A Luxury Italian Bucket List Trip
Trip highlights
- See Venice from the water on a romantic gondola ride
- Cruise sparkling Lake Como on a private tour
- Drink in the rolling hills and fine Chiantis of Tuscany
- Lunch at a Michelin-star restaurant surrounded by vineyards
- Enjoy a night of opera at the world-famous La Scala in Milan
- Relax in style on the glittering Amalfi Coast
- Explore the ruins of Pompeii with a personal guide
- Get early access to the treasures of Vatican City
Bespoke trips with Jacada
We design one-of-a-kind journeys incorporating luxury in all its forms. Our bespoke trips include:
- Luxury accommodation throughout
- Privately guided tours
- Private transfers
- Meticulously selected experiences
- Expertise and support from your Jacada Concierge
- Days 1–4 Venice
- Days 4–7 Lake Como
- Days 7–8 Milan
- Days 8–11 Florence
- Days 11–15 The Amalfi Coast
- Days 15–18 Rome
- Days 1–4 Venice
- Days 4–7 Lake Como
- Days 7–8 Milan
- Days 8–11 Florence
- Days 11–15 The Amalfi Coast
- Days 15–18 Rome
Itinerary in detail
Every Jacada trip is tailored to your personal preferences and interests. Below you’ll find a sample itinerary to inspire your own custom-designed journey.
Soak up the romance in Venice
Enjoy three nights in Venice, one of the world’s most romantic cities, exploring its maze of canals and seeing St. Mark’s Square, the Doge’s Palace and Rialto Bridge. Romantic gondola rides beckon, but you could also see inside a private palace on the Grand Canal, discover tucked-away galleries, or visit quieter islands such as Burano and Torcello out in the lagoon, where traditional Venetian culture still runs deep. The entire city is considered a World Heritage Site, an extraordinary architectural masterpiece in which even the smallest building may contain works by some of Europe’s greatest artists.
Where you could stay
Venice
Overview
The iconic Belmond Hotel Cipriano is located on Guidecca Island, across the water from St Mark’s Square, a most enviable location that has long helped make the hotel one of Venice’s most exclusive.
96 rooms and suites, split between the mid 20th century building and historic palazzo, are decorated in an opulent and impeccably Venetian style, with views out across the lagoon and cityscape or the lush Casanova gardens.
Fine dining options, such as the Michelin-starred Oro Restaurant and Cip’s Bar, take full advantage of the location’s wonderful vistas, while the Gabbiano Bar, Wine Cellar and Piano Bar are each draws in the evening.
The famous Olympic-sized swimming is at the centre of the property, the only one of its size in central Venice. There is a personal trainer on site, red-clay tennis courts, and a fitness centre, as well the Casanova Wellness Centre for something a bit more relaxing.
It is just five minutes from the Belmond Hotel Cipriani’s own pier to St Mark’s in the heart of Venice. Here the city’s highlights await.
→ Find out moreVenice
Overview
At the Grand Canal’s edge, the historic Gritti Palace occupies a building that dates back to 1475 as a private home for the noble Pisani family, followed by the distinguished Doge of Venice, Andrea Gritti.
Carefully restored in 2013, the Gritti’s heritage and culture have blended with a renewed Venetian style. 61 luxurious guest rooms and 21 sumptuous suites, including some with canal views, are replete with rare archival fabrics, the finest Italian marbles and a stunning array of new and original chandeliers from Murano, as well as the latest technology and sumptuous beds.
Gritti’s famous terrace has long been a social hub. The splendid Bar Longhi features some of the best cocktails in Venice and the Club del Doge Restaurant features regional specialties, casual chic by day and a more formal affair at dinner. The palace is also home to the Gritti Epicurean School, an informal Venetian open kitchen that hosts wine tastings, cooking workshops and celebrations.
Well located by the Grand Canal on the southern edge of the San Marco district, Venice’s great opera house, cathedrals, museums and palazzos are all close by.
→ Find out moreVenice
Overview
Set on the lively Riva degli Schiavine promenade, Hotel Danieli is the epitome of Venetian style and elegance.
