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Cities & Castles: A Honeymoon of Delights

Trip introduction

11 NIGHT TRIP

An unforgettable journey through Italy’s most romantic cities, medieval castles, and rolling Tuscan hills. This honeymoon blends ancient wonders with indulgent wine tastings, luxurious countryside escapes, and artistic masterpieces, creating a seamless mix of culture, cuisine, and relaxation. From Rome’s cinematic streets to a private castle in Val D’Orcia and the timeless beauty of Lake Maggiore, every moment is steeped in enchantment.

Highlights
Explore Rome’s iconic landmarks and hidden gems
VIP access to the Colosseum and Vatican Museums
Wine-paired gourmet dinner in the Eternal City
Stay in a restored medieval castle in Val D’Orcia
Discover Tuscany’s hilltop villages and Brunello wines
Masterpieces of Michelangelo, Botticelli, and da Vinci
Luxurious lakeside retreat on Lake Maggiore
Private boat tour of the Borromean Islands
Description

Day 1: Arrive in Rome

Welcome to your dream honeymoon in Italy! Upon arrival at Rome’s airport, your private driver will whisk you away to your elegant city-center hotel. After check-in, enjoy an afternoon orientation walk to discover the Eternal City’s famous piazzas, fountains, and romantic movie-worthy streets. It’s a perfect first glimpse into the magic of Rome. Overnight stay.

Day 2: Rome of the Emperors

After breakfast, step into the world of Ancient Rome. Begin your guided tour at the summit of Opium Hill before descending into the mighty Colosseum, including exclusive access to the underground chambers, arena floor, and upper tiers. Continue to the Roman Forum, the Arch of Constantine, and Palatine Hill, where emperors once ruled. The tour concludes at the site where Julius Caesar was cremated. Enjoy the afternoon at your leisure with the option to attend an evening concert or opera. Overnight stay.

Day 3: Michelangelo’s
masterpiece & Holy see

This morning, enjoy skip-the-line access to the Vatican Museums with an expert guide. Admire the Sistine Chapel’s ceiling and St. Peter’s Basilica, home to Michelangelo’s Pietà. In the late afternoon, meet a foodie guide for a gourmet wine pairing experience in a historic Roman cellar. Savor an aperitivo before sitting down to a multi-course Italian dinner, perfectly matched with regional wines. Overnight stay.

Day 4: From cities to castles

After breakfast, depart Rome for a fairytale escape to the countryside. En route to your new home, a luxurious XII-century castle in Val D’Orcia, stop at a prestigious winery for a guided tour and wine tasting. Arrive at Castello di Velona, where panoramic views and refined comfort await. Overnight stay.

Day 5: Val d’Orcia hilltop villages

Today, journey through the scenic heart of Tuscany. Explore postcard-perfect towns like Montalcino, Montepulciano, and Pienza, set among rolling hills, sunflower fields, and world-class vineyards. Sample Brunello wines and enjoy leisurely strolls through medieval streets. Return to the castle to relax. Overnight stay.

Day 6: Day at leisure

A full day to unwind and soak in the magic of your castle retreat. Indulge in spa treatments, lounge by the pool, or take in the view with a glass of wine. Optional private tours can be arranged. Overnight stay.

Day 7: The Cradle of Renaissance

After breakfast, journey to Florence, the birthplace of the Renaissance. Upon arrival and check-in, visit the Accademia Gallery to marvel at Michelangelo’s David, along with other sculptural masterpieces. The evening is yours to explore this romantic city. Overnight stay.

Day 8: Uffizi gallery treasures

Dive deeper into Florence’s rich artistic heritage with a morning guided tour of the Uffizi Gallery. Gaze upon world-renowned works by Botticelli, Leonardo da Vinci, and Raphael. Enjoy the afternoon and evening at leisure to shop, sip wine, or roam the Arno River. Overnight stay.

Day 9: Lake Maggiore

Leave Florence behind as you travel by high-speed train to Milan, where a private driver will take you to your final romantic stay: the elegant Castello dal Pozzo on Lake Maggiore. Check into this lakeside haven and enjoy a peaceful afternoon and evening at leisure. Overnight stay.

Day 10: Lakeside villages

Today’s adventure takes you by boat across Lake Maggiore. Visit the charming Borromean Islands, Isola Bella and Isola dei Pescatori, with their exquisite baroque palaces and lush gardens. Take in the beauty of the lake from the water before returning to your castle. Overnight stay.

Day 11: Lake Maggiore
as you wish

Enjoy a day entirely at your pace. Whether you choose a private boat ride, a lakeside walk, or simply to relax on the castle grounds, this is your time to reflect on your unforgettable honeymoon journey. Overnight stay.

Day 12: Departure

After breakfast, a private transfer will take you to Milan’s airport for your flight home. Say “Arrivederci” to Italy, but take with you a heart full of memories and a love story enriched by adventure.

NOTE: This itinerary is subject to changes based on service availability at the time of travel. 

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Foro Romano

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Florence excursion

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