The Trifecta


Famous Climbs + Coastline + Chianti Gravel

Whoa, what? HOLD UP!

While we espouse not racing all over Italy on vacation, this is different. It’s our ‘Go Big or Go Home, Leave Your Legs In Italy, Cycling Hammerfest, Personal Stage Race, Pedal Fun Blast, Best of the Best, and hopefully not Once and Done’ Tour extravaganza. Its a cycling trip of a lifetime for lifetime cyclists.

Spend the first part of your tour in conquering Italy’s most prestigious climbs - Stelvio, Gavia and xxxx. After the ride visit hot springs and hotel spa to relax and rejuvenate for the next day’s climb. After cycling mountain ranges, we’ll slow our roll along the coast. Taking in the the vast sea views, we’ll replenish our lungs with sea air and enjoy all ‘il mare’ has to offer. After a little R&R seaside, we’ll venture down to Tuscany’s amazing Chianti wine region. Ride through endless rolling hills covered in vineyards and olive groves. Elevation gain sans pain across the world’s best roads - paved and gravel. Challenging cycling with recovery downtime to experience the culture of Italy.

Decidedly more relaxing, in Tuscany we will design the daily routes to suit your ability and interest, as well as a personal off-bike itinerary. All of our all-inclusive trip packages include lodging, chef-prepared meals, all ground transportation, sightseeing and much more.

This is a custom tour catering to experienced & fit cyclists. First to book, is first to secure their own private, custom tour. For this trip, we can accommodate up to 6 cyclists.




  • 7 Nights / 7 days

  • Pick-up/Drop-off from Florence Airport

  • Transportation within Tuscany

  • Private rooms, king-size bed, ensuite private bathroom, mini frig, hairdryer and TV

  • Breakfast and Dinners included

  • On-site bike shop

  • On-site restaurant

  • Two pools

  • Enoteca

  • Available services: cooking class, sommelier wine tastings, massage/spa

  • All logistics planning

  • Concierge service

  • Guided rides to your specifications

  • Mechanical assistance & bike maintenance

  • Bring, ship or rent bikes

  • Sightseeing excursions in regular clothes (not sweaty lycra and riding shoes)

  • Luxury trip at affordable prices

  • Riding, relaxing and exploring - live the life of an Italian cyclist

  • Itineraries for cyclists and non-cycling companions


I’m interested! Let’s discuss booking!