On entering the hotel you are welcomed by rich golds and reds, marble floors and beautiful tapestries. This classic décor is carried throughout the 210 rooms and suites which feature high ceilings, Murano glass lamps and large windows through which you can take in the views of the canal or the cobbled streets of the city.
The rooftop restaurant allows guests to gaze out across the Grand Canal, watching the gondolas glide across the water while enjoying traditional Venetian cuisine influenced by the spice traders that used to pass through the city. For a pre-dinner aperitivo or a morning cappuccino, Bar Dandle with its marble columns and chandeliers has plenty of atmosphere.
You’re ideally situated to explore Venice, just minutes from the Bridge of Sighs, Piazza San Marco and the Palace Gardens.
→ Find out moreVenice
Overview
In the gallery-filled Dorsoduro borough, hidden away by the Salute church, is the intimate Ca’ Maria Adele in its quaint 16th-century palazzo.
There are just twelve sumptuous rooms, including two suites and five themed rooms inspired by Venice’s history, such as the Oriental Room, a nod to the travels of Marco Polo, and the Doge’s Room, all deep-red damask drapes and gold accents.
The vibe is Venetian and decadent – think terrazzo floors, Murano chandeliers and antique furnishings – but playful touches of African wood, polished concrete and a laid-back, bohemian atmosphere make it modern.
Whilst lacking a restaurant of its own, breakfast is served wherever you feel, whether in room, in the lounge or out on the terrace, a setting where Italian-style tea can be enjoyed in the afternoon. There is also an exceedingly well stocked bar.
Ca’ Maria Adele can organise tailored tours in and around the city, the Royal Palace a short gondola ride away from the hotel’s own water entrance. Being in Dorsoduro, the Peggy Guggenheim Museum, Punta della Dogana and the Magazzini del Sale are a short stroll away.
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On foot
On the water
At the table
At the table
A Venetian walking tour
As you wander Venice’s winding streets and waterways with an expert guide, you’ll learn all about the city’s history. Visit the shimmering, mosaic-filled St. Mark’s Basilica, the mightiest of Venetian monuments, and the lively market on and around the Rialto Bridge.
Private gondola rides and cruises
No visit to Venice would be complete without a gondola ride around sleepy backwaters or a private cruise along the Grand Canal. Getting out on the water gives a new perspective on this remarkable city, spread across some 118 islands between the mouths of Po and Piave rivers, criss-crossed by some 170 canals and 400 bridges.
Michelin-starred dining
Sample the finest Venetian produce at Ristorante Venissa on the quiet island of Mazzorbo. The restaurant has been awarded both a Michelin Star and a Michelin Green Star, the atmospheric cellar dining room surrounded by the estate’s vegetable gardens and vines.
A pause in Valpolicella
On your private transfer onwards towards Lake Como, stop in this hilly, agricultural and marble-quarrying region famous for its wine production. A variety of wines are produced here, including a Recioto dessert wine and Amarone, both made from dried grapes. Several light and fragrant styles are also typical of the region. You’ll visit a local winery to learn all about the processes and techniques used in the production – and enjoy a tasting.
Three nights by Lake Como
Lake Como has been a popular retreat since the time of the Roman Empire, and its popularity shows no signs of waning. Shaped like an inverted ‘Y’, the lake is long and slender and one of Europe’s deepest. Surrounded by the Rhaetian Alps and close to the border with Switzerland, its enviable position means few fail to be charmed by its beauty. This is one of Italy’s prettiest destinations, with picturesque towns, grand villas and beautiful gardens dotted around the lake.
Take to the water on a boat tour to truly appreciate Como’s beauty from the best angle. You’ll see the small wooden island of Comacina as well as the characteristic bell tower of Santa Maria Maddalena, before proceeding to Bellagio, known as the pearl of the lake, where you can walk along the narrow streets.
Where you could stay
Lake Como
Overview
Lake Como is all about style and elegance, and the iconic Grand Hotel Tremezzo with its impressive art nouveau façade, fits the brief perfectly.
Sat on the western shores of the lake, the hotel looks out across the water to the pretty town of Bellagio and the dramatic Grigne mountains. Not to be outshone by its famous neighbour, Villa Carlotta, the hotel sits within beautifully landscaped gardens filled with rare and ancient magnolias, palm trees and flowers that explode in clouds of red, purple, pink and blue.
