. In the late afternoon, you will join your travel companions for a drink and narrated hayride, which will introduce you to the rich history of the village.

Bourbon Trail Bike Trip

Day 4: Ride to Versailles, visit Woodford Reserve, and arrive at the Kentucky Castle:
Ride alongside the Kentucky River and through several of its tributary drainages on the morning ride as you cross unique bridges and pass through forests and small farms. When you arrive in downtown Versailles, you’ll have a number of fresh and delicious lunch options to choose from. Then hop back on your bike for a short ride to Woodford Reserve Distillery, one of Kentucky’s oldest and most highly acclaimed distilleries.

Bourbon Tasting in Kentucky

Day 5: Tour Castle & Key Distillery, enjoy lunch overlooking Glenn’s Creek, and toast your week at the Kentucky Castle
You’ll start your day riding your way to Castle & Key, a small boutique distillery that has recently undergone a careful restoration. The distillery was built in In 1887 by legendary distiller Colonel Edmund Haynes Taylor, Jr. and features a castle, a classical springhouse, and sunken gardens. On a guided walk through the property, you’ll learn about the owners’ from-scratch process of distilling spirits. Enjoy a tasting of their craft then head just down the road to The Stave for lunch. Here, a menu of modern twists on favorite Kentucky dishes awaits while you relax on the patio that overlooks Glenn’s Creek.

Cycling Tour in Kentucky

Day 6: Cycle past the immaculate grounds of the Keeneland Race Track:
Enjoy one final spin through the green pastures of the storied grounds of the Keeneland Race Track, listed on the National Register of Historic Places and once voted the #1 thoroughbred racetrack in North America.

Kentucky Bourbon Trail Bike Tour

Many thanks to our guest, Bob Joy, for contributing the photos for this post!

See the the Kentucky Bourbon Country trip

Show Me

Cross Country USA: Lynn Jennings’s Final Dispatch

The Final Dispatch

Now it is winter. From the kitchen table where I am writing, snow covers the perennial and vegetable gardens and the apple tree’s graceful limbs are sketched against the pale gray sky. I see fox tracks wandering down to the horse chestnut tree. Birds are busy at the sunflower feeders and the four-sided suet cage attracts downy woodpeckers and both red-breasted and white-breasted nuthatches. Cavorting chickadees are everywhere. The birds splotches of color are pleasing in the monochromatic wash of our habitat.

The notion of pedaling a bike amidst 97 degrees and punishing headwinds through Badlands NP seems so distantly foreign. But it really did happen!

21 cyclists plus 5 guides, have them move from place to place in concert every day and oh, by the way, ride a bike for 3800+ miles over hill and dale no matter the weather? It’s a social experiment bar none. Better than that it was the human condition showing itself in every kind of encounter. With eyes wide open I observed how my fellow P2P’ers and I handled fatigue, heat, rain, wind, 16 century/century+ days, a different bed every night, bicycle malfunctions, laundry obligations, gut grief, saddle sores, humdrum paltry breakfasts at too many Holiday Inn Express lodgings and muling luggage to a room every night only to lug it back to the luggage trailer every morning.

Some days smiles were harder to come by. Did we pedal anyway? Yup.

The collective nature of our task over-rode the daily setbacks or frustrations that stymied all of us at one point or another. Extending grace to another who was having a frustrating or tough day helped smoothed their road. I can remember Guide Blake matter of factly saying somewhere in the middle of Wyoming to someone who was complaining about the blasting heat and wind, “We signed up to ride across the country which means we are going to encounter all kinds of weather.”

It all worked out due to having 5 superlative humans as our guides and because 21 out of 21 of us were determined to rely on our persistence no matter what. The unsung virtue.The quiet ability to keep going when all around you events seem to conspire to create hardship just for you. The pressing daunting heat, the head winds, the hills, the hill that always came when I was sure I had no more to give. Somehow I always had something more to pull out of myself. Persistence. Belief.

To a cyclist we knew the ineluctable truth: we had to pedal those bikes for so many many miles to get where we wanted to go. The endlessness of South Dakota and her ferocious unrelenting heat sucked some joy out of each of us at some point. It became a game for Sandy and me to wonder how long it would be until we’d see a sliver of shade. Oh, there it was at lunch one day. Each day we woke up and oriented ourselves eastward. Each day Sandy would say to me as we rode along, “I could do this all day!” To which I would respond, “Lucky for you, let’s keep going!”

