An Italian Tapestry Itinerary
Overview
An Unforgettable Journey from Venice’s Canals to Tuscan Hills
A journey where timeless culture meets modern indulgence — this curated escape threads together six of Italy’s most prestigious hideaways, each offering a sanctuary of elegance, history, and personalized luxury. From a 16th-century palazzo in Venice to a Belle Époque lakeside gem, and onward to the chic sophistication of Milan, sun-kissed Portofino, peaceful Tuscan countryside, and the artistic heart of Florence — every moment is crafted for discerning travelers seeking seamless refinement and unforgettable experiences.
Includes: Five- and six-star stays, private transfers (water taxi, yacht, helicopter), curated local experiences, and refined dining at best-in-class venues.
DESTINATIONS: Venice → Lake Como → Milan → Portofino → Tuscany → Florence
DURATION: 15 DAYS
PRICE: FROM EUR 55,000
✧ Day 1–4: Venice | 3 Nights — Aman Venice
A city of timeless grandeur, Venice is where every canal, crumbling façade, and golden dome tells a story. Drifting through the misty waterways by private boat, the magic of La Serenissima unfolds in slow motion — from Renaissance masterpieces to hidden bacari wine bars and candlelit palazzos that have stood untouched for centuries.
Arrival: Arrive in Venice via private water transfer directly from Marco Polo Airport to Aman Venice’s private jetty.
Where You’ll Stay
Set within a stunning 16th-century palazzo overlooking the Grand Canal, Aman Venice is a sanctuary of serene elegance and historical grandeur. The interiors blend classic Venetian artistry with modern luxury, featuring frescoed ceilings, intricate woodwork, and sumptuous fabrics. Each suite offers expansive views of the canal or private gardens, creating an intimate retreat in the heart of the city’s vibrant culture. Dining at Aman Venice is an exquisite journey, with the Locanda Cipriani restaurant serving refined Venetian and Italian cuisine, crafted from the freshest local ingredients and paired with an extensive wine cellar. Guests can also indulge in private dinners within the palazzo’s opulent salons or alfresco on the terrace. Experiences include exclusive after-hours tours of St. Mark’s Basilica, private gondola rides through hidden canals, and curated art and architecture walks that unlock Venice’s secrets beyond the crowds. The Aman Spa offers holistic treatments using indigenous botanicals, providing a peaceful sanctuary to unwind after a day of exploration.
What You’ll Do
Twilight gondola ride with serenade through secret canals.
After-hours tour of the Doge’s Palace and Basilica.
Artisan atelier experience — handcraft a Venetian mask.
What You’ll Eat
Seasonal tasting menu in Aman’s canal-side gardens.
Private bacaro tour for cicchetti and local wines.
In-suite breakfast of frittata, pastries, and espresso.
Transfer to Lake Como
Depart Venice via private Mercedes S-Class with chauffeur for a scenic 3-hour drive to Lake Como, or opt for a helicopter transfer over the Alps.
✧ Day 4–6: Lake Como | 2 Nights — Grand Hotel Tremezzo
Tucked between emerald hills and snow-dusted Alps, Lake Como is the embodiment of refined Italian leisure. With glittering water views, silk-filled villas, and lakeside aperitivi at golden hour, it’s no wonder royalty, designers, and dreamers have long made it their retreat of choice.
Where You’ll Stay
Set within a stunning 16th-century palazzo overlooking the Grand Canal, Aman Venice is a sanctuary of serene elegance and historical grandeur. The interiors blend classic Venetian artistry with modern luxury, featuring frescoed ceilings, intricate woodwork, and sumptuous fabrics. Each suite offers expansive views of the canal or private gardens, creating an intimate retreat in the heart of the city’s vibrant culture. Dining at Aman Venice is an exquisite journey, with the Locanda Cipriani restaurant serving refined Venetian and Italian cuisine, crafted from the freshest local ingredients and paired with an extensive wine cellar. Guests can also indulge in private dinners within the palazzo’s opulent salons or alfresco on the terrace. Experiences include exclusive after-hours tours of St. Mark’s Basilica, private gondola rides through hidden canals, and curated art and architecture walks that unlock Venice’s secrets beyond the crowds. The Aman Spa offers holistic treatments using indigenous botanicals, providing a peaceful sanctuary to unwind after a day of exploration.