Rooms come with large windows that look out over lake or gardens, and the views from the rooftop suites are hard to beat. It’s not just the scenery that’ll catch your eye, however, and there’s plenty to admire inside as well. The lounge is filled with brightly coloured furniture and features ornate silk hangings on the wall, while the billiards room is home to an original table from the 1800s.
Guests can dine on seasonal Mediterranean cuisine in the restaurant where in the warmer months, food is served on the terrace. The trattoria and wine bar is perfect for more casual dining, offering the relaxed atmosphere of an ancient wine cellar with a touch of modern elegance.
Relaxing here is easy; the hotel has a secluded outdoor pool in the gardens and its own man-made beach, located just in front of the water-on-water floating pool on the lake. The indoor infinity pool and spa look out over the water and offer luxurious Santa Maria Novella products and treatments. The hotel also has its own water limos for when you want to explore and discover the lake.
→ Find out moreOne night in Milan
An arbiter of international style, Milan is Italy’s financial and industrial heart, a thoroughly modern European city with a great history not far beneath the surface. Whether shopping, seeing Leonardo da Vinci’s Last Supper, dining out or discovering hip canal-side bars, Milan is a city with an overlooked charm hiding just beneath the chic surface.
Make it mine
By day
By night
A privately guided tour of Milan
Explore the highlights of this dynamic city, known the world over for its glamour. The cathedral is the fourth largest in the world and is a spectacular example of Gothic architecture. The Milanese are also known for their style, and you can visit the beautiful Galleria Vittorio Emanuele, one of the world’s oldest shopping malls. The Dominican convent adjoining the church of Santa Maria delle Grazie houses one of the most important masterpieces in the world, Leonardo da Vinci’s Last Supper.
An evening of opera at La Scala
The Teatro alla Scala was founded under the auspices of the Empress Maria Theresa of Austria, to replace the Royal Ducal Theatre which was destroyed by a fire. Designed by the great neoclassical architect Giuseppe Piermarini, La Scala opened in the summer of 1778 and has been hosting world-class opera and ballet ever since.
Three nights in Florence
Surrounded by rolling Tuscan hills, the beautiful city of Florence is one of Europe’s most enchanting and historically influential cities. If anywhere in the world can claim to have shaped modern Western consciousness, it is Florence’s grand piazzas and palazzos. The world’s greatest Renaissance artworks and sculpture can be found at every turn in the historical centre.
Start by exploring on a private guided walking tour. Begin with the church of Santa Maria del Fiore – the famous Duomo – to view Brunelleschi’s magnificent dome. Nearby you’ll see the Campanile of Giotto (bell tower) and Ghiberti’s enchanting ‘Gates of Paradise’, the door to the Baptistry. A short walk next takes you to the Medici Palace, from where the powerful dynasty ruled over the Golden Age of Florence. You’ll can also visit the Academia Gallery, home to Michelangelo’s ‘David’, one of the finest sculptures ever created.
Florence is also a great jumping-off-point for exploring the nearby cities of Pisa and Siena – and the vineyards of Chianti.
Out of the city
Pisa
Chianti
Siena
Siena
Visit Pisa and its famous tower
You’re sure to have seen it in plenty of books, and now you can learn all about the city of Pisa and its leaning tower. The tower itself is the belfry for a magnificent cathedral complex with a baptistry and walled cemetery, and on your tour you’ll hear what inspired the artists and architects of this cathedral square, known as the ‘Field of Miracles’.
Explore the Chianti region
Discover the beautiful Chianti region with a private driver at your disposal. Learn about – and taste – some of the most excellent Italian wines, or perhaps simply soak up the beauty of Tuscany countryside and its Medieval towns.
Spend the day in Siena
Your tour starts at the Piazza del Duomo with the spectacular Romanesque and Gothic cathedral. The square is surrounded by the Santa Maria della Scala Hospital, the Archbishop’s Palace, the unfinished Duomo, Opera del Duomo museum, the crypt and the baptistry. You’ll then reach the Piazza del Campo, a unique shell-shaped area which was paved with bricks in the 14th century. Be sure to look out for the different animals and symbols that represent the city’s 17 contradas.