There’s an unexplainable thing inside me that is wired to find joy in the doing of a venture like this one. Each day I was eager to ride. Each day I was engaged. Each day was it’s own distinct experience with a new route to explore and to know that at the end of my effort a warm meal and a bed were waiting. Whether cycling alone or with others, I liked taking big gulps of what was all around me absorbing it all for more energy. I noted every grasshopper that leaped up and brushed my shins, each crumpled on the road butterfly, the creases in the rock formations, the osprey and eagles, the roadside chicory that I spied all the way in every state all the way until Vermont. I could never look away from the disfigured remnants of so many alluring creatures and my heart cracked each time. It still does as I remember the stilled wildlife.

To know that these strengths are still part of me is a pleasing comfort. For years and years I found joy in the training necessary to be an elite middle distance runner. I was able to conjure that same joy for the 8.5 months I trained for P2P and then, most importantly, find it again for the journeying days across the country.

My will? Iron strong. My heart? Powerful and honed. My mind? Always engaged in the doing in front of me.

Energy begets energy. Being around people who are faucets and not drains makes an endeavor sing. I gravitated towards those who were buoyant and could see the shade when there was none, who could bend into the biting winds and not say a word and see the sun when it rained (only 3 days of that, we were so very lucky). One of my favorite memories was seeing Ian one late afternoon as he barged into our hotel lobby in the middle of nowhere. He looked at me since I was the first person he encountered upon getting off his bike and he thundered, “Those last 20 miles were HORRIBLE.” I couldn’t help laughing.

Completing P2P has left me with a cornucopia of memories and experiences that will remain rich and real. So what’s ahead? The roads will find me in Solvang, Greenville and Mallorca on TT Ride Camp weeks. Vermont’s gravel roads will be on my docket in July. Autumn beckons with TT Ride Across Italy and the stunning Ride the Ridges 100K in Cabot, VT. Looking further ahead has me eyeing the TT Pyrenees Sea to Sea trip for 2024.

Training is my daily truth. It’s powered all the more by knowing I’ve got P2P quietly riding in my back pocket. A touchstone that abides. A reminder that I’ve got plenty to give. A reminder to say, “Why not?”

You’ve heard plenty from me by now. If you are considering joining this marvelously challenging and beautiful trip I’ll leave you with this: Believe, believe, believe.

Finally, I asked a few of my fellow P2P adventurers to share why they joined this audacious idea of a trip. If you find yourself nodding your head and thinking “I could do this” while reading their comments then you know what to do. Sign up!

Thanks for reading.

Lynn Jennings

Why did you decide to ride Cross Country USA?

Pat: “Why Not?!!!”
Having completed 25 marathons, 40 plus ½ marathons, 15 Half and 2 full Ironman, and canoed in the Boundary Waters, this was the next big adventure on my laundry list (aka Bucket List) of things I really wanted (and needed) to do… and what better time than now.
So, when I knew could wrangle 50 days away in the summer/fall of 2022 from work; and my hubby who was very willing to hold down the fort and take care of our 2 dogs and who was extremely supportive and encouraging me to go for it…
“Why Not!!!” I never looked back and I am so very glad I embraced my “Why Not” along with my 20 other P2P riders. And the best part of it all for me is that WE ALL MADE IT.

Mike: At my retirement party I announced to my colleagues that I would be riding across the country with Trek Travel. I joked that this trip was the most difficult physical challenge I could think of that didn’t involve a death zone and bottled oxygen. I was excited to place a capstone on my athletic career and as a non-directed kidney donor, I wanted to inspire potential donors and allay their concerns. But those weren’t the only reasons. Over the course of my career, I’ve flown millions of miles, crisscrossing the county, peering out the window and wondering what it’s like down there. I’ve been especially intrigued by the west – looking down at the irrigated crop circles, like emerald islands in a sea of brown connected by two lane roads leading from one grain silo to the next. I wanted to ride those roads, cruise through those small towns and do it in the most visceral way possible, from the seat of a bike.

