COD. KW9-08<\/p>\n\n\n\n
ABOUT THIS TOUR<\/strong><\/p>\n\n\n\n Rolling hills, medieval towns, and world-class wines make Tuscany an unparalleled dream destination! This special 10-day journey takes you deep into the heart of Italy\u2019s most famous region and along its breathtaking coastline. You will admire the famous Leaning Tower of Pisa and the impressive ancient walls of Lucca. Walk through the cobblestone streets of Siena, San Gimignano, and Montalcino to feel living history all around you. Taste world-class wines like Chianti Classico and Brunello di Montalcino, and enjoy authentic lunches at historic estates. From countryside castles to the crystal-clear waters of Elba Island and the Argentario coast, join us to experience the true Tuscan lifestyle!<\/p>\n\n\n\n <\/p>\n\n\n\n DETAILED ITINERARY<\/strong><\/p>\n\n\n\n DAY 1 \u2013 Welcome to Italy: Arrival, Guided Tour of Florence & Transfer to Hotel DAY 2 \u2013 Full Day Tour of Pisa and Lucca with Wine Tasting & Light Lunch DAY 3 \u2013 Medieval Charm & Relaxation: Monteriggioni, Wine Tasting Lunch & Free Afternoon DAY 4 \u2013 Medieval Towns: Siena, San Gimignano & Chianti Classico Winery Tour DAY 5 \u2013 Montalcino: Brunello Wine Tasting and Cellar Lunch DAY 6 \u2013 The Heart of Chianti: Castellina, Greve & Historic Chianti Castle DAY 7 \u2013 Journey to the Coast: Maremma and Bolgheri DAY 8 \u2013 Elba Island: Full-Day Guided Tour with Wine Tasting and Lunch DAY 9 \u2013 Coastal Wonders: Orbetello, Porto Santo Stefano DAY 10 \u2013 Departure Day: Arrivederci Italia!![\"\"](\"https:\/\/www.checkitaly.it\/wp-content\/uploads\/2026\/10\/CHECK-ITALY-MONTERIGGIONE.webp\")
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<\/strong>Your beautiful journey in Tuscany begins today. Upon arrival at the airport, your professional driver and tour manager will greet you. We will head straight into the heart of Florence for an enchanting private guided walking tour of the Renaissance capital. You will admire the breathtaking Duomo, the historic Piazza della Signoria, and the iconic Ponte Vecchio. Afterward, transfer to your beautiful Tuscan hotel to settle in and relax. In the evening, enjoy a delicious welcome dinner at the hotel.<\/p>\n\n\n\n
<\/strong>Enjoy breakfast at the hotel before departing for Pisa to meet your private local guide. You will visit the famous Piazza dei Miracoli, admire the exterior of the Baptistery, and see the iconic Leaning Tower. Afterward, we will drive to a local estate to enjoy a wine tasting and a light lunch featuring traditional Tuscan flavors. In the afternoon, we proceed to Lucca, famous for its perfectly preserved medieval walls, for a guided walking tour of its historic center. Return to the hotel for your overnight stay.<\/p>\n\n\n\n
<\/strong>After breakfast, we depart for Monteriggioni, a small, charming medieval village enclosed by historic defensive walls and towers. Enjoy free time to explore its quiet streets and capture beautiful photos. Next, we transfer to a countryside estate for a delicious Italian lunch paired with excellent local wines. In the afternoon, our private coach transfers you back to the hotel. The rest of the day is yours to unwind.<\/p>\n\n\n\n
<\/strong>Following breakfast, we head to the medieval city of Siena. Your private guide will lead you on a walking tour of this UNESCO World Heritage Site, ending at the famous Piazza del Campo. We then take a short drive across the valley to a vineyard just outside San Gimignano for an Italian lunch and wine tasting. In the afternoon, we venture into the heart of the Chianti Classico region to visit a spectacular modern winery, tour its cellars, and sample its wines. Before returning to the hotel, we will stop in San Gimignano to admire its medieval stone towers and treat ourselves to gelateria at the main square.<\/p>\n\n\n\n
<\/strong>Begin your day with breakfast before embarking on a scenic drive through the rolling hills and vineyards of Tuscany to Montalcino, home of the world-renowned Brunello wine. Stroll along its stone-paved streets, visit the grand fortress, and explore local shops. Afterward, we visit one of Montalcino\u2019s most famous wineries to explore its historic cellar and enjoy a guided tasting (Brunello di Montalcino DOCG, Rosso di Montalcino DOC, Morellino di Scansano, and Maremma Toscana DOCG) paired with a light lunch of local cured meats, cheeses, and Tuscan bread. Return to the hotel in the afternoon.<\/p>\n\n\n\n
<\/strong>After breakfast, we head to Castellina in Chianti to admire its majestic fortress and defensive walls. We continue to Greve in Chianti, the birthplace of explorer Giovanni da Verrazzano, stopping at a famous antica macelleria in the main square to taste traditional Tuscan salami. Next, we visit a historic castle in the area for a guided tour of the estate and a tasting of their finest organic wines. Return to the hotel.<\/p>\n\n\n\n
<\/strong>Enjoy breakfast and check out of your hotel. Today, we travel toward the Tuscan coast to the Maremma and Bolgheri region, famous for its prestigious “Super Tuscan” wines. We will visit an ancient winery for a special tour and wine tasting. In the afternoon, check into your new accommodation and enjoy a relaxing evening.<\/p>\n\n\n\n
<\/strong>After breakfast, we depart for the port of Piombino to board the ferry to Portoferraio, the capital of Elba Island. There, meet your local guide to begin the island tour. The highlight of the day is a unique walking tour through the vineyards alongside the winemaker, followed by a wine tasting accompanied by bruschette, local olive oil, cold cuts, and a light lunch. We will also make a panoramic stop in the picturesque seaside village of Porto Azzurro. In the late afternoon, take the ferry back to the mainland and return to the hotel.<\/p>\n\n\n\n
<\/strong>After breakfast and check-out, we set off for the Argentario area. Enjoy a guided tour of the lagoon town of Orbetello and the charming port of Porto Santo Stefano, with free time for lunch by the sea. In the afternoon, a private transfer will take you to your accommodation for a restful final night in Italy.<\/p>\n\n\n\n
<\/strong>Enjoy your final breakfast at the hotel before checking out. A private transfer will take you directly to the airport for your flight back home. Take with you the unforgettable memories of your journey through Tuscany! Arrivederci, Italia!<\/p>\n\n\n\n