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San Ramon, CA 94583

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Toll-Free: 1-800-453-4754
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Italian Walks

Florence

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Tuscany

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San Gimignano

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Chianti

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Montalcino

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Siena

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Lucca

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Sestri Levante

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Cinque Terre

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Portofino

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Program Overview

Experience the beauty, culture, and flavors of Northern Italy on this leisurely walking journey through Tuscany and the Italian Riviera. Explore rolling vineyard-covered hills, medieval villages, and scenic coastal landscapes while traveling at a relaxed pace that encourages meaningful connections with each destination. From the Renaissance treasures of Florence and the historic streets of San Gimignano to the celebrated wine region of Montalcino and the colorful seaside villages of Cinque Terre, discover the timeless charm that has inspired travelers for centuries. Along the way, enjoy regional cuisine, local wines, and authentic cultural experiences while staying in welcoming hotels that reflect the character of each region. Blending gentle walks, historic towns, breathtaking scenery, and Italy's renowned culinary traditions, this journey offers an enriching exploration of two of the country's most beloved regions.

Program Details

Duration: 11 Days

Locations: Florence

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Tuscany

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San Gimignano

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Chianti

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Montalcino

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Siena

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Lucca

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Sestri Levante

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Cinque Terre

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Portofino

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Program Highlights

Explore Tuscany and the Italian Riviera on a series of scenic walks through vineyards, olive groves, medieval towns, and dramatic coastal landscapes.

Discover the cultural treasures of San Gimignano, Siena, Lucca, Cinque Terre, and Portofino, from historic architecture to local traditions and daily life.

Experience the renowned wine regions of Tuscany, including the picturesque countryside surrounding Chianti and Montalcino.

Enjoy authentic regional cuisine, local wines, and memorable meals in charming trattorias and ristorantes throughout the journey.

Walk between the colorful villages of Cinque Terre and experience some of the most spectacular coastal scenery in the Mediterranean.

Itinerary

Day 1: U.S. to Florence

Depart the U.S. on an overnight flight to Italy, beginning your journey through the landscapes, villages, and coastal treasures of Tuscany and the Italian Riviera.

Day 2: Arrival in Tuscany

Arrive in Florence and transfer to the Tuscan countryside. Settle into your accommodations and gather for a welcome dinner featuring regional cuisine and wines.

Day 3: San Gimignano & Tuscan Landscapes

Explore the rolling hills and vineyards of Tuscany on a scenic walk to San Gimignano, one of Italy's most iconic medieval hill towns, renowned for its historic towers and timeless atmosphere.

Day 4: Chianti Wine Country

Walk through the heart of the Chianti region, passing vineyards, olive groves, and charming villages while discovering the landscapes that have defined Tuscany for centuries.

Day 5: Montalcino & Val d'Orcia

Journey through the celebrated Val d'Orcia, a UNESCO World Heritage landscape of cypress-lined roads, vineyards, and picturesque countryside. Enjoy time in the historic hill town of Montalcino.

Day 6: Siena & Colle Val d'Elsa

Explore the rich history and architectural beauty of Tuscany, including visits to medieval towns and scenic walking routes that reveal the region's enduring cultural heritage.

Day 7: Lucca & Tuscan Traditions

Discover the charming city of Lucca, known for its Renaissance walls, elegant piazzas, and relaxed atmosphere. Enjoy opportunities to explore local traditions, cuisine, and daily life.

Day 8: Italian Riviera & Sestri Levante

Travel to the Ligurian coast, where colorful seaside villages and dramatic coastal scenery offer a striking contrast to the rolling landscapes of Tuscany.

Day 9: Cinque Terre

Experience the breathtaking beauty of Cinque Terre, walking between picturesque cliffside villages overlooking the Mediterranean and enjoying some of Italy's most celebrated coastal views.

Day 10: Portofino & Ligurian Coast

Explore the elegant harbor town of Portofino and the scenic Italian Riviera, where colorful waterfronts, coastal pathways, and maritime traditions create an unforgettable setting.

Day 11: Genoa to U.S.

Transfer to Genoa for your return flight home, concluding your exploration of Tuscany's hill towns, renowned wine regions, and the spectacular coastline of Liguria.

Florence Extension: Art, Architecture & Renaissance Heritage

Enhance your Italian journey with an enriching stay in Florence, the birthplace of the Renaissance and one of Europe's most celebrated centers of art and culture. Wander through elegant piazzas and historic streets lined with architectural masterpieces that have inspired travelers for centuries. Accompanied by an expert guide, discover Florence's remarkable artistic legacy through visits to world-renowned landmarks and museums, including the iconic Duomo and the celebrated Uffizi Gallery. Enjoy time to explore the city's vibrant cafés, artisan shops, and picturesque riverfront at your own pace. Blending artistic achievement, architectural beauty, and timeless Italian charm, this extension offers a captivating introduction to Tuscany before the main program begins.

Rome Extension: Ancient Wonders & Eternal Treasures

Extend your Italian adventure with a stay in Rome, a city where ancient history, artistic achievement, and vibrant contemporary life coexist at every turn. Explore iconic monuments that span more than two millennia, from the grandeur of the Roman Empire to the masterpieces of the Renaissance and Baroque eras. Visit renowned landmarks including the Colosseum, Pantheon, and Vatican City, while discovering charming piazzas, hidden corners, and lively neighborhoods that reveal the city's enduring character. Enjoy opportunities to experience authentic Roman cuisine, stroll along historic streets, and immerse yourself in one of the world's most fascinating cultural capitals. Blending history, art, architecture, and local traditions, this extension provides a memorable conclusion to your journey through Italy.

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