3rd – 9th March 2026
Ride Across the Heart of Italy – From the Adriatic to Tuscany
There’s something magical about crossing an entire country under your own power.
From the salty breeze of the Adriatic Sea – Le Marche, your wheels roll westward — through ancient villages, rolling vineyards, and winding gravel roads that have carried travelers for centuries.
This isn’t just a bike ride — it’s a journey through Italy’s living soul.
You’ll climb into the wild green heart of Umbria, where every hill hides a story, and descend into the golden light of Tuscany, where time seems to slow between cypress trees and timeless piazzas.
Each pedal stroke takes you deeper into Italy’s essence, its food, its landscapes, its rhythm. From espresso-fueled mornings to Prosecco sunsets, this is the Italy few ever see: raw, authentic, connected by the gravel under your tires.
By the time your bike touches the Tyrrhenian Sea, you’ll have crossed not just a country — but a journey you’ll never forget.
Already signed up for Strade Bianche?
Ride the Dream – The Ultimate Strade Bianche Weekend in Tuscany
Get ready for the perfect cycling escape in stunning Tuscany, the home of rolling hills, white gravel roads, and unforgettable Italian charm.
Join us for a weekend packed with epic rides, front-row viewing of the Strade Bianche Pro Race, and your own chance to take on the legendary Gran Fondo. Between rides, enjoy world-class food, wine, and that unbeatable Italian hospitality that makes every moment feel special.
Whether you’re here just for the race weekend or combining it with a longer Italian adventure, this is your chance to kick off the season in true style, surrounded by passionate riders, rockstar guides, and the breathtaking landscapes of Tuscany.
Strade Bianche isn’t just another event — it’s pure cycling magic. Come ride it, live it, and love it.
Don’t miss out on this unforgettable experience!
Suggested Flights
Cyclists arrive on Tuesday, March 3rd by 5:30 PM, when we’ll drive together to Numana Harbour.
Departure is flexible, any time after lunch on Monday, March 9th. We’ll take you to Florence Train Station, where you can easily catch a fast train to Pisa, Florence, Bologna, or Rome airports.
We’re happy to help you before you book your flights! Our goal is to connect athletes ahead of time so you can coordinate arrival schedules and share transfers to the accommodation. If you need help arranging flights you can get in contact with info@multisportsexperience.com
3 Stages – Coast to Coast Gravel Adventure – Marche, Umbria & Tuscany
Itinerary
Day 1 – Arrival on the Adriatic Coast
Your journey begins with a warm Italian welcome on the shores of the Adriatic. After meeting at Ancona Airport, we’ll head to the charming seaside village of Numana. Enjoy an aperitivo overlooking the sea as the sun sets over the harbor, followed by a relaxed dinner at a local restaurant, the perfect start to your Coast to Coast adventure.
Day 2 – Riding Through the Marche
The adventure begins! We roll out from Numana, following a scenic mix of winding roads and gravel paths that climb gently through the rolling hills of the Marche region. The day’s ride ends in the medieval town of Gubbio, where cobblestone streets and historic charm await. After a well-earned local lunch and check-in, you’ll have time to explore before dinner in one of Gubbio’s cozy trattorias.
Stage 1; https://www.strava.com/routes/341487471876886740Stage 6
Day 3 – Crossing Umbria
Today’s route takes you deep into the heart of Umbria — Italy’s green soul. You’ll pedal past olive groves and vineyards, with a lakeside stop at Trasimeno to refuel before climbing toward the hilltop town of Montepulciano. This evening, wander the narrow streets, taste local wines, and soak up the magic of Tuscany for the first time.
Stage 2: https://www.strava.com/routes/3414874718771233870
Day 4 – Tuscany & the Coast
The final stage of our Coast to Coast journey leads through classic Tuscan countryside — white gravel roads, cypress-lined climbs, and rolling hills that seem to go on forever. By afternoon, the sea comes back into view, and we’ll toast our arrival with prosecco by the beach in Pontiglioni. From there, we transfer to Siena to settle in for an unforgettable Strade Bianche weekend, welcoming new arrivals over dinner in the city’s historic center.
