Italian Walks

Florence

Siena

Monteriggioni

San Gimignano

Lucca

Portofino

Cinque Terre

Monterosso al Mare

Liguria

Genoa

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

Siena

Monteriggioni

San Gimignano

Lucca

Portofino

Cinque Terre

Monterosso al Mare

Liguria

Genoa

Program Highlights

Explore the timeless beauty of Tuscany and the Italian Riviera on scenic walks through vineyards, olive groves, medieval villages, and breathtaking Mediterranean landscapes.

Discover the cultural treasures of Florence, Siena, San Gimignano, Lucca, Portofino, and Cinque Terre, where Renaissance masterpieces, medieval architecture, and local traditions bring Italy's rich heritage to life.

Walk a historic section of the Via Francigena to the walled village of Monteriggioni and experience the landscapes that have welcomed pilgrims and travelers for centuries.

Savor the authentic flavors of Northern Italy with regional wine tastings, olive oil experiences, and memorable meals featuring fresh local cuisine in charming trattorias and family-owned restaurants.

Experience the spectacular Ligurian coastline, from the colorful villages of Cinque Terre to the scenic coastal trail connecting Portofino and San Fruttuoso Abbey, offering some of Italy's most unforgettable seaside views.

Itinerary

Day 1: U.S. to Florence

Depart the U.S. on an overnight flight to Italy, beginning your journey through the cultural treasures of Tuscany and the spectacular coastline of the Italian Riviera.

Day 2: Arrival in Florence

Arrive in Florence and enjoy a guided walking tour through the historic center before gathering for a welcome reception.

Day 3: Siena & Colle di Val d'Elsa

Discover the medieval city of Siena, including its magnificent cathedral and Piazza del Campo, before continuing to the charming hill town of Colle di Val d'Elsa, renowned for its centuries-old crystal-making tradition.

Day 4: Via Francigena & Monteriggioni

Walk a scenic section of the historic Via Francigena from the Abbey of Strove to Monteriggioni, passing the picturesque Abbey of Isola and experiencing the timeless beauty of the Tuscan countryside.

Day 5: San Gimignano & Tuscan Wine Country

Visit a local Tuscan winery for a tasting of regional wines and seasonal specialties before exploring the UNESCO World Heritage hill town of San Gimignano, famous for its medieval towers.

Day 6: Lucca & Sestri Levante

Explore the historic city of Lucca on a guided bicycle ride along its Renaissance walls or a walking tour through the city center before continuing to the coastal town of Sestri Levante.

Day 7: Portofino & San Fruttuoso

Experience one of the Italian Riviera's most scenic walks from the picturesque harbor of Portofino to the secluded Abbey of San Fruttuoso, returning by ferry along the Mediterranean coast.

Day 8: Cinque Terre

Discover the breathtaking villages of Cinque Terre, exploring colorful cliffside communities, terraced vineyards, and spectacular coastal scenery by foot or scenic train.

Day 9: Monterosso al Mare

Visit the seaside village of Monterosso al Mare and hike to the historic Capuchin convent, where you'll learn about monastic life and enjoy locally produced limoncello overlooking the Mediterranean.

Day 10: Liguria

Discover the traditions of Ligurian olive oil production with a visit to a local producer and tasting before enjoying a farewell dinner celebrating the flavors of Northern Italy.

Day 11: Genoa to U.S.

Transfer to Genoa Airport for your return flight home, concluding your journey through Tuscany's medieval towns and the stunning coastline of the Italian Riviera.

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.

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