A week on the Tuscan coast is not a tour of Tuscany. It is a week in one place, with the sea in front of you and three directions to take when you feel like it: north to the cities and the port, inland to the wine hills, south to the Etruscan shore and the Maremma. This itinerary is built that way. It assumes a base in Castiglioncello, a car or a driver for two days, and a deliberate refusal to fill every hour.

We do not publish distances or drive times. They depend on the route, the traffic and the season, and a number on a page would be less useful than a conversation. What follows is the shape of the week, not a timetable.

Before you start: choose a base, not a checklist

The common mistake is to book three bases in seven days. Tuscany is larger than it looks on a map, and every move costs a morning. One base on the coast, with the village within walking distance, gives you the sea every day and the rest of Tuscany as an excursion.

Castiglioncello works as that base because it is a village rather than a resort: shops, cafés, a station on the Tyrrhenian line, pine woods and a chain of small bays. The village guide explains what is there. If you are still choosing between the coast and the countryside, read the Tuscan coast guide first.

Day one — arrive, swim, eat in the village

Do not plan anything for the first afternoon. Arrive, put the bags down, walk to the water and take the first swim. If you are staying at Roc Villa Bay, the sea is reached on foot: a sandy beach by a private path, or a rocky cove by stone steps. The cove guide explains the descent.

In the evening, eat in the village rather than driving somewhere famous. The first meal should be close, slow and without a reservation you might miss. Ask your host what is open that week; the answer changes with the season.

Day two — Castiglioncello on foot

Give the village a full day. Walk the seafront and the pine woods, swim from the Baia del Quercetano, and see the Castello Pasquini, the neo-gothic building of 1889 that stands on Piazza della Vittoria. The village was built as a cultivated summer retreat in the late nineteenth century, and the Macchiaioli painters worked along this light. You do not need a museum to understand it: the low sun on the rocks is the same subject.

The things to do in Castiglioncello guide fills in the rest, including the smaller bays. Keep the afternoon empty. The village rewards repetition more than ticking off sights.

Day three — north to Livorno or Pisa

Choose one, not both. Livorno is a working port city with a strong identity: the Terrazza Mascagni, the canals of the Venezia district, and a food culture built on fish, including cacciucco. Pisa is the Piazza dei Miracoli, the Leaning Tower, the Duomo and the Baptistery, and a compact historic centre that rewards an early start.

If you are using trains, both are reachable from Castiglioncello station on the Tyrrhenian line. If you want a guide and a car, the private Pisa tour and the private Florence tour exist for exactly this kind of day. Florence is a full day, not an afternoon: choose it deliberately or leave it for another trip.

Day four — Bolgheri and the wine road

Bolgheri is a frazione of Castagneto Carducci, in the province of Livorno, on the coastal side of the region. It is known for the Bordeaux-style blends that changed the reputation of the Tuscan coast, and for the Bolgheri DOC, created in 1994. The cypress avenue and the small village are part of the experience; the estates are the reason to go.

Visits are by appointment, and some estates are not open to the public at all. Choose two or three rather than six. If you are tasting, appoint a driver: the private driver service exists for this, and the Bolgheri wineries guide explains how the estates differ. The Tuscan wine guide widens the picture to Chianti, Montalcino and Montepulciano.

Day five — south to Baratti and Populonia

Drive south along the Etruscan Riviera to the Gulf of Baratti and Populonia. This is one of the most distinctive stretches of the Tuscan coast: a sheltered gulf below a headland, with the archaeological park of Populonia preserving the remains of an Etruscan city and its necropolis above the sea. It is a place to arrive early, swim, and spend time with the archaeology rather than photograph it from the car park.

Further south, the Maremma opens into longer beaches, pine woods and wetlands. Do not try to add the Maremma parks to the same day. They deserve their own.

Day six — the sea, from the water

The coast reads differently from a boat. A skippered day out, a kayak or a paddleboard turns the headlands into a sequence of coves and shows how little of the shore the road actually touches. The guide to Tuscany by boat covers the options, from a private boat to a kayak along the shore; the yacht charter service is the more formal version.

If the sea is rough, change the plan without regret. A long lunch, the village and a walk in the pines are a legitimate day on this coast.

Day seven — leave one day empty

Keep the last full day without an itinerary. Go back to the beach you liked most. Buy food for lunch. Read under the pines. Have a last swim in the evening, when the day visitors have gone and the water is calm. The empty day is usually the one people remember.

If you have five days, or ten

With five days, keep the village, one city and one wine day, and leave the south for another trip. With ten days, add the Maremma, a longer boat day and a second city; or take the ferry to Elba and stay a night. The villas near Elba page explains why the island is a different holiday, not a day trip.

For families, groups and slower travellers

Families should read the family holidays guide before fixing the week. Groups of friends should look at the group villa guide, which explains how space, privacy and the sea access work. Anyone who prefers trains to cars should start with the car-free guide.

Staying at Roc Villa Bay

Roc Villa Bay is a private seafront estate in Castiglioncello with four bedrooms, three private units, more than 4,000 m² of Mediterranean garden and two private accesses to the sea. It is a house for families and small groups, not a hotel or a resort. Tell us your dates and the shape of the week you want, and we will tell you honestly what fits. The enquiry form is the beginning of the conversation.

Questions

Good to know

Can you do this itinerary without a car?

Most of it. The village, Livorno and Pisa work by train, and the house has two private accesses to the sea on foot. Bolgheri and the hill towns are easier with a driver or a car for the day.

How many days do you need on the Tuscan coast?

Five days is the minimum for the village, one city and one wine day. Seven days allows the south and a boat day. Ten days allows the Maremma, Elba or a second city.

Is this itinerary suitable for families?

Yes, with adjustments: shorter days, a beach in the morning, shade in the afternoon and no more than one excursion at a time. The family guide explains what to look for.

Do you publish distances and drive times?

No. They depend on the route, traffic and season, and a number on a page would be less useful than a conversation about your dates.

Where should we stay for this itinerary?

One base on the coast, in a village within walking distance of the sea. Castiglioncello is where Roc Villa Bay is, and it is the base this itinerary assumes.

Stay at Roc Villa Bay

A private house
by the sea

Four bedrooms, three private units, more than 4,000 m² of Mediterranean garden and two private accesses to the sea in Castiglioncello.

Enquire about your stay Discover the villa →

Answered personally, usually within a day.