RIDE SPAIN WITH SEPP KUSS!

7 Nights, 5 rides, culture & Tourism

Portrait of young male cyclist Sepp Kuss in a yellow team jersey, smiling, against a gray background.

Photo by Bram Berkien.

Flexible schedule? Nice! 
2 spots left for Oct 18–25

use code “Sepp" for $1,000 off

** $4,995 / person **

** Limited private room reservations available for $700 additional **

RIDE with Sepp Kuss, winner of the Vuelta a España, in the mountains where he races!

EXPLORE a cycling paradise of epic climbs, flowing descents, and endless vistas.

VIBE with your friends and enjoy the food, culture, and music of southern Spain.

“The chillest guy in the pro peloton,” according to his teammate Matteo.

this trip is for you

Four men wearing cycling gear and helmets taking a selfie outdoors on a cloudy day with trees in the background.

The heart of this trip isn’t about speed — it’s about savoring the ride, the views, and the company. Sepp is coming along not to race, but to share the road, the stories, and the joy of cycling together. We’ve built in a rest day for exploring Spain off the bike, and every ride includes generous pauses for coffee, lunch, or a well-earned ice cream. Over the week we’ll cover a manageable distance, with support every step of the way. If you’ve ever dreamed of a cycling adventure in Spain, this is your moment — and you’ll be warmly welcomed.

This is Our Vibe

Trip Highlights

This is what we have in store for you.

Get Ready for Bicycle Paradise

Where you’ll stay

mONDA — Nights 1–4

Hotel Castillo de Monda

Our trip starts at a stunning hilltop castle-hotel above the village of Monda with 360º views of the surrounding hills and countryside. Like most ancient sites in Andalucía, Castillo de Monda is built on the remnants of empires past.

Originally occupied as early as the 9th century, the modern restoration artfully conforms to the rugged terrain, creating chill spots for post-ride recovery — a rooftop restaurant, cliffside pool, and garden café-bar with cascading fountain. Arched passageways and Moorish motifs echo the region’s rich heritage. This is our base for bicycle adventures.

RONDA — Nights 5–7

Hotel Reina Victoria

Act 2 of our Andalusian adventure unfolds in Ronda, the town that enchanted Ernest Hemingway. Orson Welles loved Ronda so much he wanted to be buried there… and was! It’s easy to see why. With its dramatic bullring and Puente Nuevo bridge spanning the Tajo gorge, Ronda is a magical spot above the valley farms.

We stay on the cliff’s edge at the historic hotel and spa Reina Victoria where German poet Rainer Maria Rilke was ignited with creative fire. (His 1912 room is preserved as he left it!) Poolside under palm trees we get our gears turning for epic rides ahead.

“I live my life in widening circles that reach out across the world.”

—Rainer Maria Rilke, The Book of Hours

WHERE YOU’LL RIDE

WHITE VILLAGES AND WILD MOUNTAINS of Andalucía

From Alozaina to Zahara, you’ll get to know the winding roads west of Málaga on five unique routes.

We’ll stop for coffee, lunch, and ice cream in Spain’s most iconic spots along the Ruta de los Pueblos Blancos (white villages). These charming rural towns are famous for heat-resistant whitewashed buildings built long ago on defendable hills.

With narrow streets that hug the terrain, and houses piled up like sugar cubes, each pueblo presents a chaotic little labyrinth to unlock. They have strong regional identity and reveal treasures to the determined explorer — like flower-filled balconies and a hidden café terrace.

From town to town we’ll ride through mountainous pine forests and abundant farms with goats, grain, olives, almonds, and grapes.

A cyclist in colorful gear riding a bike on a road with mountains in the background.

About Our Routes

About Your Pro Host

SEPP KUSS

SPEND ONE FULL DAY ON AND OFF THE BIKE WITH A TRUE CHAMP

Sepp Kuss electrified the cycling world in 2023 with a suprise win at the Vuelta a España, becoming the first American Grand Tour champion in a decade.

Revered for his strength in the mountains and dedication as a teammate, Kuss has played a key role in multiple Grand Tour victories while proving he can lead and win at the highest levels. Known as “The Eagle of Durango,” he inspires fans everywhere, from Colorado to Andorra.

Male cyclist Sepp Kuss in a red jersey holding a trophy and waving, smiling during a podium ceremony at the Vuelta a España cycling race he won in 2023.

Photo by Bram Berkien.

PALMARÈS

  • GC Vuelta a España  ('23)

  • 2x stage Vuelta a España  ('23, '19)

  • Stage Tour de France  ('21)

  • GC Vuelta a Burgos  ('24)

  • GC Tour of Utah  ('18)

  • Stage Critérium du Dauphiné  ('20)

  • 3x stage Tour of Utah  ('18)

  • Stage Vuelta a Burgos  ('24)

  • 2x 2nd stage Vuelta a España  ('23, '21)

  • 2nd GC Tour of Alberta  ('17)

  • 3rd Faun-Ardèche Classic  ('22)

  • 3rd stage Vuelta a España  ('23)

Detailed itinerary

Two departures, one schedule.

why this trip?

  1. Ride With SEPP!

  2. Unforgettable Adventure

  3. Great cycling Climate

  4. world-class routes

  5. support from Five staff

  6. Exquisite Food & Culture

  7. CHance of Goats: HIGH

What’s Included

(and a few things that aren’t)

Get ready for the trip of a lifetime

SOUNDTRACK

This is our playlist for work days and workouts, to get us in the mood for a spin in Spain. It’s a mix of modern Latin pop, classic flamenco, and other good vibes. Send us your suggestions! We love to expand our musical minds.

Need More Info?

Check the FAQ and the Tour Terms. Contact us, or click chat!

Let the Fun Begin