14 day itinerary for Italy

Itinerary

Italy is a treasure trove of stunning landscapes, charming villages, and delicious cuisine, especially in the southern regions and Tuscany. Here’s a delightful 14-day itinerary that balances day hikes with visits to small villages, ensuring you soak in the beauty and culture of Italy. Let’s get started!

## Day 1: Arrival in Naples

• Morning: Arrive in Naples. Check into your hotel and freshen up.
• Afternoon: Explore the historic center of Naples. Visit the Naples Cathedral and stroll through Spaccanapoli.
• Evening: Enjoy a classic Neapolitan pizza at a local pizzeria. Don’t forget to try the sfogliatella for dessert!

## Day 2: Amalfi Coast - Positano

• Morning: Take a bus or ferry to Positano. The views are breathtaking!
• Afternoon: Hike the Path of the Gods (Sentiero degli Dei) from Bomerano to Nocelle. It’s about a 3-4 hour hike with stunning coastal views.
• Evening: Relax in Positano, enjoy dinner with a view, and soak in the sunset.

## Day 3: Amalfi Coast - Ravello

• Morning: Head to Ravello. Visit Villa Rufolo and its beautiful gardens.
• Afternoon: Hike the trails around Ravello, such as the hike to the nearby village of Scala.
• Evening: Enjoy a leisurely dinner in Ravello, perhaps at a restaurant with live music.

## Day 4: Capri Day Trip

• Morning: Take a ferry to Capri. Visit the Blue Grotto if the weather permits.
• Afternoon: Hike to the top of Monte Solaro for panoramic views of the island.
• Evening: Return to Positano or Naples for the night.

## Day 5: Matera

• Morning: Travel to Matera, famous for its ancient cave dwellings (Sassi).
• Afternoon: Explore the Sassi di Matera and hike the trails around the Gravina River.
• Evening: Enjoy dinner in a cave restaurant for a unique experience.

## Day 6: Alberobello and Ostuni

• Morning: Head to Alberobello to see the iconic trulli houses.
• Afternoon: Continue to Ostuni, the "White City." Explore its narrow streets and enjoy the views.
• Evening: Dine in Ostuni, sampling local Puglian cuisine.

## Day 7: Gargano National Park

• Morning: Travel to Gargano National Park. Start with a visit to Vieste.
• Afternoon: Hike the coastal trails, such as the trail to the Umbra Forest.
• Evening: Enjoy fresh seafood in Vieste.

## Day 8: Travel to Tuscany - San Gimignano

• Morning: Travel to San Gimignano, a medieval hill town.
• Afternoon: Explore the town and hike the surrounding vineyards.
• Evening: Sample local Vernaccia wine and enjoy dinner in the town square.

## Day 9: Chianti Region

• Morning: Rent a bike or take a guided tour through the Chianti vineyards.
• Afternoon: Stop at small villages like Castellina in Chianti and Radda in Chianti for tastings.
• Evening: Return to San Gimignano for dinner.

## Day 10: Siena

• Morning: Travel to Siena. Visit the Piazza del Campo and the Siena Cathedral.
• Afternoon: Hike the trails around the city, perhaps to the nearby village of Monteriggioni.
• Evening: Enjoy a traditional Sienese meal.

## Day 11: Val d'Orcia

• Morning: Head to the Val d'Orcia region. Visit Pienza and sample pecorino cheese.
• Afternoon: Hike the scenic trails around the rolling hills and vineyards.
• Evening: Stay in a farmhouse and enjoy a rustic dinner.

## Day 12: Montalcino and Montepulciano

• Morning: Visit Montalcino, famous for Brunello wine. Tour a winery and taste.
• Afternoon: Head to Montepulciano, hike the surrounding vineyards, and explore the town.
• Evening: Dine in Montepulciano, enjoying local wines and dishes.

## Day 13: Cortona

• Morning: Travel to Cortona, a charming hilltop town.
• Afternoon: Hike the trails around Cortona, enjoying the views of Lake Trasimeno.
• Evening: Enjoy a farewell dinner in Cortona, savoring the Tuscan flavors.

## Day 14: Departure from Florence

• Morning: Travel to Florence. If time allows, visit the Uffizi Gallery or the Duomo.
• Afternoon: Last-minute shopping or a stroll along the Arno River.
• Evening: Depart from Florence, taking with you unforgettable memories of Italy!

Tips:

• Transportation: Consider renting a car for flexibility, especially in Tuscany and the Amalfi Coast.
• Accommodations: Look for agriturismos (farm stays) for an authentic experience.
• Packing: Bring good hiking shoes, a reusable water bottle, and a camera to capture the stunning landscapes!

I hope this itinerary excites you! Italy is a dream destination, and you’re sure to have an amazing time exploring its beauty and charm. Buon viaggio! 🌍✈️🍝