The Ultimate Italian Escape: Luxury 7-Day Itinerary Through Northern Italy & Tuscany's Most Exclusive Stays
There’s a certain magic to Northern Italy that’s hard to put into words. From the winding canals of Venice to the rolling vineyards of Tuscany and the tranquil shores of Lake Como, this region exudes a timeless beauty and elegance that few places can rival. Having explored these iconic destinations myself, I can confidently say that this 7-day itinerary will immerse you in the finest experiences Northern Italy has to offer.
Not only will you stay at Italy’s most prestigious hotels and savor breathtaking scenery, but when you book through us, you’ll also enjoy exclusive amenities that make your journey even more extraordinary. Prepare for a week of relaxation, cultural immersion, and unforgettable memories.
A Luxurious 7-Day Journey Through Northern Italy - Overview
Here’s an overview of your 7-day luxurious journey through Northern Italy, designed to offer a seamless blend of relaxation, cultural immersion, and unforgettable experiences.
Day 1: Arriving in Venice – Explore St. Mark’s Square and a Gondola Ride
Day 2: Discover the Islands of Murano and Burano with a Private Boat Tour
Day 3: A Cultural Day in Venice – Art, History, and Relaxation
Day 4: Travel to Tuscany – Wine Tasting and Arrival at Rosewood Castiglion del Bosco
Day 5: Private Wine Tour and Exploration of Val d’Orcia
Day 6: Yoga, Cooking Class, and Truffle Hunting in Tuscany
Day 7: Day Trip to Siena or Florence – Explore Tuscany’s Iconic Cities
This week-long itinerary captures the very essence of Northern Italy’s charm, offering an exclusive experience that combines the beauty of Venice, the serenity of Tuscany, and rich Italian culture.
Now, let's dive into the detailed day-by-day guide to ensure your journey is filled with memorable moments and luxurious indulgence.
Day 1: Arriving in Venice – Explore St. Mark’s Square and a Gondola Ride
Stay: Belmond Hotel Cipriani, Venice
Your Italian adventure begins in Venice, where the enchanting canals and romantic ambiance greet you. Upon arrival, the hotel’s private water shuttle will whisk you away to Belmond Hotel Cipriani, a luxurious retreat nestled on Giudecca Island. With its panoramic lagoon views and Venetian-style suites, the hotel offers a serene escape from the bustling city.
Belmond Hotel Cipriani, Venice
As a Belmond Preferred Partner, all our clients receive complimentary perks including:
Room Upgrades on arrival, subject to availability
Daily breakfast for two, served in the restaurant (already included in rates)
$100+ USD equivalent Food & Beverage credit
Early check-in and late check-out, subject to availability
Complimentary Wi-Fi
These thoughtful perks will make your stay even more magical—whether it’s a complimentary breakfast by the lagoon or enjoying the $100 dining credit at the hotel’s Michelin-starred restaurant, Oro.
Activities:
Arrival and Check-in: After settling into your lagoon-view suite, take in the serene atmosphere and the breathtaking views of the Venetian lagoon.
Explore St. Mark’s Square: Begin your exploration in the heart of Venice at St. Mark’s Square, where the grandeur of Doge’s Palace and the intricate details of Basilica di San Marco will captivate you. Wander through the square and soak in the city’s rich history.
Evening Gondola Ride: As the sun begins to set, enjoy a private gondola ride through Venice’s enchanting canals. This quintessential experience allows you to witness the city’s beauty from a unique perspective, as the soft evening light reflects off the water.
Night Stay: Belmond Hotel Cipriani
Day 2: Discover the Islands of Murano and Burano with a Private Boat Tour
Stay: Belmond Hotel Cipriani, Venice
After a relaxing breakfast overlooking the lagoon, set out on a private boat tour to explore the nearby islands of Murano and Burano. This day offers a peaceful escape to the artistic and colorful side of Venice.
The Belmond hotel shuttle boat
Our Tip:
Use your Food & Beverage credit for a sunset aperitivo at Cip’s Club, enjoying breathtaking views of Venice as the golden light reflects off the water.
Activities:
Private Boat Tour to Murano: Begin your journey with a visit to Murano, renowned worldwide for its centuries-old glassblowing tradition. Observe master artisans as they skillfully create exquisite glass pieces, a craft passed down through generations.
