Effort met with elegance. Experience Italy at its best.

Tuscany 400

25-29 Sept 2025"

Three iconic stages · Full pro support · Unforgettable memories

Dynamic picture of a cyclist riding downhill

Effort met with elegance. Experience Italy at its best.

Tuscany 400

25-29 Sept 2025"

Three iconic stages · Full pro support · Unforgettable memories

Dynamic picture of a cyclist riding downhill

Effort met with elegance. Experience Italy at its best.

Tuscany 400

25-29 Sept 2025"

Three iconic stages · Full pro support · Unforgettable memories

Dynamic picture of a cyclist riding downhill

About This Trip

This is not your average cycling holiday. The Tuscany 400 is a premium, small-group endurance experience designed for high-performing individuals who crave more from their travels. Over five unforgettable days, you’ll ride 400 km through Italy’s most iconic landscapes—Strade Bianche, rolling vineyards, and seaside climbs—supported like a pro. It’s a journey of effort, elegance, and escape. Whether you’re chasing a new personal best or just want to do something extraordinary, this ride is your reward

Coach explaining stuff to an athlete
Coach explaining stuff to an athlete

About This Trip

This is not your average cycling holiday. The Tuscany 400 is a premium, small-group endurance experience designed for high-performing individuals who crave more from their travels. Over five unforgettable days, you’ll ride 400 km through Italy’s most iconic landscapes—Strade Bianche, rolling vineyards, and seaside climbs—supported like a pro. It’s a journey of effort, elegance, and escape. Whether you’re chasing a new personal best or just want to do something extraordinary, this ride is your reward

Coach explaining stuff to an athlete

Daily Support

2 × fully-stocked support vans (mechanic, nutrition, luggage)

2 × fully-stocked support vans (mechanic, nutrition, luggage)

Safety car leap-frogging with ice towels & electrolytes

Safety car leap-frogging with ice towels & electrolytes

30-minute massage/physio per rider every riding day

30-minute massage/physio per rider every riding day

Professional videographer & photographer (individual media pack)

Professional videographer & photographer (individual media pack)

Premium kit, bottles, post-ride laundry & bike wash

Premium kit, bottles, post-ride laundry & bike wash

Daily Support

2 × fully-stocked support vans (mechanic, nutrition, luggage)

Safety car leap-frogging with ice towels & electrolytes

30-minute massage/physio per rider every riding day

Professional videographer & photographer (individual media pack)

Premium kit, bottles, post-ride laundry & bike wash

Included

Luxury lodging, all meals & on-route nutrition, VO₂-max test (pre-trip Dubai), airport transfers, mechanic service, massage, custom jersey + other fun merch, highlight film, laundry

Included

Luxury lodging, all meals & on-route nutrition, VO₂-max test (pre-trip Dubai), airport transfers, mechanic service, massage, custom jersey + other fun merch, highlight film, laundry

0+

Km

0+

Km

0+

Metre Elevation

0+

Metre Elevation

0+

Max Riders

0+

Max Riders

1:2

Support Ratio

1:2

Support Ratio

0+

Km

0+

Metre Elevation

0+

Max Riders

1:2

Support Ratio

Experience Highlights

Iconic Tuscan Roads

Glide along silky tarmac that snakes past vineyards, hill-top villages, and sun-drenched olive groves—pure road-cycling nirvana with postcard views at every turn.

Iconic Tuscan Roads

Glide along silky tarmac that snakes past vineyards, hill-top villages, and sun-drenched olive groves—pure road-cycling nirvana with postcard views at every turn.

Iconic Tuscan Roads

Glide along silky tarmac that snakes past vineyards, hill-top villages, and sun-drenched olive groves—pure road-cycling nirvana with postcard views at every turn.

Boutique Stays

Sleep in Renaissance villas and seaside suites; wake to espresso aromas and vineyard views. Luxury linens, private courtyards, Michelin-level meals—recovery has never felt this indulgent.

Boutique Stays

Sleep in Renaissance villas and seaside suites; wake to espresso aromas and vineyard views. Luxury linens, private courtyards, Michelin-level meals—recovery has never felt this indulgent.

Boutique Stays

Sleep in Renaissance villas and seaside suites; wake to espresso aromas and vineyard views. Luxury linens, private courtyards, Michelin-level meals—recovery has never felt this indulgent.

Pro Support

Two fully-equipped SAG vans leap-frog the route with ice towels, fresh bottles, and on-the-spot wrench work—so you focus on watts, not worries.

