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15 Days of Tranquil Walks and Teen Activities Itinerary
Last updated: 2024 Jun 14Exploring Siena's Historic Charm
Morning
Start your day with a visit to the iconic Palio of Siena (Palio di Siena). This historic horse race, held twice a year, is one of the most famous events in Italy. While the race itself may not be happening during your visit, you can still explore Piazza del Campo where it takes place and soak in the vibrant atmosphere. Afterward, enjoy a leisurely breakfast at Caffè Fiorella, known for its delicious pastries and coffee.
Afternoon
In the afternoon, head to National Art Gallery of Siena (Pinacoteca Nazionale Siena). This gallery houses an impressive collection of Sienese art from the medieval and Renaissance periods. It's a great way to immerse yourself in the local culture and history. For lunch, stop by La Taverna di San Giuseppe, a highly-rated restaurant offering traditional Tuscan cuisine.
Evening
As evening approaches, take a stroll through the charming streets of Siena and make your way to Basilica of San Domenico (Basilica di San Domenico). This stunning basilica offers breathtaking views of the city at sunset. For dinner, dine at Osteria Le Logge, known for its elegant ambiance and delectable dishes.
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Palio of Siena (Palio di Siena)
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National Art Gallery of Siena (Pinacoteca Nazionale Siena)
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Basilica of San Domenico (Basilica di San Domenico)
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Medieval Marvels and Scenic Beauty
Morning
Begin your day with a visit to the iconic Siena Civic Museum (Museo Civico di Siena). This museum is located within the Palazzo Pubblico and offers a fascinating insight into Siena's history through its impressive collection of artworks and artifacts. Enjoy breakfast at Bar Il Palio, known for its fresh pastries and excellent coffee.
Afternoon
After exploring the museum, head to Montalcino Fortress (Fortezza di Montalcino). This medieval fortress offers stunning views of the surrounding countryside. Take a guided tour to learn about its history and significance. For lunch, dine at Osteria Osticcio, located within Montalcino, offering delicious Tuscan cuisine with a modern twist.
Evening
In the evening, take a leisurely drive through Val d'Orcia and arrive at Pienza just in time for sunset. Explore its charming streets before enjoying dinner at R-La Terrazza del Chiostro known for its traditional Tuscan dishes.
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Siena Civic Museum (Museo Civico di Siena)
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Montalcino Fortress (Fortezza di Montalcino)
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Discovering Florence's Culinary Delights
Morning
Begin your day with an exciting activity: Florence Pizza and Gelato Class at a Tuscan Farmhouse. This hands-on cooking class is perfect for teenagers and adults alike. You'll learn how to make authentic Italian pizza and gelato from scratch while enjoying the beautiful Tuscan countryside. Afterward, have breakfast at Caffè Gilli, one of Florence's oldest cafes.
Afternoon
In the afternoon, explore more of Florence with a visit to Florence Pitti Palace and Palatina Gallery Ticket and Tour. The Pitti Palace is home to several museums and galleries showcasing Renaissance art and historical artifacts. For lunch, head to Trattoria La Casalinga, a cozy eatery serving delicious homemade pasta dishes.
Evening
Conclude your day with a relaxing walk along the Arno River. Enjoy stunning views of Ponte Vecchio as you make your way to Florence Arno River Cruise with a Live Concert. This unique experience combines sightseeing with live music on board. End your evening with dinner at Enoteca Pinchiorri, an upscale restaurant renowned for its exquisite cuisine.
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Florence Pizza and Gelato Class at a Tuscan Farmhouse
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Florence Pitti Palace and Palatina Gallery Ticket and Tour
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Florence Arno River Cruise with a Live Concert
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Artistic Treasures and Culinary Delights
Morning
Start your day with an enriching experience: Florence 4-Hour Accademia and Uffizi Galleries Guided Tour. This tour will take you through two of Florence's most famous art galleries, showcasing masterpieces by renowned artists such as Michelangelo and Botticelli. Afterward, have breakfast at Caffè Concerto Paszkowski, a historic café offering delicious pastries.
