Days 1 - 2: USA / Florence |

Approximately nine hours from New York and up to 12 hours from other east coast cities, board your flight to your engaging multi-generational family vacation in Italy. Upon arrival, relax in your private transfers and marvel at the sights as you travel through the Tuscan countryside. Arrive at Rosewood Castiglion del Bosco and settle in for seven tranquil nights in Villa Casa del Fiume. This 12th century estate was converted to a luxury resort in 2008. Your exquisite villa offers an authentic Tuscan fireplace, fully-equipped kitchen, master bedroom, guest house, private outdoor heated swimming pool, private tennis court, outdoor wood-fired pizza oven and much more. With sweet fragrances of rosemary and sage and endless acres of vineyards and olive groves amid rolling hills and hidden castles, immerse in rich rural traditions, pampering staff and pleasant moments, surrounded by generations of family love.

Day 3:  Florence |

Gather your family members for an astonishing half day of historic exploration on the guided Private Classical Florence Excursion. Known as the cradle of the Renaissance, Florence offers some of the greatest artistic treasures of the world. Be captivated by Piazza del Duomo and the magnificent dome of Santa Maria del Fiore, the Baptistery and Giotto's Campanile. Stroll to the Galleria dell' Accademia, home to the Michelangelo's David and continue to the Palazzo Medici Riccardi, Church of San Lorenzo and the palace, host to modern exhibitions and galleries. Following your excursion, stay in town for a little shopping or delight in a true Italian dinner at one of the many restaurants and cafes, followed by smiles and laughter with a delicious creamy gelato.

Days 4 - 5: Florence |

After a leisurely country breakfast, enjoy the day with your family members in this peaceful villa sharing stories, reminiscing together and discovering the beautiful gardens and grounds. Take a refreshing swim, play a game or two of tennis or explore the countryside on horseback. Then, amass together this evening at the gazebo for an exquisite staff-prepared Tuscan dinner, complete with regional wines, toasting to your loved ones under the transparent clear skies of this enchanting countryside villa.

The next day, celebrate an unforgettable family experience together in a 15th-century home in the center of Settignano, preparing authentic Italian dishes with a Private Cooking Lesson from a highly-trained master chef. Ideal for all ages, you and your family members will savor this hands-on experience creating Mediterranean recipes using the finest seasonal ingredients and learning the secrets of homemade Tuscan fare. Then gather 'round the table and toast to your mouthwatering feast.

Day 6: Florence |

For a delightful morning of captivating wonder, take the whole family on a guided tour of history on the Private Pisa and Lucca Excursion. Delight in a climb to the top of the famous leaning bell tower in the Piazza dei Miracoli, and visit the Field of Dreams near the baptistery and the Compasanto. Traverse the charming town of Lucca, and discover 99 churches, historic cafés, cobbled streets and fine piazzas. After your excursion, peruse the IL Salotto di Firenze in the historic center for countless luxury boutiques, coffee shops and cafes. Your younger travelers will love the Piazza della Repubblica, with its antique carousel and nearby wooden toy shop where you will find coveted Pinocchio mementos.

Days 7 - 8:  Florence / USA |

Spend your last days in this remarkable destination relaxing in the Tuscan sun or exploring the countryside and beyond. Savor final moments across generations with walks in the garden or afternoon cappuccinos. Experience wine tasting in the Chianti region, take a day trip to the distinguished medieval town of Siena or simply take a scenic drive through this incredible countryside. Stroll the streets of Florence at night for beautiful views along the Arno River and a final taste of the greatest gelato in the region. You and your family will treasure these memories for years to come. The next day, bid arrivederci to Tuscany and this wonderful family vacation as you head to the airport for your homebound flights.