Four nights on the Amalfi Coast
Draped along the cliffs on the southern side of the Sorrento Peninsula, between Salerno and the city of Sorrento, the Amalfi Coast is one of the most dramatic and glamorous spots in Italy. Between the two, Positano, Amalfi and Ravello’s candy-coloured buildings spill their way down into blue bays.
The peninsular combines affluent sophistication with an honest simplicity, where super yachts and gurgling Italian sports cars next sit amidst an unchanging rural way of life. The food gloriously reflects this and some of Europe’s finest restaurants can be found here, thriving on fresh local produce, whilst the Neapolitan food found everywhere here to many epitomises Italian cuisine. The views and food are perhaps the main draw here, but there is a rich history to explore too, hidden beaches to discover and pristine trails in the Lattari Mountains to climb.
Where you could stay
The Amalfi Coast
Overview
After falling for the ruins of this dramatically perched 17th century convent while boating in Salerno Bay, the American owner of the Monastero Santa Rosa spent the next decade painstakingly renovated and restoring the building, creating the stunning and secluded boutique hotel it is today.
With only 20 rooms and suites, but plenty of outdoor living areas and private spaces dotted around the estate, this unique property is dedicated to total relaxation, as you can take your pick from the various secluded sun terraces perched on the hillside. Make your way down the lush tiered gardens to reach a truly breathtaking infinity pool where you can soak up the sweeping, panoramic views across the Amalfi Coast.
The sisters’ former winery is now the setting for a vast sanctuary of a spa – an impressive selection of some 400 wines now stored in the cellar of Ristorante Il Refettorio, where guests can expect an innovative Mediterranean gastronomic experience with the freshest ingredients from the gardens and surrounding Campania region.
The convent sits in the quaint fishing village of Conca dei Marini, just a 20-minute car or boat ride from the most scenic towns along this glamorous coastline – notably Positano, Amalfi and Ravello. An array of excursions can be organised, from walking trails and cultural tours, to diving and windsurfing.
→ Find out moreThe Amalfi Coast
Overview
A Ravello establishment, the gracious Palazzo Avino combines its long history, unwavering modern luxury and timeless coastal views.
Much the current structure was built on the remains of a 12th century palace in 1710 by the Sasso family, then renovated in the 19th century as the grand Hotel Palumbo that hosted a long list of royalty, aristocrats, actors, poets and writers. Reborn again two decades ago, it has consistently rated amongst the best hotels in Europe ever since.
There are 43 rooms and suites, the pick which have wonderful sea views while others look back to the mountain or charming town. Interiors are bright with a selection of period furniture and typically resplendent Italian bathrooms.
Dining here is an absolute highlight. The famed Rossellinis offers Michelin-star dining and fine regional wines, while Terrazza Belvedere is a more casual affair with panoramic views. Caffé dell’Arte is the place apertivos and cocktails and the Lobster & Martini Bar is self explanatory.
The heated pool, gym, full service spa and rooftop solarium’s jacuzzis make the most of the views. Another unique feature is the Palazzo Avino’s Clubhouse by the Sea. Just 15 minutes away, on a complimentary shuttle service to the small town of Marmorata, guests have use of the beach platforms, a small swimming pool and casual Clubhouse Restaurant.
→ Find out moreThe Amalfi Coast
Highlights
- 50 luxury rooms and suites
- Seasonal restaurants
- Wine cellar
- Spa
- Private seafront deck
Overview
Built upon the ruins of a Roman villa in the 18th century and a landmark hotel ever since, the Bellevue Syrene brings bright modern style and refined service to a setting above Sorrento that has long attracted emperors, artists and intellectuals.
From its precarious cliffside position, views spill out across the Gulf of Naples to Vesuvius in the distance. 50 luxury rooms and suites are elegantly furnished, interiors blending traditional features and historical artefacts with more contemporary finishes. Most boast sea views and balconies. The breathtaking Roccia ‘Rock’ Suite is set in an ancient Roman grotto and has a large hydrotherapy bath tub opposite the bed, as well as sea views.
Outside there is a pool on the terrace as well as a lift down to sun beds and parasols on the private seafront deck.