Afternoon
In the afternoon, immerse yourself in Florence's culinary scene with Florence Pasta Making Class with Wine, Limoncello, and Cake. Learn how to make traditional Italian pasta from scratch while enjoying local wines. For lunch, savor your creations during the class itself.
Evening
As evening approaches, explore more of Florence's vibrant culture with a visit to Vasari Corridor (Corridoio Vasariano). This hidden passageway connects Palazzo Vecchio to Palazzo Pitti and is filled with fascinating artworks. End your day with dinner at La Giostra, an elegant restaurant known for its exquisite Tuscan cuisine.
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Florence 4-Hour Accademia and Uffizi Galleries Guided Tour
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Florence Pasta Making Class with Wine, Limoncello, and Cake
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Vasari Corridor (Corridoio Vasariano)
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Historical Wonders and Culinary Adventures
Morning
Begin your day with a visit to the Dante House Museum (Museo Casa di Dante). This museum is dedicated to the life and works of Dante Alighieri, one of Italy's greatest poets. Explore the exhibits that showcase his contributions to literature and his impact on Florence. Enjoy breakfast at Caffè Scudieri, known for its rich coffee and delectable pastries.
Afternoon
In the afternoon, take part in an exciting activity: Florence Pasta & Tiramisu Cooking Class with Unlimited Wine. This hands-on class is perfect for teenagers and adults alike, offering a fun way to learn how to make traditional Italian dishes. For lunch, savor your creations during the class itself.
Evening
As evening approaches, explore more of Florence's vibrant culture with a visit to Palazzo Strozzi. This Renaissance palace hosts various art exhibitions throughout the year. End your day with dinner at Trattoria 4 Leoni, an elegant restaurant known for its exquisite Tuscan cuisine.
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Dante House Museum (Museo Casa di Dante)
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Florence Pasta & Tiramisu Cooking Class with Unlimited Wine
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Palazzo Strozzi
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Art and History in Florence
Morning
Start your day with a visit to the Florence Uffizi Gallery Small Group Tour. This guided tour will take you through one of the most famous art museums in the world, showcasing masterpieces by artists such as Botticelli, Michelangelo, and Leonardo da Vinci. Enjoy breakfast at Caffè Rivoire, known for its rich coffee and delectable pastries.
Afternoon
In the afternoon, take part in an engaging activity: Florence Pasta Cooking Class with Unlimited Wine. This hands-on class is perfect for teenagers and adults alike, offering a fun way to learn how to make traditional Italian pasta dishes. For lunch, savor your creations during the class itself.
Evening
As evening approaches, explore more of Florence's vibrant culture with a visit to Piazza Santa Croce. This historic square is surrounded by beautiful buildings and offers a lively atmosphere. End your day with dinner at Trattoria Cammillo, an elegant restaurant known for its exquisite Tuscan cuisine.
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Florence Uffizi Gallery Small Group Tour
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Florence Pasta Cooking Class with Unlimited Wine
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Piazza Santa Croce
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Cultural Immersion in Lucca
Morning
Start your day in Lucca by visiting the famous Lucca Clock Tower (Torre delle Ore). Climb to the top for panoramic views of this charming walled city. Afterward, enjoy breakfast at Pasticceria Dianda, known for its mouthwatering pastries.
Afternoon
Spend your afternoon exploring more historical sites such as Church of San Michele in Foro (Chiesa di San Michele in Foro) which features stunning Romanesque architecture. For lunch, dine at Trattoria Da Leo, offering traditional Lucchese dishes that will delight your taste buds.