Stage 3: https://www.strava.com/routes/3415415218979708652
Day 5 – Strade Bianche VIP Experience
It’s race day for the pros! From our exclusive VIP area at Terrazza le Tolfe, we’ll watch the world’s best riders tackle the legendary white roads three times throughout the day. Between thrilling race moments, enjoy local Tuscan dishes and soak up the atmosphere. Later, our mechanics will fine-tune your bikes, and we’ll share dinner together — fueling up for your own big day tomorrow.
Day 6 – The Gran Fondo Strade Bianche
Time to ride your own Strade Bianche! After an early breakfast, we’ll roll out to the start line, ready to conquer the same iconic gravel sectors the pros raced the day before. The energy, the views, and the roar of Siena’s crowds will make it a day to remember. In the evening, we’ll gather in Piazza del Campo to celebrate, raise a glass, and share stories of our epic ride.
Day 7 – Farewell Tuscany
After breakfast, we’ll say our goodbyes and transfer you to Florence Train Station, with easy connections to Pisa, Bologna, or Rome airports. You’ll leave with tired legs, a happy heart, and memories of an unforgettable ride across Italy — from coast to coast.
Things to bring:
- Gravel packing kit
- Cycling gear (helmet, pedals, shoes)
- vest and gloves
- Windproof/rain jacket
- Sunglasses and hat
- Activewear suited to varied weather conditions
Please feel free to bring your bike or we have road bike rentals available at €300 for the week. You will need to bring pedals and a saddle (optional).
What is included?
- All meals from dinner on Day 1 through breakfast on Day 9
- Six nights’ accommodation in the Marche/Umbria/Tuscany regions
- Guided rides with stunning views. 2 to 3 guides including a pro cyclist/mechanic
- Group airport transfer from Ancona Airport and to Florence Train Station
- Cultural excursion, wine tasting, and optional cooking class
- Access to training venues, support vehicle, and logistical coordination VIP Location on Saturday Pro Race (TBC)
What isn’t included?
- Local tourist tax
- Coffee breaks
- Flights to and from Venice airport
- Travel Insurance
- Tips and gratuity
- Extra Alcohol and side dishes with meals
- Travel Insurance
Trip Highlights – Coast to Coast & Strade Bianche Experience
- Ride Across Italy – From the Adriatic to the Tyrrhenian Sea, crossing the breathtaking regions of Marche, Umbria, and Tuscany on scenic gravel roads.
- Experience Strade Bianche Live – Watch the Pro Race from a VIP terrace and feel the energy of one of cycling’s most iconic events.
- Ride the Gran Fondo – Conquer the same legendary white roads as the pros and finish in Siena’s world-famous Piazza del Campo.
- Authentic Italian Hospitality – Savor delicious local food and wines, from rustic Umbrian lunches to Tuscan Chianti celebrations.
- Unforgettable Scenery – Pedal through rolling vineyards, medieval villages, and cypress-lined Tuscan hills.
- Sunrise Recovery Ride – Spin through Siena’s quiet streets the morning after the Gran Fondo — a perfect goodbye ride.
- World-Class Support – Our expert guides and mechanics take care of everything, so you can focus on riding, relaxing, and enjoying Italy.
- All-Inclusive Comfort – Handpicked boutique accommodations, seamless transfers, and full vehicle backup throughout the trip.
- Ride, Relax & Connect – Join a community of passionate cyclists for an unforgettable adventure of challenge, camaraderie, and celebration.
Ready to Book?
Payments:
A €400 non-refundable deposit is required to secure your spot.
Cancellation policy:
For eligible bike tours plus triathlon, swimming, and trail running, choose between paying a cancellation fee or receiving a future trip credit/partial trip credit based on the chart below (fees are per guest):
*You can request a full refund up to 14 days after you book when you book 14 or more days before the final payment due date.
Full payment must be received 60 days prior to the event.
You may still cancel up to 40 days before the event. See Cancellation Table above.
If booking is made within 40 days of the event, the full balance is required at the time of booking.
Contact us to discuss further
Multisports Experience 