Pro Support

Two fully-equipped SAG vans leap-frog the route with ice towels, fresh bottles, and on-the-spot wrench work—so you focus on watts, not worries.

Pro Support

Two fully-equipped SAG vans leap-frog the route with ice towels, fresh bottles, and on-the-spot wrench work—so you focus on watts, not worries.

VO₂-Max & Coaching

Start with lab-grade VO₂-max testing in Dubai, then ride Tuscany armed with a personalised plan from Coach Alessio—science-backed gains you’ll feel on every climb.

VO₂-Max & Coaching

Start with lab-grade VO₂-max testing in Dubai, then ride Tuscany armed with a personalised plan from Coach Alessio—science-backed gains you’ll feel on every climb.

VO₂-Max & Coaching

Start with lab-grade VO₂-max testing in Dubai, then ride Tuscany armed with a personalised plan from Coach Alessio—science-backed gains you’ll feel on every climb.

The Road Ahead

Concetrated triathlete grayscale

Day 1 · Arrival & Warm-Up

Porto Santo Stefano

Location & Distance

• Airport transfers (Rome FCO).
• Bike build & fitting with pro mechanic.
• Optional coast-side leg-spinner ≤ 25 km.

Highlights

Sunset aperitivo overlooking the Tyrrhenian Sea. Full briefing with Alessio & crew. Chef-curated seafood dinner.

Concetrated triathlete grayscale

Day 1 · Arrival & Warm-Up

Porto Santo Stefano

Location & Distance

• Airport transfers (Rome FCO).
• Bike build & fitting with pro mechanic.
• Optional coast-side leg-spinner ≤ 25 km.

Highlights

Sunset aperitivo overlooking the Tyrrhenian Sea. Full briefing with Alessio & crew. Chef-curated seafood dinner.

Coach explaining something to an athlete

Day 2 · Stage 1

Porto Santo Stefano → Pienza ≈ 140 km / 1 600 m

Location & Distance

• Coastal rollers, then inland through Maremma vineyards.
• Climb to medieval Monte Massa.
• Feed Zone #1 at Capalbio; Feed Zone #2 at Bagno Vignoni hot springs.
• Pro-photo drone shots on cypress-lined switchbacks.

Highlights

Check-in at 15th-century boutique hotel inside Pienza’s walls. Post-ride massage & laundry. Wine-pairing dinner featuring pecorino and Brunello.

Coach explaining something to an athlete

Day 2 · Stage 1

Porto Santo Stefano → Pienza ≈ 140 km / 1 600 m

Location & Distance

• Coastal rollers, then inland through Maremma vineyards.
• Climb to medieval Monte Massa.
• Feed Zone #1 at Capalbio; Feed Zone #2 at Bagno Vignoni hot springs.
• Pro-photo drone shots on cypress-lined switchbacks.

Highlights

Check-in at 15th-century boutique hotel inside Pienza’s walls. Post-ride massage & laundry. Wine-pairing dinner featuring pecorino and Brunello.

Athlete winning a race

Day 3 · Stage 2

Pienza → Follonica ≈ 127 km / 1 500 m

Location & Distance

• Dawn roll-out onto iconic Strade Bianche gravel sectors (≈ 40 km).
• Espresso stop in Montalcino.• Panoramic descent through Val d’Orcia.
• Coastal headwind paceline into Follonica—safety cars leap-frog with nutrition every 35 km.

Highlights

Beach-front resort check-in. Recovery dip in the Tyrrhenian Sea. Osteopath-led mobility session. Tuscan-grill dinner al fresco.

Athlete winning a race

Day 3 · Stage 2

Pienza → Follonica ≈ 127 km / 1 500 m

Location & Distance

• Dawn roll-out onto iconic Strade Bianche gravel sectors (≈ 40 km).
• Espresso stop in Montalcino.• Panoramic descent through Val d’Orcia.
• Coastal headwind paceline into Follonica—safety cars leap-frog with nutrition every 35 km.

Highlights

Beach-front resort check-in. Recovery dip in the Tyrrhenian Sea. Osteopath-led mobility session. Tuscan-grill dinner al fresco.

Athlete winning a race

Day 4 · Stage 3

Follonica → Porto Santo Stefano ≈ 140 km / 1 100 m

Location & Distance

• Quiet pine-forest roads of the Uccellina nature reserve.
• Final timed segment: 8 km punchy climb to Poggio Talamone.
• Champagne feed stop at Argentario panorama.
• Rolling coastal finish line back in PSS—videographer captures last sprint.