Evening
As evening falls, take part in an engaging activity: Florence Street Food Tour with Local Expert Guide. Although this tour starts from Florence again it’s worth traveling back as it offers an opportunity to sample various local delicacies while learning about their origins from an expert guide – making it fun yet educational especially for teenagers! Finally have dinner back in Lucca atRistorante Giglio
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Lucca Clock Tower (Torre delle Ore)
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Cork Jameson Irish Whiskey & Midleton Distillery Experience
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Florence Street Food Tour with Local Expert Guide
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Exploring Lucca's Hidden Gems
Morning
Start your day in Lucca by visiting the famous Guinigi Tower (Torre Guinigi). Climb to the top for panoramic views of this charming walled city. Afterward, enjoy breakfast at Pasticceria Sandra, known for its mouthwatering pastries.
Afternoon
Spend your afternoon exploring more historical sites such as Church of San Sisto (Chiesa di San Sisto) which features stunning Romanesque architecture. For lunch, dine at Trattoria Da Gherardo, offering traditional Lucchese dishes that will delight your taste buds.
Evening
As evening falls, take part in an engaging activity: Florence Dark History Walking Tour with Bar Stops. Although this tour starts from Florence again it’s worth traveling back as it offers an opportunity to learn about Florence's dark past while enjoying drinks at local bars – making it fun yet educational especially for teenagers! Finally have dinner back in Lucca atRistorante Giglio
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Guinigi Tower (Torre Guinigi)
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Church of San Sisto (Chiesa di San Sisto)
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Florence Dark History Walking Tour with Bar Stops
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Enchanting Castles and Scenic Views
Morning
Begin your day with a visit to the Castle of Meleto (Castello di Meleto). This stunning castle offers guided tours that take you through its historic halls and beautiful gardens. The views from the castle are breathtaking, providing a perfect backdrop for some memorable photos. Enjoy breakfast at Bar Dante, known for its fresh pastries and excellent coffee.
Afternoon
After exploring the castle, head to the nearby Brolio Castle (Castello di Brolio). This castle is not only rich in history but also home to one of the oldest wineries in Italy. Take a guided tour of the vineyards and wine cellars, followed by a wine tasting session. For lunch, dine at Osteria del Castello, located within the castle grounds, offering delicious Tuscan cuisine with a modern twist.
Evening
In the evening, take a leisurely drive through the scenic Chianti countryside and arrive at Monteriggioni. This medieval walled town is perfect for an evening stroll. Explore its charming streets and enjoy dinner at Ristorante Il Pozzo, known for its traditional Tuscan dishes and warm ambiance.
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Castle of Meleto (Castello di Meleto)
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Brolio Castle (Castello di Brolio)
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Monteriggioni
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Natural Wonders and Relaxation
Morning
Begin your day early with a trip to Cinque Terre National Park (Parco Nazionale delle Cinque Terre). Start by exploring Riomaggiore, one of the five picturesque villages that make up this UNESCO World Heritage site. Enjoy breakfast at Bar Centrale, offering fresh pastries and coffee with stunning sea views.
Afternoon
Spend your afternoon hiking along the scenic trails that connect the villages of Cinque Terre. The trails offer breathtaking views of the coastline and are perfect for nature lovers. For lunch, stop by Ristorante Belforte in Vernazza, known for its seafood dishes made from fresh local ingredients.
Evening
As evening falls, relax on one of Cinque Terre's beautiful beaches or take a sunset boat tour along the coast. Conclude your day with dinner at Da Eraldo in Monterosso al Mare, offering delicious Ligurian cuisine in a cozy setting.
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Cinque Terre National Park (Parco Nazionale delle Cinque Terre)
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Exploring Pisa's Iconic Landmarks
Morning
Begin your day with a visit to the iconic Church of Santa Maria della Spina (Chiesa di Santa Maria della Spina). This small Gothic church is located on the banks of the Arno River and is known for its intricate architecture. Enjoy breakfast at Caffè dei Cavalieri, known for its fresh pastries and excellent coffee.
Afternoon
In the afternoon, head to Leaning Tower of Pisa (Torre Pendente di Pisa). Climb to the top for panoramic views of Pisa and its surroundings. For lunch, dine at Osteria dei Cavalieri, offering delicious Tuscan cuisine with a modern twist.
