Picture-Perfect Italy
The Grand Italian Ride
From the Cinque Terre to Tuscany’s Timeless Hills & Beyond
Who This Tour Is For
This tour is designed for riders — solo or with a passenger — who want to experience the very best of Italy in one unforgettable journey. It’s perfect for travelers who dream of discovering Italy’s most iconic destinations — from the art cities of Florence, Pisa, Lucca, Bologna, and Milan to the breathtaking beauty of the Cinque Terre, Portofino, and the Tuscan hills. At the same time, it’s ideal for passionate motorcyclists seeking the thrill of curvy mountain roads, with spectacular rides through the Val Trebbia, Mount Amiata, and the Apennine passes of Futa and Raticosa. A perfectly balanced adventure — scenic, cultural, and exhilarating — crafted for those who want to truly ride and feel Italy.
Duration
8 days / 7 nights
Starting and ending in Milan
2026 Tour Dates
Spring edition: May 10-17
Fall edition: October 4-11
Best Season
May, June and September
These months offer ideal temperatures, clear skies, and vibrant landscapes across northern and central Italy.
Riding Profile
Total Distance: ~ 1,200 km (750 miles)
Riding Level: Intermediate
Type of Roads: Coastal scenic roads, rolling Tuscan hills, and twisty mountain passes across the Apennines.
Main Destinations
Milan
Cinque Terre
Porto Venere
Lucca
Pisa
Florence
Volterra
San Gimignano
Val d’Orcia (Pienza, Montalcino)
Mount Amiata
Abetone Pass
Futa & Raticosa Passes
Bologna
Tour Highlights
- Ride the legendary coastal road of the Cinque Terre and visit Porto Venere (the ‘sixth Terra’).
- Enjoy a scenic coastal stop in Portofino, Italy’s most glamorous seaside village on the Ligurian Riviera.
- Explore Pisa and the charming walled city of Lucca, two of Tuscany’s most charming cities.
- Explore Florence, cradle of the Renaissance, one of the most beautiful city in the world.
- Ride through the Val d’Orcia, a UNESCO World Heritage landscape of rolling hills and medieval villages like Pienza and Montalcino.
- Conquer epic mountain roads: Mount Amiata, Abetone, and the famous Futa & Raticosa passes.
- Discover Bologna, Italy’s food capital — home of rich traditions, medieval towers, and world- famous cuisine.
Itinerary Overview Day by Day
Arrival in Milan
Arrive in Milan, Italy’s capital of style and culture. Check in at your hotel in the city center, relax, and explore nearby landmarks like the Duomo and Galleria Vittorio Emanuele. In the late afternoon, meet your tour leader and fellow riders for a welcome briefing and traditional Italian dinner.
Milan — Portofino — Cinque Terre (via Bobbio & Val Trebbia)
Begin your Italian adventure with a stunning ride through Lombardy’s countryside and the Apennine foothills. Follow the legendary Val Trebbia — one of Italy’s most scenic motorcycle routes, beloved by local riders — then descend toward the Ligurian coast. Stop for a coffee break in Portofino, Italy’s most glamorous seaside village, before continuing along the coast to La Spezia or Monterosso, your base for exploring the Cinque Terre.
Cinque Terre & Porto Venere
A full day dedicated to exploring the Cinque Terre — five colorful fishing villages clinging to the cliffs
above the Mediterranean. Visit Riomaggiore, Vernazza, and Monterosso, and enjoy a scenic ride or ferry to Porto Venere, often called the “Sixth Terre”. Dinner overlooking the sea.
La Spezia — Lucca — Pisa — Florence
Ride the scenic coastal road south to Pisa for a photo stop at the Leaning Tower. Continue to Lucca — a gem surrounded by perfectly preserved medieval walls — before heading to Florence, the Renaissance capital.
Evening free to stroll along the Arno River or enjoy a gelato in Piazza della Signoria
Florence — Volterra — San Gimignano — Val d’Orcia
Leave Florence heading through the heart of Tuscany. Ride across vineyards and hilltop towns, stopping in Volterra and San Gimignano, both UNESCO sites. Continue through winding country roads into the Val d’Orcia, a landscape of vineyards, olive groves, and cypress-lined lanes.