Jacque: As I neared my 60th birthday I was feeling inspired to do something big and adventurous. The beauty of life is its fragility, so while I have it I want to use it. I had an idea that I wanted to stretch my boundaries and engage in a process that pushed beyond what I thought was possible. When I first started dreaming of cycling across the country I wasn’t even a serious rider, however an encouraging voice from a fellow female rider and Trek Travel guide was the inspiration I needed to take the leap and start training. The flow we can all experience when we dig into the well of power within us to keep pushing through long rides is the biggest reason why I stayed the course. I rode across the southern route of the US and was hooked on the feeling of fortitude and resilience to get up and go every morning again and again and again. This second ride across the northern US I was seeking a sense of solidarity with my fellow riders through the demanding terrain. My passion to keep pedaling was fueled by a belief in myself, appreciation for my body and its capacity to carry me, and connection with the riders around me.

Sandy: I was fascinated with the idea of powering myself across this continent on my own two wheels. I am always amazed by the beautiful diversity in our land, and seeing it from a bike is different than from a car. It is a totally different experience! The changes in the topography of the land each day, like from the Columbia River Gorge to the wheat fields of Oregon. From the plains of South Dakota to the lush cool cliffs of Deadwood South Dakota. On a bike, there is more interaction with the locals as you ride by, both are more likely to greet each other and have a brief conversation. Or as in Wisconsin the shy wave of the Amish children walking on the side of the road as we rode next to them. There is also the sound of water as you ride next to a stream, lake or river. I will never forget the smell of pine in the air as we rode along the Clearwater river all day, the wheat blowing in the air with fine bits of it all over the road in eastern Oregon and the constant chirping of the prairie dogs in the Badlands.

There is also the challenge mentally, not just physically to be able to face every daily challenge. I knew this would be part of the trip and the challenge, but I didn’t appreciate the full extent of it until it was over. It is one of the things I look back on and feel a sense of accomplishment. The constant heat in South Dakota, the threat of headwinds, rain, bad breakfasts, detours on the route, a bike malfunction, a lumpy bed or noisy room air conditioner. I’ll always remember knowing that we faced every challenge with a happy spirit with guides who helped us solve the daily puzzle.

Carlin: Riding my bike across the country was a notion that stemmed from a conversation with a young man in a Friday morning boot camp at the Gym. He is/was a member of the royal family of the UAE – they figured out that he was gay and was sent to Switzerland for high school and to the US for college with gentle hints not to return. He is now a successful business man and is married to a physician. In our conversation he told me that his husband rode cross country in his college-med school “gap year”. He did it the hard way with paniers and camping but I resolved that I too would do the crossing. I trained hard and attempted to sign up in 2021 to find out that the trip was full. Thus I signed up for 2022, trained like hell, and had the absolute time of my life.

I expected a major physical challenge and was hoping at 64 years of age that I could rise to the challenge. It turned out that I was rewarded with new friendships that have continued after the conclusion of the ride and I got a chance to see the country and the beauty that can never be understood by driving or a fly over with a plane.

At the completion of the ride – I wished that I could continue to ride a century daily but life – being what it is – has had other plans. That said – I was able to bring joy to others by sharing my trip with hundreds of followers and have memories that I will treasure for the rest of my life. It is said that when life ends – you regret the things that you DON’T do not the things you do. I am 100% sure that this axiom is correct.

Thank you for reading

See the trip

The Women who make Trek Travel

International Women’s Day is an important time to recognize the incredible achievements of women across the globe. We are proud to be a company that empowers and celebrates women in the cycling industry and we want to highlight some of the women who make Trek Travel special.

We are proud to have 40 of our 103 guides as amazing women. These women lead trips across North America and Europe and provide support, expertise, and incredible hospitality to our guests. Part of our guide training program is making sure every guide is a Trek certified bike mechanic, meaning we have over 40 female certified bike mechanics on the team. This is just one of the great ways that we are contributing to making this male-dominated industry more inclusive. Our guides also include 3 former women cycling pros on our Trek Travel team, who add a wealth of knowledge and experience to our bike tours.

Teaching and supporting the next generation of women is also an important aspect of many of our employees. One of our guides, Sarah Edwards, teaches young girls how to mountain bike in her free time. We have also had guides start organizations, such as Little Bellas, that focuses on building confidence and team work, and gets young girls into cycling. One of our Trip Designers, Rebecca Falls, volunteers for Little Bellas in her free time as is helping to create an inclusive environment in the outdoor industry.

In addition to our guides, we are proud to be a woman-owned company, led by our President Tania Burke. Tania has led Trek Travel for over 20 years and has created a culture of empowerment and equality in the industry. Tania was recently featured in WisBusiness, where she talks about mentoring her employees. “focusing on leadership skills developed by Jim Collins, author of numerous management books, including “Good to Great”.”, read the full article here. In our office, 38 of our 64 staff members are women that make up a variety of different departments.

