Seven days across the most spectacular cycling landscapes of northern Italy. From the shores of Lake Como through the Swiss border and finally into the heart of the Valtellina Valley for the legendary Stelvio Climb — one of the true bucket-list rides in world cycling. All aboard handcrafted Hersh ORO carbon bikes, with full support, expert guiding, and the unmistakable taste of Italian dolce vita. Designed for riders who love epic climbs and want to experience one of cycling's most legendary challenges. The highlight is the iconic Stelvio Pass — a true symbol of cycling history, with its famous hairpins and breathtaking alpine scenery.
The tour will also include authentic experiences focused on Italian wine and cuisine. After the daily rides, you will discover the flavors of the region through local wine tastings, traditional products, and unforgettable moments celebrating Italy's rich food and wine culture.
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Day by Day Itinerary
Sunday · Arrival, Como
Welcome at Malpensa Airport. Transfer to the Como hotel. Meet your guide Raffaele and your Hersh ORO bike — fitted and ready. Optional short test ride, then dinner together.
Monday · Lake Como → Lugano
Ride from Como through the border post into Switzerland, following the roads between the two lakes to Lugano. Mostly flat, max gradient 6% — these roads hosted the 2009 UCI Road World Championships in nearby Mendrisio.
Tuesday · Lake Como Loop + Ghisallo
Spectacular lakeside ride following Como's contours to Menaggio, then a ferry crossing to Bellagio. Optional: join the guide for the iconic Ghisallo climb, visiting the Cycling Museum and the sanctuary of the Patron Saint of Cyclists.
Wednesday · Double option
Van through Valtellina to the starting point, then ride to the magnificent Cancano Lakes.
Ride along Lake Como's shores through charming villages, then van into the Valtellina valley to Bormio.
Thursday · Stelvio Pass
The day you'll never forget: conquering the legendary Stelvio Pass.
Friday · Livigno
Spectacular Alpine landscapes to the mountain town of Livigno.
Saturday · Farewell & Departure
Transfer to Malpensa Airport. Arrivederci — see you next time in Italy.
Pricing
| Standard price | $6,250 per person (double room) |
| Early Bird | $4,990 per person — book by November 30, 2026 |
| Single supplement | +$500 (single room, 6 nights) |
| E-bike upgrade | Available at supplemental cost — ask on booking |
| Deposit | $550 to confirm your place |
| Balance due | January 31, 2027 |
Included
- 7 days / 6 nights double hotel accommodation
- Daily breakfast + 6 dinners (half board)
- All carbon road bikes Hersh ORO (e-bikes at supplement)
- All airport transfers within Italy
- Luggage transportation
- Private support vehicle
- Expert guides
- Free commemorative Hersh Bike Jersey
- Ferry tickets Lake Como
- Ghisallo Cycling Museum entrance
- Farewell dinner at a surprise location
- Daily safety meetings
- Water & electrolytes on rides
- Mechanical assistance
Not included
- International flights and personal travel insurance
- Lunches
- Mini-bar and personal hotel expenses
- Gratuities for guides
- Optional photographer
- Extra rentals
- Drinks and alcoholic beverages
- Tourist tax
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Ready to ride?
This tour is booked through our partner Bravo Bike Tours — 7 days · 6 nights.
$4,990 per person — book by November 30, 2026 Early Bird price
Book with Bravo Bike ToursPayment via email, PayPal or Zelle — arranged directly with Bravo Bike Tours, our confirmed booking partner for this tour. Questions about the itinerary? Email Hersh.
Frequently Asked Questions
Are flights included?
No — international flights and personal travel insurance are not included. Airport transfers within Italy on arrival and departure days are covered.
Is a single room available?
Yes — a single supplement of +$500 covers a single room for all 6 nights.
Can I upgrade to an e-bike?
Yes, an e-bike upgrade is available at a supplemental cost — just ask when booking.
How do I secure my place?
A $550 deposit confirms your booking. The balance is due by January 31, 2027.
What fitness level do I need?
This is a climbing-focused road cycling holiday: daily rides up to 60 miles, and up to 6,500 ft of elevation gain on the toughest days (Stelvio Pass and Livigno) — see the day-by-day itinerary above. Good climbing fitness is recommended.