Tuscany, Italy 8-Day Trip Itinerary

Travel to Florence

Fly from Porto to Florence Peretola Airport (FLR), followed by transfer to your hotel in the city center.

Settle in and prepare for your Tuscan adventure.

Hotel Check-in

Check into your boutique hotel in Florence and take some time to freshen up after your journey.

Ponte Vecchio & Arno River

Take a leisurely walk across the iconic Ponte Vecchio, admiring the charming shops built along its edges.

Enjoy views of the Arno River.

Piazza della Signoria

Explore Piazza della Signoria, the main square of Florence, home to Palazzo Vecchio and the Loggia dei Lanzi with its impressive sculptures.

Welcome Dinner

Enjoy your first authentic Tuscan dinner at a traditional trattoria in Florence, savoring local pasta and wine.

Uffizi Gallery

Immerse yourselves in Renaissance art with a visit to the renowned Uffizi Gallery, home to masterpieces by Botticelli, Leonardo da Vinci, and Michelangelo.

Book tickets well in advance to avoid long queues, especially in June.

Lunch at Mercato Centrale

Experience Florence's vibrant food scene at Mercato Centrale.

Enjoy a variety of fresh, local delicacies from different stalls for lunch.

Great place for an authentic and casual Italian meal.

Oltrarno Exploration

Cross the Arno to the Oltrarno district, known for its artisan workshops, leather goods, and quieter streets.

Explore Santo Spirito Basilica.

Tuscan Cooking Class

Participate in a hands-on cooking class to learn the secrets of traditional Tuscan cuisine, followed by enjoying the meal you've prepared.

Wine Tour in Tuscany

Embark on an immersive wine tour through the picturesque Chianti region.

Visit local vineyards, learn about winemaking, and enjoy tastings of Chianti Classico. The tour offers authentic perspectives on the unknown corners of wonderful Tuscany.

Donatella's tour provides an authentic experience. Includes transport from Florence. Wear comfortable shoes.

Siena Old Town

After the wine tour, spend some time exploring the medieval city of Siena.

Visit Piazza del Campo and enjoy the historic atmosphere.

Dinner in Siena

Dine at a restaurant in Siena, enjoying local Tuscan specialties before returning to Florence.

Tuscany Vespa Tours

Embark on an exhilarating scooter ride through the hills of the Chianti wine region.

This full-day tour takes you on scenic routes, with stops in charming villages and breathtaking viewpoints. It's a fantastic way to experience the Tuscan landscape.

Requires a valid driver's license. Helmets provided. Wear comfortable clothing. Price typically includes lunch and tastings.

Countryside Dinner

Enjoy a tranquil dinner at an agriturismo or a local restaurant in the Tuscan countryside, savoring farm-to-table dishes.

Truffle in Tuscany Hunt

Join a local truffle hunter, Massimo, and his trained dogs in the forests of San Miniato.

Learn about truffle hunting traditions and hopefully discover some prized truffles. This experience offers a unique insight into Tuscan nature and culinary culture.

Wear comfortable walking shoes suitable for woodland. Often includes a truffle-based tasting or meal afterwards.

Truffle Lunch

Enjoy a delicious lunch featuring the truffles you might have found, or other local Tuscan dishes, in the San Miniato area.

Afternoon Leisure in Florence

Return to Florence for some free time.

Perhaps revisit a favorite spot, do some last-minute souvenir shopping, or simply relax at a cafe.

Sunset at Piazzale Michelangelo

Head to Piazzale Michelangelo for breathtaking panoramic views of Florence at sunset, a perfect way to conclude your time in the city.

Accessible by bus or a pleasant uphill walk.

Farewell Dinner

Enjoy a final dinner in Florence, perhaps indulging in some fine Florentine steak or another culinary highlight.

Scenic Drive to Maremma

Enjoy a picturesque drive from the Chianti region towards the stunning Maremma Coast.

Take in the changing landscapes, from rolling hills to coastal plains.

Coastal Hotel Check-in

Check into your chosen accommodation on the Maremma Coast.

Settle in and prepare for an afternoon of relaxation.

Explore Maremma Regional Park

Embark on a gentle nature walk or hike in the Parco Regionale della Maremma (Uccellina Park), known for its wild beaches, pine forests, and rich wildlife.

Choose one of the many trails suitable for your group.

Entrance fee may apply. Wear comfortable shoes and bring water. Some trails lead to secluded beaches.

Relax at Cala Violina

Spend a couple of hours relaxing at Cala Violina, one of Italy's most beautiful beaches, famous for its 'singing sand' and crystal-clear waters.

It requires a walk through the pine forest to reach.

Limited access for cars, usually requires a walk or shuttle. Bring beach essentials.

Seafood Dinner

Indulge in a delicious fresh seafood dinner at a restaurant in Castiglione della Pescaia, a charming coastal town known for its port and fortress.

Visit Massa Marittima

Explore the medieval hilltop town of Massa Marittima.

Wander through its beautiful Piazza Garibaldi, visit the Duomo di San Cerbone, and enjoy the panoramic views.

Traditional Tuscan Lunch

Enjoy a traditional Tuscan lunch in Massa Marittima at a local osteria, savoring regional specialties.

Drive to Siena

Depart from the Maremma region and drive inland towards the iconic medieval city of Siena.

The journey offers more beautiful Tuscan landscapes.

Hotel Check-in in Siena

Check into your hotel in or near Siena.

Unpack and relax before exploring the city.

Piazza del Campo Stroll

Take an evening stroll through Siena's magnificent Piazza del Campo, one of Europe's greatest medieval squares.

Soak in the atmosphere and admire the Palazzo Pubblico and Torre del Mangia.

Dinner in Siena

Enjoy a delightful dinner at a traditional Sienese restaurant, sampling local dishes like Pici pasta and Cinta Senese pork.

Siena Cathedral Visit

Explore the stunning Siena Cathedral (Duomo di Siena), a masterpiece of Italian Gothic architecture, including its intricate facade, Piccolomini Library, and panoramic terrace.

Book tickets in advance, especially during peak season. Dress respectfully (shoulders and knees covered).

Wine Tour in Tuscany

Embark on an authentic wine tour led by Donatella, a young woman born and raised in the area. Discover the unknown corners of wonderful Tuscany, including its vineyards and cellars, with a tasting experience.

Booking essential. Price varies based on tour length and inclusions.

Farewell Tuscan Lunch

Enjoy a final memorable Tuscan lunch in Siena before heading to the airport.

Transfer to Florence Airport

Travel from Siena to Florence Peretola Airport (FLR).

If you rented a car, this is the time to return it.

Airport Check-in & Security

Allow ample time for check-in and security procedures at Florence Airport before your evening flight.