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14 Days Exploring Italy's Best

14 Days Exploring Italy's Best Itinerary

Last updated: 2024 Jun 14

Welcome to Lake Como

Morning
Start your day with a serene walk along the shores of Lake Como, taking in the breathtaking views of the lake and surrounding mountains. Stop by The Buttered Biscuit Cafe for a delightful breakfast to fuel your day.
Afternoon
Spend the afternoon exploring the charming town of Bellagio, often referred to as the 'Pearl of Lake Como.' Wander through its narrow streets, visit local shops, and enjoy a leisurely lunch at Whispers Restaurant.
Evening
As evening falls, take a relaxing boat ride on Lake Como to witness the sunset over the water. End your day with a sumptuous dinner at Jimmy's Italian Restaurant, known for its authentic Italian cuisine.
Bedtime
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Hiking in the Dolomites

Morning
Begin your adventure in the Dolomites with an invigorating hike through one of its many scenic trails. The fresh mountain air and stunning landscapes will leave you in awe. Enjoy a hearty breakfast at La Table des Lodges before setting off.
Afternoon
Continue your exploration with a visit to one of the picturesque alpine villages nestled in the Dolomites. Take some time to relax and have lunch at L'Auberge du Mont Pilat, where you can savor local delicacies.
Evening
After a day of hiking and exploring, unwind with a cozy dinner at Chez Grand-Mère, offering traditional mountain cuisine in a warm and inviting atmosphere.
Bedtime
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Venetian Delights Await

Morning
Kick off your Venetian adventure with a gondola ride through Venice's iconic canals. Experience the city's unique charm from the water. Afterward, enjoy breakfast at Osteria alle Testiere, known for its delicious seafood dishes.
Afternoon
Explore Venice's rich history by visiting Doge's Palace (Palazzo Ducale) and St. Mark's Basilica (Basilica di San Marco). For lunch, head to Antiche Carampane for an authentic Venetian meal.
Evening
In the evening, take a leisurely stroll across Rialto Bridge (Ponte di Rialto) and enjoy dinner at Ristorante Quadri, offering stunning views of St. Mark's Square.
Bedtime
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Doge's Palace (Palazzo Ducale)

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St. Mark's Basilica (Basilica di San Marco)

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Rialto Bridge (Ponte di Rialto)

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Artistic Florence Awaits You

Morning
Start your day in Florence by visiting the renowned Uffizi Galleries (Gallerie degli Uffizi), home to masterpieces by Botticelli, Michelangelo, and more. Enjoy breakfast at All'Antico Vinaio, famous for its delicious sandwiches.
Afternoon
Continue your artistic journey with a visit to Accademia Gallery (Galleria dell'Accademia), where you can marvel at Michelangelo's David. For lunch, dine at Trattoria Mario, known for its traditional Tuscan dishes.
Evening
As evening approaches, head to Piazzale Michelangelo for panoramic views of Florence. End your day with dinner at La Giostra, offering exquisite Italian cuisine in an elegant setting.
Bedtime
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Uffizi Galleries (Gallerie degli Uffizi)

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Accademia Gallery (Galleria dell'Accademia)

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Artistic Treasures of Florence

Morning
Begin your day in Florence by visiting the renowned Uffizi Galleries (Gallerie degli Uffizi), home to masterpieces by Botticelli, Michelangelo, and more. Enjoy breakfast at Enoteca Pinchiorri, famous for its exquisite Italian cuisine.
Afternoon
Continue your artistic journey with a visit to Accademia Gallery (Galleria dell'Accademia), where you can marvel at Michelangelo's David. For lunch, dine at Trattoria Mario, known for its traditional Tuscan dishes.
Evening
As evening approaches, head to Piazzale Michelangelo for panoramic views of Florence. End your day with dinner at La Giostra, offering exquisite Italian cuisine in an elegant setting.
Bedtime
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Uffizi Galleries (Gallerie degli Uffizi)

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Accademia Gallery (Galleria dell'Accademia)

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Tuscany's Wine and Wonders

Morning
Begin your day with a visit to the Castle of Meleto (Castello di Meleto), where you can explore the historic castle and its beautiful vineyards. Enjoy a delightful breakfast at Osteria di Passignano, known for its exquisite Tuscan cuisine.
Afternoon
Spend the afternoon indulging in a wine tasting tour at one of Tuscany's renowned wineries. Experience the rich flavors of Chianti and other local wines. For lunch, head to La Bottega del Buon Caffè for a gourmet meal.
Evening
As evening falls, take a leisurely stroll through the charming town of Siena. End your day with dinner at Da Delfina, offering traditional Tuscan dishes in a cozy setting.
Bedtime
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Castle of Meleto (Castello di Meleto)

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Tuscany's Wine and Wonders

Morning
Begin your day with a visit to the Castle of Meleto (Castello di Meleto), where you can explore the historic castle and its beautiful vineyards. Enjoy a delightful breakfast at Osteria di Passignano, known for its exquisite Tuscan cuisine.
Afternoon
The Mall Luxury Outlets is next on your list, where you can indulge in some shopping at high-end stores. For lunch, head to La Bottega del Buon Caffè for a gourmet meal.
Evening
Monteriggioni is perfect for an evening stroll through this charming medieval town. End your day with dinner at Da Delfina, offering traditional Tuscan dishes in a cozy setting.
Bedtime
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Castle of Meleto (Castello di Meleto)