Highlights

Beach-front resort check-in. Recovery dip in the Tyrrhenian Sea. Osteopath-led mobility session. Tuscan-grill dinner al fresco.

Athlete winning a race

Day 4 · Stage 3

Follonica → Porto Santo Stefano ≈ 140 km / 1 100 m

Location & Distance

• Quiet pine-forest roads of the Uccellina nature reserve.
• Final timed segment: 8 km punchy climb to Poggio Talamone.
• Champagne feed stop at Argentario panorama.
• Rolling coastal finish line back in PSS—videographer captures last sprint.

Highlights

Beach-front resort check-in. Recovery dip in the Tyrrhenian Sea. Osteopath-led mobility session. Tuscan-grill dinner al fresco.

Athlete winning a race
Athlete winning a race

Day 5 · Departure

Day 5 · Departure

Porto Santo Stefano

Porto Santo Stefano

Location & Distance

Location & Distance

• Easy café spin (optional) ≤ 20 km or leisure breakfast.
• Bikes packed by mechanic for travel.

• Easy café spin (optional) ≤ 20 km or leisure breakfast.
• Bikes packed by mechanic for travel.

Highlights

Highlights

Check-out & transfers to airports. Digital media pack and Strava files delivered within 48 h.

Check-out & transfers to airports. Digital media pack and Strava files delivered within 48 h.

Athlete winning a race
Athlete winning a race
Athlete winning a race
Coach explaining something to an athlete
Concetrated triathlete grayscale
Athlete winning a race
Athlete winning a race
Athlete winning a race
Coach explaining something to an athlete
Concetrated triathlete grayscale

Package & Pricing

Price

Standard Package:

€ 4,490

Early-bird:

€ 4,190 (book before 1 July 2025)

Deposit:

30 % to secure your spot (balance due 45 days before arrival)

Group size capped at 12 riders

Price

Standard Package:

€ 4,490

Early-bird:

€ 4,190 (book before 1 July 2025)

Deposit:

30 % to secure your spot (balance due 45 days before arrival)

Group size capped at 12 riders

Optional Add-Ons

Optional Add-Ons

High-end carbon road bike rental – + € 350

High-end carbon road bike rental – + € 350

Extra night pre-/post-trip – price on request

Extra night pre-/post-trip – price on request

Cancellation Policy

Cancellation Policy

Deposit is non-refundable

Deposit is non-refundable

Balance refundable (minus € 250 admin fee) up to 30 days before arrival

Balance refundable (minus € 250 admin fee) up to 30 days before arrival

Rider substitutions allowed at any time

Rider substitutions allowed at any time

What’s Included

4 nights in hand-picked boutique hotels (double occupancy)

4 nights in hand-picked boutique hotels (double occupancy)

3 fully supported road stages (407 km / 4,200 m)

3 fully supported road stages (407 km / 4,200 m)

Pre-trip VO₂-max test & personalised coaching plan

Pre-trip VO₂-max test & personalised coaching plan

Two SAG/support vans (mechanic, nutrition, ice towels, luggage transfer)

Two SAG/support vans (mechanic, nutrition, ice towels, luggage transfer)

30-minute massage/physio session after each riding day

30-minute massage/physio session after each riding day

Chef-curated breakfasts & dinners, plus on-route espresso & nutrition stops

Chef-curated breakfasts & dinners, plus on-route espresso & nutrition stops

Premium Castelli jersey, bottles, socks, and other exciting merch

Premium Castelli jersey, bottles, socks, and other exciting merch

Daily bike wash, tune-up, and kit laundry

Daily bike wash, tune-up, and kit laundry

Professional videographer with personal media pack (reel + photos)

Professional videographer with personal media pack (reel + photos)

Airport transfers (Rome FCO)

Airport transfers (Rome FCO)

Not Included

Flights to and from Italy

Flights to and from Italy

Personal travel/medical insurance

Personal travel/medical insurance

Alcoholic drinks beyond hosted dinners

Alcoholic drinks beyond hosted dinners

Package & Pricing

Price

Standard Package:

€ 4,490

Early-bird:

€ 4,190 (book before 1 July 2025)

Deposit:

30 % to secure your spot (balance due 45 days before arrival)

Group size capped at 12 riders

Optional Add-Ons

High-end carbon road bike rental – + € 350

Extra night pre-/post-trip – price on request

Cancellation Policy

Deposit is non-refundable

Balance refundable (minus € 250 admin fee) up to 30 days before arrival

Rider substitutions allowed at any time

What’s Included

4 nights in hand-picked boutique hotels (double occupancy)