What You’ll Do
Cruise in a Riva Aquarama to Bellagio and Villa Balbianello.
Explore Como’s villages with a private guide.
Helicopter tour over Lake Como and the surrounding Alps.
What You’ll Eat
Degustation menu at La Terrazza by Executive Chef Osvaldo Presazzi.
Private lakeside dinner by candlelight.
Aperitivo on the floating pool deck.
Transfer to Milan
Enjoy a private Mercedes transfer (approx. 1.5 hrs) along scenic lakeside roads to the fashion capital.
✧ Day 6–8: Milan | 2 Nights — Four Seasons Milano
Bold, beautiful, and unapologetically stylish — Milan fuses fashion, finance, and fine design with a fierce cosmopolitan spirit. Beneath its sleek surface lies an architectural richness and culinary depth that invites exploration beyond the runway.
Where You’ll Stay
Nestled in a 15th-century convent amid Milan’s fashionable Quadrilatero della Moda, the Four Seasons Hotel Milano is a refined urban oasis. The hotel combines Renaissance architecture with contemporary Italian design, featuring a tranquil inner garden that offers respite from the city’s energetic pace. Its rooms and suites are elegantly appointed with handcrafted furnishings, marble bathrooms, and modern amenities. Dining at the Il Teatro Restaurant celebrates Milanese and Lombard cuisine, with an emphasis on fresh, local produce and creative presentations. Guests can also enjoy aperitivo in the stylish Bar Luce, designed by film director Wes Anderson, or indulge in bespoke private dining experiences. The hotel offers curated cultural excursions such as private viewings of Leonardo da Vinci’s The Last Supper, behind-the-scenes fashion atelier visits, and guided tours of Milan’s architectural landmarks. Luxury transfers to and from Milan include private limousines and helicopter rides, ensuring seamless and stylish journeys.
What You’ll Do
Private access to The Last Supper by da Vinci.
Personal shopping with a fashion insider.
Aperitivo tour of Milan’s hidden courtyards.
What You’ll Eat
Chef Matteo Torretta’s tasting menu at Zelo.
Artisanal pizza from the hotel’s wood-fired oven.
Negronis in the cloister garden.
Transfer to Portofino
Board a private helicopter or luxury SUV for the 2.5-hour scenic transfer to Portofino on the Ligurian coast.
✧ Day 8-11: Portofino | 3 Nights — Belmond Hotel Splendido
With its pastel harbor and evergreen hills, Portofino is Italy’s riviera jewel — a pocket-sized fishing village that quietly drips in elegance. Superyachts anchor in its crystalline bay, while cliffside trails lead to secret coves and Michelin-starred tables.
Where You’ll Stay
Set on a lush hillside overlooking the shimmering Ligurian Sea, Belmond Hotel Splendido is the epitome of Italian Riviera elegance. The hotel’s charming terraced gardens and terracotta rooftops create a picture-perfect setting, while its interiors blend traditional Ligurian style with contemporary comforts. Spacious rooms and suites feature private balconies or terraces with breathtaking sea views, perfect for relaxing with a glass of local Vermentino. Dining at La Terrazza offers refined Mediterranean cuisine with an emphasis on fresh seafood, prepared with locally sourced ingredients and paired with an exceptional wine list. Guests can also savor cocktails at the Pool Bar or enjoy intimate dinners in the garden under the stars. Experiences include private boat excursions to the Cinque Terre, guided hikes along coastal trails, and gourmet cooking classes focusing on Ligurian specialties. Transfers to and from Portofino are arranged via luxury car or helicopter, offering stunning aerial views of the coastline.
What You’ll Do
Yacht day through Cinque Terre with bespoke lunch onboard.