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The Mall Luxury Outlets

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Monteriggioni

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Pisa's Iconic Leaning Tower

Morning
Start your day in Pisa with a visit to the iconic Leaning Tower of Pisa. Climb to the top for breathtaking views of the city. Enjoy breakfast at La Buca di San Ranieri, known for its delicious pastries.
Afternoon
Piazza dei Miracoli is next on your list, where you can explore the stunning architecture and historical significance of this UNESCO World Heritage site. For lunch, dine at Osteria dei Cavalieri, offering authentic Italian cuisine.
Evening
Pisa Cathedral (Duomo) is a must-visit in the evening, where you can admire its intricate design and beautiful interior. End your day with dinner at Ristorante Galileo, known for its exquisite seafood dishes.
Bedtime
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Leaning Tower of Pisa

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Piazza dei Miracoli

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Pisa Cathedral (Duomo)

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Rome's Historical Marvels

Morning
Temple of Caesar (Tempio di Cesare) is your first stop in Rome, where you can delve into ancient history and marvel at this iconic site. Enjoy breakfast at Roscioli, famous for its delicious pastries and coffee.
Afternoon
Ancient Rome awaits you next, where you can explore landmarks like the Colosseum and Roman Forum. For lunch, head to Armando al Pantheon for an authentic Roman meal.
Evening
In the evening, take a leisurely stroll through Trastevere, one of Rome's most charming neighborhoods. End your day with dinner at Antico Arco, offering exquisite Italian cuisine with stunning views.
Bedtime
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Temple of Caesar (Tempio di Cesare)

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Ancient Rome

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Exploring Rome's Rich History

Morning
Trevi Fountain (Fontana di Trevi) is your first stop in Rome today. Toss a coin into this iconic fountain to ensure your return to Rome. Enjoy breakfast at Tonnarello, famous for its delightful pastries and coffee.
Afternoon
Pantheon awaits you next, where you can marvel at this ancient temple's architectural brilliance. For lunch, dine at Osteria da Fortunata, offering authentic Roman cuisine.
Evening
Piazza Navona is perfect for an evening stroll, surrounded by beautiful baroque architecture and lively street performers. End your day with dinner at Ristorante Aroma at Palazzo Manfredi, offering stunning views of the Colosseum.
Bedtime
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From Hermanus or Cape Town Shark Cage Diving Experience

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Pantheon

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Piazza Navona

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Capri's Coastal Beauty

Morning
Start your day in Capri by visiting Marina Piccola, where you can enjoy stunning coastal views and relax by the beach. Have breakfast at Da Paolino, known for its delightful outdoor dining experience under lemon trees.
Afternoon
Explore Capri further by taking a boat tour around the island, including stops at famous sites like White Grotto (Grotta Bianca). For lunch, dine at Ristorante Il Geranio, offering panoramic sea views.
Evening
As evening approaches, visit the beautiful Gardens of Augustus (Giardini di Augusto), where you can enjoy breathtaking views of Capri’s coastline. End your day with dinner at{ R-La Fontelina }, known for its fresh seafood dishes.
Bedtime
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Marina Piccola

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White Grotto (Grotta Bianca)

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Amalfi's Coastal Charms

Morning
Begin your day in Amalfi with a visit to the Amalfi Cathedral (Cattedrale di Sant'Andrea). This stunning cathedral is a masterpiece of medieval architecture. Enjoy breakfast at La Caravella, known for its delightful pastries and coffee.
Afternoon
Take a private Amalfi Lemon Tour in the Historical Garden, where you can learn about the region's famous lemons and enjoy some fresh lemonade. For lunch, dine at Eolo, offering exquisite views and delicious seafood.
Evening
As evening falls, embark on an Amalfi Coast Boat and Snorkeling Tour with a Captain. Explore hidden coves and snorkel in crystal-clear waters. End your day with dinner at Da Gemma, known for its traditional Italian cuisine.
Bedtime
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Amalfi Cathedral (Cattedrale di Sant'Andrea)

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Relaxing in Positano

Morning
Church of Santa Maria Assunta (Chiesa di Santa Maria Assunta) is your first stop in Positano. This beautiful church is known for its stunning dome covered in majolica tiles. Enjoy breakfast at La Sponda, offering breathtaking views of the coast.
Afternoon
Path of the Gods hike, along the Amalfi Coast with Enzo. awaits you next. This scenic hike offers panoramic views of the coastline and is perfect for nature lovers. For lunch, head to Ristorante Max for an authentic Italian meal.
Evening
Positano Private Sunset Boat Experience is a must-do in the evening. Witness the stunning sunset over Positano from the water. End your day with dinner at Chez Black, known for its delicious seafood dishes.
Bedtime
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Church of Santa Maria Assunta (Chiesa di Santa Maria Assunta)

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Path of the Gods hike, along the Amalfi Coast with Enzo.

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Positano Private Sunset Boat Experience

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