3 fully supported road stages (407 km / 4,200 m)

Pre-trip VO₂-max test & personalised coaching plan

Two SAG/support vans (mechanic, nutrition, ice towels, luggage transfer)

30-minute massage/physio session after each riding day

Chef-curated breakfasts & dinners, plus on-route espresso & nutrition stops

Premium Castelli jersey, bottles, socks, and other exciting merch

Daily bike wash, tune-up, and kit laundry

Professional videographer with personal media pack (reel + photos)

Airport transfers (Rome FCO)

Not Included

Flights to and from Italy

Personal travel/medical insurance

Alcoholic drinks beyond hosted dinners

Team

Team

Meet the team

Team

Meet the team

Alessio

Head Coach

Alessio

Head Coach

Karolis

Ops

Karolis

Ops

Team Mechanic

Team Mechanic

Team Driver

Team Driver

Alessio

Head Coach

Karolis

Ops

Team Mechanic

Team Driver

FAQ

Everything you need to know

Can I bring my own bike or should I rent?

What fitness level is required?

Is insurance required?

Do I need to sign a waiver?

What if the weather is bad?

What is the payment schedule?

FAQ

Everything you need to know

Can I bring my own bike or should I rent?

What fitness level is required?

Is insurance required?

Do I need to sign a waiver?

What if the weather is bad?

What is the payment schedule?

FAQ

Everything you need to know

Can I bring my own bike or should I rent?

What fitness level is required?

Is insurance required?

Do I need to sign a waiver?

What if the weather is bad?

What is the payment schedule?

Map & Travel Info

Map & Travel Info

Map & Travel Info



Where we ride

Where we ride

Where we ride

Our journey starts and finishes in Porto Santo Stefano on the Argentario peninsula, sweeps inland to Pienza in the UNESCO-listed Val d'Orcia, then traces the coast through Follonica before returning to the sea. You can see our start town on the map below.

Our journey starts and finishes in Porto Santo Stefano on the Argentario peninsula, sweeps inland to Pienza in the UNESCO-listed Val d'Orcia, then traces the coast through Follonica before returning to the sea. You can see our start town on the map below.

Our journey starts and finishes in Porto Santo Stefano on the Argentario peninsula, sweeps inland to Pienza in the UNESCO-listed Val d'Orcia, then traces the coast through Follonica before returning to the sea. You can see our start town on the map below.

Getting here

Getting here

Getting here

• Rome Fiumicino (FCO) - 1h 40 min by car (complimentary group transfer)

• Rome Fiumicino (FCO) - 1h 40 min by car (complimentary group transfer)

• Rome Fiumicino (FCO) - 1h 40 min by car (complimentary group transfer)

Private transfers or alternative airports available on request.

Private transfers or alternative airports available on request.

Private transfers or alternative airports available on request.

Arrival & departure

Arrival & departure

Arrival & departure

• We'll aim to arrive by 15:00 on 25 Sept 2025 to leave enough time for bike build and welcome briefing.

• We'll aim to arrive by 15:00 on 25 Sept 2025 to leave enough time for bike build and welcome briefing.

• We'll aim to arrive by 15:00 on 25 Sept 2025 to leave enough time for bike build and welcome briefing.

• We'll depart after 11:00 on 29 Sept 2025; our team will pack bikes and drive you to the airport.

• We'll depart after 11:00 on 29 Sept 2025; our team will pack bikes and drive you to the airport.

• We'll depart after 11:00 on 29 Sept 2025; our team will pack bikes and drive you to the airport.

Secure your place with a 30 % deposit

Secure your place with a 30 % deposit

Secure your place with a 30 % deposit

Need a rental bike? Let us know when you apply and we'll have a carbon road bike waiting.

Need a rental bike? Let us know when you apply and we'll have a carbon road bike waiting.

Need a rental bike? Let us know when you apply and we'll have a carbon road bike waiting.




Ready to Conquer the Tuscan 400?

Twelve slots. Four hundred unforgettable kilometres. Join us before they’re gone.

Early-bird price ends 1 July 2025.

Drone shot of a running track at night

Ready to Conquer the Tuscan 400?

Twelve slots. Four hundred unforgettable kilometres. Join us before they’re gone.

Early-bird price ends 1 July 2025.

Drone shot of a running track at night

Ready to Conquer the Tuscan 400?

Twelve slots. Four hundred unforgettable kilometres. Join us before they’re gone.

Early-bird price ends 1 July 2025.

Drone shot of a running track at night