We are proud to have so many amazing women on our Trek Travel team, from our guides to our office staff. Happy International Women’s Day!

New Partnership with Santini Cycling

Our partnership with Santini and new guest jerseys for 2023!

We are excited to announce a new partnership with Santini as our official supplier of cycling apparel. As a household name in the cycling apparel industry, Santini is known for its premium quality and cutting-edge design. These new top-of-the-line jerseys will be available to guests on select trips, allowing you to ride in style and comfort. “This partnership with Santini is a natural fit for Trek Travel,” said Tania Burke, President of Trek Travel. “We are committed to providing our customers with the best possible cycling experience, and Santini’s premium cycling apparel will help us achieve that goal. We are excited to work with Santini to create a unique and memorable cycling experience for our customers.”

Santini has been producing cycling apparel for over 50 years and has developed close relationships with professional teams, like Trek Segafredo, and athletes around the world. The 2023 guest jerseys are made of lightweight performance fabrics, keeping you cool and looking great while riding. The design features a white and navy colorway, complemented by Trek Travel’s signature light blue accents. Guests who book a Signature, Reserve, Cross Country, or Pro Race trip this year will receive the new Santini jersey. Check out our jersey reveal video and gear up for your ride in 2023!

Our Guide to the 2023 Etape du Tour

group of people riding their road bikes smiling

Each year a lucky few get the unique opportunity to experience the Etape du Tour and ride a full stage of the Tour de France mere days before the pros tackle the very same route.

The 2023 edition of the Etape du Tour takes place in the Chablais Alps. The route encompasses Stage 14 of the Tour de France, spanning 94 miles and involving a challenging elevation gain of 13,450 feet. Participants will conquer three Category-1 climbs including the Col de Cou, Col du Feu, and Col de la Ramaz, with the toughest climb, the Hors Categorie Col de Joux Plane, saved for the end. This year’s race promises to be exciting, and the beautiful surroundings only add to the experience.

Leading up to the race, you’ll have the chance to explore the area and test your legs on some of the featured climbs in the region.
You’ll ride through beautiful mountain villages and past stunning landscapes. Your guides will support you every step of the way, providing you with water, snacks, rest opportunities, and Tour-de-France-style cheers.

On the day of the race you’ll take your place among thousands of other riders who are all there to chase history together. Our support team will be available at private rest stops to provide you with both encouragement and nourishment. These private rest stops will keep you fueled and out of the long lines of the official race stops. The race takes you through some of the most beautiful mountain passes in the region, including the Col de Saxel, Cols de Cou, du Feu, and Jambas. After your ride, your guides will welcome you to relax and recover at our exclusive post-ride celebration!


With stunning landscapes, challenging climbs, and world-class support, you’ll experience what it’s like to be a pro cyclist for a day. Don’t miss this opportunity to challenge yourself and create unforgettable memories.

Private

If a date is marked as Private, it is reserved for a private group.

Looking to travel with a small group or looking for a custom date?
Call our trip consultants at 866-464-8735

What is the Difference?

Ultimate Luxury:

Savor some of the most spectacular, 5-star properties in the world. Exuding luxury and elegance, these one-of-a-kind accommodations offer the chance to rejuvenate at award-winning spas, dine at Michelin-starred restaurants, and more.

Luxury:

Enjoy luxurious accommodations handpicked for a refined experience. From signature spa treatments to delicious local cuisine, you’ll be more than provided for; you’ll be pampered.

Explorer

These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.

Combined

On select cycling vacations, you’ll stay at a mix of hotel levels, from Explorer to Luxury to Ultimate Luxury. Rest assured, no matter which level of hotel you’re at, our trip designers carefully select every accommodation.

Activity Level

Level 1:

Road: 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).

Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).

Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).

Level 2:

Road: 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).

Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).

Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).

Level 3:

Road: 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).

Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).

Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).

Level 4:

Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel: 4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).

Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).

What are your trip styles?

Classic - Reserve:

Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discover:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Ride Camp:

Train like the pros in some of their favorite riding destinations.

Pro Race:

See the pros in action at the biggest cycling events of the year.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.

Self-Guided

Enjoy a bike tour on your schedule with just your chosen travel companions.

Single Occupancy

Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself