Itinerary for 21 day trip to Toscana

A 21-day adventure in Tuscany sounds like a dream, especially with a family-friendly focus. Tuscany is filled with charming villages, stunning landscapes, and delicious food, making it perfect for a family getaway. Let’s create an itinerary that balances relaxation, exploration, and fun for your little one.

Day 1: Arrival in

Check-in: Find a family-friendly hotel or villaggio in . Look for places with amenities for babies, like cribs and kitchenettes.
Evening Stroll: Take a leisurely walk around the historic center. Visit the and grab a gelato at a nearby gelateria.

Day 2:

Morning: Visit the . Book tickets in advance to avoid long lines.
Afternoon: Explore the . Perfect for a stroller and a picnic!
Evening: Dinner at a family-friendly trattoria. Try some classic Tuscan dishes.

Day 3:

Morning: Visit the to see Michelangelo’s David.
Afternoon: Explore the for some local shopping and snacks.
Evening: Relax at your hotel or enjoy a family-friendly cooking class.

Day 4:

Day Trip: Take a short train ride to (about 1 hour).
Morning: Visit the and the .
Afternoon: Enjoy a leisurely lunch and stroll along the Arno River.
Evening: Return to .

Day 5:

Day Trip: Head to (about 30 minutes by train).
Morning: Rent bikes (with baby seats) and ride along the city walls.
Afternoon: Explore the charming streets and have lunch at a local café.
Evening: Return to .

Day 6:

Day Trip: Travel to (about 1.5 hours by bus).
Morning: Visit the and the .
Afternoon: Enjoy a leisurely lunch and explore the narrow streets.
Evening: Return to .

Day 7:

Day Trip: Visit the medieval town of (about 1 hour by bus).
Morning: Explore the towers and visit the local gelato shop.
Afternoon: Have lunch and enjoy the views from the town walls.
Evening: Return to .

Day 8:

Day Trip: Rent a car and explore the Chianti wine region.
Morning: Visit a family-friendly vineyard for a tour and tasting (many have playgrounds).
Afternoon: Enjoy a picnic lunch amidst the vineyards.
Evening: Return to .

Day 9:

Day Trip: Head to (about 1.5 hours by car).
Morning: Explore the Etruscan ruins and the charming town.
Afternoon: Have lunch and visit the alabaster workshops.
Evening: Return to .

Day 10:

Day Trip: Visit (about 1.5 hours by car).
Morning: Explore the town and its beautiful views.
Afternoon: Enjoy a wine tasting (many places are family-friendly).
Evening: Return to .

Day 11:

Day Trip: Head to (about 2 hours by car).
Morning: Visit a Brunello winery that welcomes families.
Afternoon: Explore the town and have lunch.
Evening: Return to .

Day 12:

Day Trip: Visit (about 1 hour by train).
Morning: Explore the historic center and the Piazza Grande.
Afternoon: Visit the local antique shops and have lunch.
Evening: Return to .

Day 13:

Day Trip: Head to (about 1.5 hours by car).
Morning: Explore the charming streets and visit the Diocesan Museum.
Afternoon: Enjoy lunch with a view.
Evening: Return to .

Day 14: Relaxation Day

Morning: Enjoy a leisurely breakfast at your hotel.
Afternoon: Spend the day at a local park or pool.
Evening: Family movie night at the hotel.

Day 15: Move to a Villaggio in the Countryside

Check-in: Find a family-friendly villaggio in the Tuscan countryside.
Afternoon: Explore the grounds and enjoy the amenities.
Evening: Dinner at the villaggio restaurant.

Day 16: Explore the Countryside

Morning: Take a family-friendly hike or nature walk.
Afternoon: Visit a local farm for a tour and some animal interaction.
Evening: Enjoy a family barbecue at the villaggio.

Day 17: Day Trip to

Day Trip: Visit (about 1 hour by car).
Morning: Explore the town and its beautiful views.
Afternoon: Try the famous pecorino cheese and have lunch.
Evening: Return to your villaggio.

Day 18: Day Trip to

Day Trip: Visit (about 1 hour by car).
Morning: Relax in the thermal baths (some are family-friendly).
Afternoon: Enjoy lunch and explore the village.
Evening: Return to your villaggio.

Day 19: Day Trip to

Day Trip: Return to for a deeper exploration.
Morning: Visit the Roman Theatre and the Etruscan Museum.
Afternoon: Have lunch and explore more of the town.
Evening: Return to your villaggio.

Day 20: Relaxation Day

Morning: Enjoy a leisurely breakfast and some family time at the villaggio.
Afternoon: Take a dip in the pool or enjoy a spa treatment (many places offer family-friendly options).
Evening: Farewell dinner at the villaggio.

Day 21: Departure

Morning: Pack up and enjoy a final breakfast.
Afternoon: Depending on your flight time, you might have a chance for a last stroll or some shopping.
Departure: Head to the airport for your flight home.

Tips:

Transportation: Consider renting a car for flexibility, especially with a baby.
Dining: Look for restaurants with high chairs and kid-friendly menus.
Pacing: Don’t hesitate to adjust the itinerary based on your family’s needs and energy levels.

I hope this itinerary helps you create wonderful memories in Tuscany! Enjoy your trip! 🌻🍷👶