Visit Colorful Burano: Next, explore the island of Burano, famed for its vibrant, colorful houses and intricate lace-making. Stroll through the peaceful streets, admiring the charming architecture, and perhaps visit one of the local lace shops to see artisans at work.
Aperitivo at Cip’s Club: Return to Belmond Hotel Cipriani and enjoy a refreshing aperitivo at Cip’s Club as the sun sets over Venice. The view of the city from this vantage point is truly spectacular, and the perfect way to end a day of exploration.
Michelin-Star Dinner at Oro: Conclude your evening with a Michelin-starred dining experience at Oro. Savor expertly crafted dishes that highlight the flavors of the region, each course reflecting the culinary heritage of Venice.
Tips:
Sun Protection: Venice’s waters reflect sunlight intensely, so bring sunscreen and sunglasses.
Stay Hydrated: Ensure you stay hydrated while exploring the islands.
Night Stay: Belmond Hotel Cipriani
Day 3: A Cultural Day in Venice – Art, History, and Relaxation
Stay: Belmond Hotel Cipriani, Venice
For your final day in Venice, dive into the city’s rich cultural offerings before indulging in a day of leisure back at the hotel.
Pisa's cathedral and Leaning Tower
Activities:
Visit the Peggy Guggenheim Collection: Begin your day with a visit to the Peggy Guggenheim Collection, a world-renowned museum showcasing modern masterpieces by artists such as Picasso, Dalí, and Pollock. The intimate setting along the Grand Canal provides an inspiring backdrop for the collection.
Private Art Tour: Alternatively, arrange for a private art tour that takes you to hidden galleries and local exhibitions, offering a deeper understanding of Venice’s rich artistic history.
Afternoon by the Pool: After your cultural exploration, return to the hotel for a relaxing afternoon by the pool. Unwind with a cocktail in hand or simply take in the tranquil views of the lagoon.
Spa Treatment: For those seeking further relaxation, indulge in a rejuvenating spa treatment, designed to leave you feeling refreshed and ready for the next chapter of your journey.
Final Dinner at Terrazza Danieli: Conclude your time in Venice with a final dinner at Terrazza Danieli, for a beautiful dinner on Hotel Danieli’s rooftop overlooking the Venetian Lagoon.
Night Stay: Belmond Hotel Cipriani
Day 4: Travel to Tuscany – Wine Tasting and Arrival at Rosewood Castiglion del Bosco
Stay: Rosewood Castiglion del Bosco, Tuscany
Leaving Venice behind, your journey takes you to the serene countryside of Tuscany. Whether you travel by scenic car transfer or a high-speed train to Florence, the beauty of the landscape sets the stage for what’s to come. Upon arrival at Rosewood Castiglion del Bosco, you’ll find yourself immersed in the tranquil beauty of a 5,000-acre estate nestled in the Val d’Orcia.
RWCDB Drone view Borgo
As a Rosewood Preferred Partner, all our clients receive complimentary perks including:
Room Upgrade on arrival, subject to availability
Daily buffet breakfast for two, served in the restaurant
$100 USD credit toward Food & Beverage or Spa Treatment
Early check-in and late check-out, subject to availability
Complimentary Wi-Fi
With perks like a $100 spa or dining credit, your Tuscan retreat will be even more rejuvenating and indulgent.
Activities:
Arrival and Check-in: Upon arrival, settle into your suite or private villa, surrounded by sweeping views of vineyards and rolling hills. The estate’s peaceful atmosphere provides the perfect escape from the everyday.
Explore the Estate: Take a leisurely stroll around the estate’s expansive grounds, where you’ll have the opportunity to sample wines from the on-site winery, including the renowned Brunello di Montalcino.
Private Dinner Under the Stars: As the sun sets, enjoy a private dinner on the estate, with a menu featuring locally sourced ingredients and paired with wines from the property. Dining under the stars in the heart of Tuscany is an experience you won’t soon forget.
Tips:
Driving in Tuscany: Consider a private transfer if you want to fully enjoy the scenic views without the challenge of navigating Tuscany’s winding roads. If you do decide to rent a car, don’t forget you will need an international driver’s permit!