Dining here is seasonal, with the splendid panoramic terraces of La Pergola perfect for hot summer days, and the Gli Archi’s warm and welcoming style for winter. The Mimmo Jodice room, decorated with some of the pictures of the great Neapolitan photographer, completes the hotel’s dining options. There is also a club lounge and wine cellar.
Guests can explore Sorrento, the nearby ancient ruins of Pompeii and picturesque Positano. Capri is a short ferry ride away and offers fantastic designer shops and restaurants.
→ Find out moreThe Amalfi Coast
Highlights
- Infinity swimming pool
- Hotel restaurant
- Poolside bar and restaurant
- Scenic helicopter flights available
- Classic car rides available
Overview
Perched atop Ravello’s cliff, the beautifully restored Caruso is one the finest spots from which to soaking in the Amalfi Coast. The current building dates back to 1800, the original palace 700 years further still, and its 50 rooms and suites in an array of shapes and sizes are fittingly replete with marble, original frescos and Italian antiques. Many enjoy wonderful vistas of the coast, sea and fragrant gardens. The Caruso’s two Exclusive Suites have their own terrace and garden. The Belvedere Restaurant serves up Italian and local Neapolitan delicacies, in the summer to be enjoyed out on the terrace. There is also a restaurant by the famous infinity pool with a wood-fired pizza oven, an adjoining bar, and the elegant piano bar indoors. Explore the coast on complimentary cruises to Amalfi and Positano, scenic helicopter flights on request, or perhaps take out vintage Vespas or classic car along the coastal road.
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Ancient ruins
On the coast
Island life
Island life
A private tour of Pompeii
To visit Pompeii is as close as you can get to travelling in a time machine. In August of 79 AD, Vesuvius had been rumbling for some days and it is estimated that a large part of the population of 20,000 had been evacuated; those that were left were as if suspended in time, as the plaster casts made of the bodies that were found shows. Today you can walk Roman streets, look into bars and stroll into Patrician villas, complete with frescoes and mosaics.
Highlights of the Amalfi Coast
Discover the spectacular Amalfi Coast, situated like an amphitheatre among the mountains and the sea, with a private guide. Visit Ravello and the Villas Rufolo and Cimbrone, two sites not to be missed for their splendour and decorations. Both villas have amazingly beautiful gardens. The wonderful Positano is considered to be one of the most picturesque of all Italy’s coastal resorts.
Capri by private boat
Head out into the Gulf of Naples across to the beautiful island of Capri, a draw to visitors for thousands of years. The tour will touch Li Galli Islands, the legendary home of the sirens who lured Ulysses to the islands with their enchanted singing. This is also an ideal place for snorkelling with its clear waters and underwater treasures. Tide permitting, you will approach the famous Blue Grotto where it will be possible to get inside using a local small boat.
Three days in Rome
Rome, Italy’s capital and largest city, needs little introduction. In one of the most storied locations in the world, glorious reminders of Rome’s illustrious past, from ancient Roman wonders to Renaissance masterpieces, are all on show. That’s not to say that its cosmopolitan streets do not embrace the now; Rome is as exhilarating and forward-thinking as ever.
No trip is complete without a guided tour of Ancient Rome, taking in the Forum, Palatine Hill and the Colosseum. Start at the great Roman Forum, for centuries the centre of civic life as the site of triumphal processions, elections, public speeches and criminal trials. Then, along the Via Sacra (Sacred Way), head to the Palatine Hill, one of the most ancient parts of the city, where you’ll enjoy a breathtaking view of the Circus Maximus, an ancient Roman chariot racing stadium Last but not least, enter the magnificent Colosseum, considered one of the greatest works of Roman architecture and Roman engineering, and capable of seating up to 50,000 spectators.
Where you could stay
Rome
Highlights
- 91 rooms and 31 suites
- Le Jardin de Russie restaurant
- Stravinskij Bar
- De Russie Spa
- Fitness centre
Overview
Once hosting aristocratic travellers, Russian royalty and renowned artists such as Pablo Picasso and Jean Cocteau, a half century hiatus as an office building ended with a glorious restoration and re-establishment of this Roman icon.