Pesto-making class at a local farmhouse.
Sunset hike to San Fruttuoso Abbey with a private guide.
What You’ll Eat
Riviera-style seafood at La Terrazza.
Private candlelit dinner on your terrace.
Aperitivo hour with live piano under the stars.
Transfer to Tuscany
Travel in a private Maserati or luxury van (approx. 3.5 hours) to the heart of the Tuscan countryside. Helicopter transfer also available.
✧ Day 11-13: Tuscany | 2 Nights — Borgo Santo Pietro
Rolling vineyards, cypress-lined roads, and golden light define Tuscany’s iconic landscape — but within it lies a more intimate world of slow living, where days are defined by local wine, hand-rolled pasta, and the art of doing nothing — beautifully.
Where You’ll Stay
Borgo Santo Pietro is a luxury country estate set within the rolling Tuscan hills, offering an intimate retreat defined by elegance, privacy, and authentic local charm. The historic villa and its collection of cottages are surrounded by fragrant gardens, olive groves, and vineyards, creating a serene environment that feels both exclusive and welcoming. Interiors are richly appointed with antique furnishings, natural materials, and exquisite textiles, blending rustic Tuscan style with contemporary luxury. Dining is an art form here: the Michelin-starred Il Pievano restaurant serves inventive Tuscan cuisine crafted from estate-grown produce and paired with rare local wines. Guests can also enjoy alfresco meals by the pool or seasonal picnics in the gardens. Immersive experiences include truffle hunting, private wine tastings with renowned sommeliers, cooking classes featuring traditional recipes, and spa treatments using natural botanicals cultivated onsite. Transfers between Borgo Santo Pietro and other destinations are typically by private luxury car or helicopter, ensuring seamless and scenic travel through the Italian countryside.
What You’ll Do
Truffle hunt with local experts and dogs.
Hot air balloon ride over the Chianti hills.
Organic cooking class with the estate’s head chef.
What You’ll Eat
Michelin-star tasting at Meo Modo.
Farm-to-table feasts featuring ingredients from the biodynamic garden.
Wine pairings in the estate’s private cellar.
Transfer to Florence
Short private transfer (approx. 1.5 hours) via luxury car.
✧ Day 13–15: Florence | 2 Nights — Four Seasons Firenze
The birthplace of the Renaissance and a living gallery of artistic genius, Florence offers a deep cultural seduction. Beyond its marble domes and cobbled streets, it’s a city best savored slowly — from rooftop cocktails with cathedral views to boutique ateliers crafting leather by hand.
Where You’ll Stay
Housed in a former 15th-century palazzo and convent, the Four Seasons Hotel Firenze is a masterpiece of Renaissance architecture and contemporary luxury. The hotel boasts one of the largest private gardens in Florence, an enchanting oasis of sculptures, fountains, and centuries-old trees. Interiors are a sumptuous blend of antique furnishings, original frescoes, and modern comforts, offering guests a sumptuous sanctuary in the city’s historic heart. The Borgo San Jacopo restaurant serves refined Tuscan and Italian cuisine with a focus on seasonal ingredients and elegant presentation, while the Il Palagio offers an intimate setting for sophisticated dining. The hotel’s spa offers bespoke treatments inspired by local traditions, perfect for rejuvenating after a day exploring Florence’s art and culture. Guests can partake in exclusive cultural experiences such as private tours of the Uffizi Gallery, behind-the-scenes access to artisan workshops, and chauffeured day trips to nearby Chianti vineyards. Luxury transfers between Florence and other cities are arranged via private chauffeur or helicopter, combining convenience with spectacular views of the Tuscan landscape.
What You’ll Do
Exclusive early-entry Uffizi tour with art historian.
Bespoke perfume blending workshop.
Rooftop cocktail experience with Duomo views.
What You’ll Eat
Florentine steak and Tuscan wines at Il Palagio.
Garden picnic curated by the chef.
Gelato tastings through the old city.
✧ Why Travel with Jetsetter Trips?
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