Night Stay: Rosewood Castiglion del Bosco
Day 5: Private Wine Tour and Exploration of Val d’Orcia
Stay: Rosewood Castiglion del Bosco, Tuscany
Today is dedicated to exploring the UNESCO-listed Val d’Orcia region, where medieval towns and exceptional wines await.
Val d'Orcia's golden hills
Activities:
Private Tour of Val d’Orcia: Your private guide will lead you through the rolling hills of Val d’Orcia, with visits to the medieval towns of Montalcino and Pienza. These historic towns offer a glimpse into Tuscany’s rich history, with stunning Renaissance architecture and winding streets to explore.
Wine Tastings: As you explore the region, stop at renowned wineries to sample Tuscany’s most celebrated wines, including Brunello di Montalcino. Each tasting is an opportunity to learn about the region’s winemaking traditions, guided by expert sommeliers.
Traditional Tuscan Lunch: Pause for a traditional Tuscan lunch at a charming trattoria, where you’ll savor authentic dishes like fresh pici pasta and locally made Pecorino cheese.
Sunset Dinner on the Estate: Upon returning to Rosewood Castiglion del Bosco, enjoy a sunset dinner overlooking the estate’s vineyards, paired with a selection of the estate’s finest wines.
Night Stay: Rosewood Castiglion del Bosco
Day 6: Yoga, Cooking Class, and Truffle Hunting in Tuscany
Stay: Rosewood Castiglion del Bosco, Tuscany
Your final full day in Tuscany is all about relaxation and diving deeper into the local culture.
Val d'Orcia's golden hills
Activities:
Morning Yoga: Begin your day with a peaceful yoga session overlooking the vineyards, allowing you to connect with the tranquil surroundings and set a calm tone for the day.
Cooking Class: Learn the art of traditional Tuscan cuisine in a private cooking class led by the estate’s chef. From handmade pasta to tiramisu, you’ll gain hands-on experience in preparing authentic dishes.
Truffle Hunting: For a truly unique experience, embark on a truffle hunt through the estate’s grounds, guided by experts and their trained dogs. Truffle hunting is an integral part of Tuscany’s culinary heritage, and if you’re visiting during the autumn season, you may even discover some of these prized delicacies.
Private Wine Tasting: Conclude your day with a private wine tasting at the estate’s historic winery, where you’ll sample the estate’s finest Brunello di Montalcino and other regional specialties.
Tips:
Comfortable Shoes: Bring comfortable shoes, especially for truffle hunting and exploring the estate.
Night Stay: Rosewood Castiglion del Bosco
Day 7: Day Trip to Siena or Florence – Explore Tuscany’s Iconic Cities
Stay: Rosewood Castiglion del Bosco, Tuscany
On your final day in Tuscany, take a day trip to one of the region’s most iconic cities—Siena or Florence—each offering rich history, stunning architecture, and a deep connection to the artistic and cultural heritage of Italy.
Florence's Duomo and bell tower
Activities:
Explore Siena: Wander through Siena’s narrow, medieval streets where history comes alive at every turn. Begin at the famous Piazza del Campo, known for its unique fan shape and the annual Palio horse race. Visit the magnificent Siena Cathedral, with its Gothic architecture and stunning interior. Pause at one of the charming cafes for an espresso or gelato as you explore the city's squares and alleyways.
Visit Florence: If Florence calls to you, start your day at the iconic Duomo with its striking red dome. Climb Brunelleschi’s Dome for panoramic views or visit the Uffizi Gallery, home to masterpieces by Botticelli, Michelangelo, and da Vinci. Stroll across the historic Ponte Vecchio and perhaps indulge in luxury shopping at its renowned boutiques.
Return to Rosewood Castiglion del Bosco: After a day of exploring the art and history of these remarkable cities, return to the tranquil embrace of Rosewood Castiglion del Bosco. Relax in the peaceful surroundings of the estate as you savor your final evening in Tuscany.
Night Stay: Rosewood Castiglion del Bosco
Inspired to embark on your own unforgettable Italian escape? Let us curate every detail, from the hidden gems of Venice to the rolling vineyards of Tuscany. Reach out today, and we’ll help craft a luxurious journey that’s perfectly tailored to you. Your dream Italian getaway awaits!