The Hotel de Russie lies between the Spanish Steps and Piazza del Popolo on the Via del Babuino, within easy walking distance of Rome’s main attractions, fashion houses and Via Condotti. Though surrounded by the ceaseless buzz of the city, behind the hotel’s unassuming frontage, is a soothing tranquility – both in design and ambiance – and vast private 18th century terraced gardens, a rare oasis away from it all.
122 rooms and suites are thoroughly up to date amenity wise, complete with Bisazza mosaic and Carrara marble in the bathrooms. Some feature private terraces and many rooms have views over Rome, Piazza del Popolo or the garden.
The Stravinskij Bar is renowned for its apertivos, while Le Jardin de Russie and its chef, two-Michelin-star chef Fulvio Pierangelini, serve up simple yet refined dishes Mediterranean dishes in one a most romantic of settings. Furthering the Hotel de Russie urban oasis credentials is the De Russie Spa, one of Rome’s best health clubs.
→ Find out moreRome
Overview
Built the late 19th century, this grandiose villa has stayed with the Trivelli family ever since, through hosting meetings of the National Council of Italian Women, high society gathering of Counts and Countess to being the residence of Piero Trivelli, a sensitive writer and refined poet. In 2004, son of Count Piero decided to convert the historic residence into the fabulous boutique hotel of today.
Communal areas are full of antiques and art, the library is listed and lounge areas steeped in a dark wood, old world luxury. Outside are peaceful formal gardens that form a walled oasis away from the Rome’s bustle.
Overlooking the greenery are just 12 rooms, warm and welcoming, with subtle modern touches enhancing the historic charm of the original features. Large beds are clad in Fiandra linen sheets and alpaca or cashmere throws. Bathrooms are spacious and lined in marble, and all have baths as well as showers. Well-stocked minibars are complimentary.
On the other side of the garden are two Garden Suites and a large apartment ideal for families, small groups or those seeking privacy.
Breakfast is a vast spread and afternoon tea is served by the fireplace, whilst dinners can be arranged in the garden during summer months. There is also a wonderful spa and health centre offering restorative wellness therapies.
Centrally located between the Via Nazionale and the Quirinal Palace, the Colosseum is a 15 minute walk away, the Trevi Fountain half that, and many of the city’s best restaurants are just around the corner.
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Vatican masterpieces
A Papal Audience
Private palaces
Private palaces
Early-access Vatican City tour
Arrive early at the Vatican, when the museums are still closed to the public, with your personal guide. You will pass through room after room full of treasures, before the culmination of the visit, Michelangelo’s Sistine Chapel with its ceiling frescoes and Last Judgement on the altar wall. From here, enter St Peter’s Basilica, a testament to Renaissance architecture, showcasing the work of Bramante, Michelangelo, Carlo Maderno and Gian Lorenzo Bernini. One of the first treasures to capture your gaze will be Michelangelo’s Pieta, sculpted by the artist at the age of 23.
Wednesday's Papal Audience
The Papal Audience is held on Wednesdays if the Pope is in Rome, giving pilgrims and visitors the chance to see the pontiff and receive the Papal Blessing or Apostolic Blessing from the successor of the Apostle Peter during their visit. The Audience with the Pope consists of small teachings and readings mainly in Italian but also in English, French, German, Spanish, Polish, Portuguese. Your guide will help to find the best place for you to enjoy this special moment.
Tour Rome's private palaces
Rivalry between noble families has long been a part of Italy’s history, each competing to build the highest tower or the most elaborate palace. Visit some of Rome’s most impressive houses, starting at the Palazzo Colonna, home to the Colonna family for over 1000 years. The visit takes in the private apartments of Princess Isabelle with the famous Grottesche by Pinturicchio, the glorious gallery, the State Apartments and the Throne Room. These contain works by Carraci (the bean eater), Guercino, Poussin, Tintoretto and Ribera, as well as priceless furniture. From here, continue to the Villa Medici with its spectacular 15th-century gardens, once the property of Cardinal de Medici.
Why book with Jacada
Personalised design
We’ll plan your trip around your personal interests, tastes and preferences, providing honest advice based on first-hand knowledge.
Authentic experiences
Our expert guides and brilliant Concierges are hand-picked for their ability to bring your destination to life with care and passion.
Positive impact
We seek out unforgettable experiences that benefit both local communities and the environment.