Val d’Orcia — Mount Amiata — Abetone Pass (Apennines)
From Tuscany’s rolling hills, climb into the mountains for a day of thrilling riding. Ascend Mount Amiata — an extinct volcano and one of Italy’s highest peaks — then continue north through Abetone Pass. Overnight in a cozy mountain lodge or countryside hotel surrounded by forests and fresh alpine air.
Apennines — Bologna (via Futa & Raticosa Passes) — Milan
Ride two of Italy’s most legendary roads: the Futa and Raticosa Passes, famous among Italian riders
and Ducati enthusiasts. Stop in Bologna for a gourmet lunch — the capital of Italian cuisine — before returning to Milan through scenic secondary roads. Farewell dinner and celebration with your tour leader and fellow travelers.
Departure
Breakfast and individual departures. Transfers available upon request.
Map for illustrative purposes only — shows the general tour area, not the detailed riding itinerary.
Tour Details & Essentials
Included in the Tour
✓ 7 nights in carefully selected 4-star hotels, chosen for charm, comfort, and excellent locations (many with sea views or on-site spas), daily breakfast included.
✓ 7 dinners in selected local restaurants, non-alcoholic beverages (water and soft drinks) included.
✓ Motorcycle rental for 6 days, including mandatory basic insurance coverage.
✓ Private transfer from hotel to motorcycle pick-up.
✓ Support vehicle for luggage transport.
✓ English-speaking Italian tour leader (certified motorcycle guide).
✓ Daily route briefing and on-road assistance.
Not Included
❌ Fuel for motorcycles, highway tolls, and parking fees
❌ Lunches and snacks during the day
❌ Alcoholic beverages (wine, beer, cocktails) during the dinners
❌ Optional motorcycle insurance upgrades (available on request)
❌ Airport transfers (easily arranged through your hotel’s concierge service upon request)
❌ Admission tickets to cultural sites
❌ Tips and gratuities
Pricing
| shared | single | couple | |
|---|---|---|---|
| Standard Bike | $ 5,900 | $ 6,800 | $ 9,200 |
| Early Bird discount 10% | $ 5,310 | $ 6,120 | $ 8,280 |
Premium Motorcycle: + $350 for a premium model.
Shared Room (Rider, twin share)
You ride your own motorcycle and share a room with another rider of the same gender (two twin beds). Best value if you don’t need a private room.
Single Room (Rider, private)
You ride your own motorcycle and get a private room for the whole tour. No roommate.
Couple (Rider + Passenger)
Two people, one motorcycle, one room (double or twin). The passenger rides on the back seat and enjoys all the same inclusions — hotels, dinners, ferries, tickets, and support — just without a separate bike.
Book with Confidence
Check the Booking section for full pricing details. We are a U.S.-based company (Florida LLC): easy communication, familiar service standards, and secure transactions. Your reservation and payments are processed securely in U.S. Dollars — clear, simple, and with no hidden fees or currency exchange risks.
For our Canadian, Australian, and European guests, prices can also be quoted and paid in local currency upon request, ensuring the same transparency and peace of mind, regardless of your origin. You’ll always know exactly what you pay — simple, secure, and transparent.
Why Ride With Us
Our Tours
- All dinners included in hand-picked local restaurants – enjoy authentic regional cuisine and great company every evening.
- Premium 4-star hotels carefully selected for charm and location — many with sea views or on-site spas.
- Support vehicle with luggage transport for maximum comfort.
- Small groups — never more than 6 motorcycles — for a more personal, flexible, and exclusive touring experience.
- Daily briefings and on-road support from your Italian tour leader.
- Start and end in Milan — easy direct flights from the U.S.
- Designed and led by Italian riders — with the convenience and security of a U.S.-based company
- Prices in U.S. Dollars — no exchange-rate surprises; prices and payments also available in CAD, AUD, or EUR upon request for your convenience.
- Transparent, worry-free pricing — all dinners, accommodations, and logistics included.
Other Tours
- Only welcome/farewell dinners included.
- Standard hotels, often outside city centers and without special amenities.
- Limited or no luggage support.
- Groups often exceed 10 riders, harder to manage and less enjoyable.
- Basic route info only.
- Complicated meeting points or multiple transfers.
- Foreign-based operators, less transparent and harder to reach.
- Prices and payments only in Euro — total cost depends on currency fluctuations.
- Lower base price, but many meals and extras not included.
Request More Information!
Write to us here with any questions you may have — we’ll get back to you as soon as possible.