Evening
As evening falls, take a leisurely stroll through Piazza dei Miracoli and explore more historical sites such as Pisa Cathedral (Duomo di Pisa) which features stunning Romanesque architecture. Finally have dinner atRistorante La Scaletta
Bedtime
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Church of Santa Maria della Spina (Chiesa di Santa Maria della Spina)
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Pisa Cathedral (Duomo)
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Exploring Pisa's Iconic Landmarks
Morning
Begin your day with a visit to the iconic Church of Santa Maria della Spina (Chiesa di Santa Maria della Spina). This small Gothic church is located on the banks of the Arno River and is known for its intricate architecture. Enjoy breakfast at Caffè dei Cavalieri, known for its fresh pastries and excellent coffee.
Afternoon
In the afternoon, head to Leaning Tower of Pisa (Torre Pendente di Pisa). Climb to the top for panoramic views of Pisa and its surroundings. For lunch, dine at Osteria dei Cavalieri, offering delicious Tuscan cuisine with a modern twist.
Evening
As evening falls, take a leisurely stroll through Piazza dei Miracoli and explore more historical sites such as Pisa Cathedral (Duomo di Pisa) which features stunning Romanesque architecture. Finally have dinner atRistorante La Scaletta
Bedtime
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Church of Santa Maria della Spina (Chiesa di Santa Maria della Spina)
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Pisa Cathedral (Duomo)
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Scenic Beauty in Val d'Orcia
Morning
Start your day early with a trip to Val d'Orcia. Begin by exploring Pienza, one of the most picturesque towns in this UNESCO World Heritage site. Enjoy breakfast at Bar Il Casello, offering fresh pastries and coffee with stunning views of the countryside.
Afternoon
Spend your afternoon hiking along scenic trails that offer breathtaking views of rolling hills dotted with cypress trees. For lunch, stop by Osteria La Porta in Monticchiello, known for its delicious Tuscan dishes made from fresh local ingredients.
Evening
As evening falls relax on one of Val d'Orcia's beautiful viewpoints or take sunset drive along winding roads concluding your day with dinner atLa Grottain Montepulciano offering exquisite cuisine cozy setting.
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Val d'Orcia
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Scenic Beauty in Val d'Orcia
Morning
Start your day early with a trip to Val d'Orcia. Begin by exploring Pienza, one of the most picturesque towns in this UNESCO World Heritage site. Enjoy breakfast at Bar Il Casello, offering fresh pastries and coffee with stunning views of the countryside.
Afternoon
Spend your afternoon hiking along scenic trails that offer breathtaking views of rolling hills dotted with cypress trees. For lunch, stop by Osteria La Porta in Monticchiello, known for its delicious Tuscan dishes made from fresh local ingredients.
Evening
As evening falls relax on one of Val d'Orcia's beautiful viewpoints or take sunset drive along winding roads concluding your day with dinner atLa Grottain Montepulciano offering exquisite cuisine cozy setting.
Bedtime
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Val d'Orcia
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Medieval Marvels and Scenic Beauty
Morning
Begin your day with a visit to the iconic Orvieto Cathedral (Duomo di Orvieto). This stunning cathedral is known for its intricate facade and beautiful frescoes inside. Enjoy breakfast at Caffè Montanucci, known for its rich coffee and delectable pastries.
Afternoon
In the afternoon, take part in an engaging activity: Florence Dark History Walking Tour with Bar Stops. Although this tour starts from Florence again it’s worth traveling back as it offers an opportunity to learn about Florence's dark past while enjoying drinks at local bars – making it fun yet educational especially for teenagers! For lunch, savor your creations during the class itself.
Evening
As evening approaches, explore more of Orvieto's vibrant culture with a visit to Pozzo della Cava. This ancient well offers a fascinating insight into the city's history. End your day with dinner at Trattoria del Moro Aronne, an elegant restaurant known for its exquisite Tuscan cuisine.
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Orvieto Cathedral (Duomo di Orvieto)
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Florence Dark History Walking Tour with Bar Stops
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Pozzo della Cava
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