Luxury Italy
Tours made for you

Enjoy the timeless glamour of Italy with a private journey designed just for you

Coastal Towns

Explore Puglia on land and sea

Fine Dining

Discover incredible cuisine across the regions

Hiking and Climbing

The Dolomite's are an outdoor-lover's dream

Fruit of the Vine

Sample the best wines in Italy

Shop till you Drop

High fashion in Milan

Glorious cuisine, incredible coastline and over 2,000 years of history to discover

Incredible history, celebrated cuisine and iconic cities are just a few things you can expect from a luxury trip to Italy. Whether you’re looking to step back into the past and discover an ancient civilisation, dine on some of the world’s finest and most famous dishes, or perhaps cruise the coastline in search of “La Dolce Vita”, Italy is a country that truly treats, indulges and rejuvenates its visitors.

Italy encapsulates the best of European travel like nowhere else does. Each proud region has a unique identity that, combined, make Italy incredibly rewarding to explore. Our example trips include a range of authentic, fascinating and beautiful locations, beginning with one of the most historic destinations in the world, Rome. Hop from ancient landmark to grand church, only breaking to dine on delicious pizza and sip on world-class coffee, as you uncover thousands of years of mesmerising history.

Unique cityscapes and grand Renaissance triumphs reign supreme in Venice and Florence, while pristine rolling hills and incredible wines await in the gorgeous countryside of Tuscany. Coastlines and glistening shores are the order of the day in the likes of the Amalfi Coast, Lake Como and Puglia, where one can swap the hustle and bustle of the city for a gentle sea breeze and spot of sunshine. Those who truly want to escape civilisation and immerse themselves in nature should look no further than the Dolomites, Northern Italy’s awe-inspiring treasure, which spells outdoor adventure and exploration.

We can arrange private tours with expert local guides to help you get under the skin of this fascinating country. Speak to one of our Travel Designers about your interests and let us create your perfect luxury trip. Travelling with Jacada is a seamless experience, complete with handpicked hotels and in-depth insider knowledge.

Highlights

Tour Rome’s historic Colosseum with an expert guide

Discover the beauty of Renaissance Florence

Explore Puglia’s incredible coastal cities

Soak up the sun and people-watch in Portofino and Amalfi

Take to the water and enjoy a sophisticated sail along the breathtaking Amalfi Coast

Melania Siriu

Travel Designer

From historic landmarks and gorgeous coastal towns, to incredible food and outdoor adventuring, Italy offers something of everything for travellers of all ages. Spend time exploring the country’s different regions and making lasting memories.

Melania Siriu

Senior Travel Designer

Luxury accommodation in Italy

There are many incredible places to stay in Italy. Here are some of our favourites, handpicked by our travel designers:

Rome

Hotel de Russie

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.

Venice

Gritti Palace

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.

Florence

St. Regis Florence

Along the banks of the River Arno on a pedestrianised piazza, is the St. Regis Florence, a historic palace designed by Brunelleschi. The hotel’s 80 rooms and 19 suites are decorated in elegant Medici, Fiorentino or Renaissance style. Some feature adorned coffered ceilings, wall frescoes and 15th-century artwork. Florence is a city of true beauty and you’ll enjoy views of the city, courtyard or the River Arno from your opulent room. Indulging in the local food is the highlight of any trip to Italy and the hotel’s Restaurant, Winter Garden by Caino, has been awarded a Michelin star for its innovative cuisine. The excellent food is matched by its surroundings and the high glass ceilings and dramatic chandelier give the room plenty of old-world charm. The Regis Bar is located in the arches of the restaurant and the perfect place to relax with an espresso or cocktail. If grapes are more your thing, the cellar houses more than 300 prestigious labels from Italy and further afield. For when you want to relax and unwind, head to the hotel spa or fitness centre or get out and discover the beautiful city of Florence which is right on your doorstep.

Lake Como

Grand Hotel Tremezzo

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.

The Dolomites and the Alps

The Cristallo

The Cristallo has been welcoming guests to Cortina d’Ampezzo for over a century. The town has many claims to fame having hosted the Winter Olympics in 1956 and provided the backdrop for the films The Pink Panther, For Your Eyes Only and Cliffhanger. Situated on the Boite River in an alpine valley, Cortina has long been a popular skiing destination but it’s also an ideal base for hikers and those wanted to enjoy spectacular mountain scenery. Rooms are elegant and sophisticated with rich fabrics, hand decorated wall panels and parquet flooring. Most come with views of the surrounding parkland or of the mountains themselves. With four restaurants to choose from, there’s ample opportunity to sample cuisine from the local region and further afield. The circular Gazebo restaurant is surrounded by glass so you can watch the sky and the peaks change colour as the evening draws in. Make sure you spend an evening at La Stube 1872 restaurant, a celebration of traditional with its wooden walls and majolica stove and ingredients sourced from small local farms. For real relaxation, check into the spa or while away the hours on the terrace, covered in flowers during the summer and transformed into an ice rink in the winter.

The Amalfi Coast

Monastero Santa Rosa

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.

The Amalfi Coast

Borgo Santandrea

The Borgo Santandrea is a splendid 5-star hotel situated in the heart of the Amalfi Coast, overlooking the charming fishing village of Conca dei Marini. The hotel features 29 full-service rooms and 16 sumptuous suites, all meticulously designed to merge artisanal Mediterranean traditions with elegant mid-century style, perfectly complemented by the breathtaking views of the sea. The hotel has a strong focus on sustainability, and has incorporated some of the best energy saving technologies, state-of-the-art waste management systems, and plastic reduction initiatives. After a day of adventure and exploration, enjoy exclusive access to the hotel’s private beach. Bask under the Mediterranean sun, take a dip in the crystal clear water, and indulge in the delicious cuisine of the beach restaurant and bar. Head to the hotel’s wine cellar, where a new tour is curated by the sommelier each evening, and is paired alongside a delectable selection of meats, cheeses, and breads thoughtfully selected by the chef. For ultimate relaxation, take a visit to the Wellness Retreat at the hotel, where a range of treatments are offered by highly skilled therapists. You can also keep up with your fitness routine in the spacious gym or on the outdoor terrace, all whilst taking in the panoramic sea views.

Trip inspiration

Get inspired with our Italy example trips and then get in touch to plan your own adventure

10 Day trip

An Epic Exploration of Southern Italy

Discover the likes of rome, the beautiful Amalfi Coast and the island of Capri during this mesmerising trip

From

10 Day trip

Classic Italy

Discover three of Italy's most beautiful cities - Venice, Florence and Rome

From

14 Day trip

A Culinary Journey Through Incredible Italy

From prosciutto in Bologna to gelato in Florence - discover the best of Italy's culinary treasures

From

15 Day trip

A Luxury Italian Honeymoon

Two weeks of timeless romance in Rome, the Amalfi Coast, Florence, Tuscany and Venice

From

21 Day trip

Grand Tour of Italy

Discover the true must-sees of Italy, exploring its history, food, natural beauty and architecture

From

9 Day trip

Puglia's Beautiful Coast and Cities

Discover charming countryside, beautiful coastline and the magical cave city of Matera

From

14 Day trip

An Italian Family Adventure

From the ancient history of Rome and Venice's stunning canals, to the Tuscan countryside and Amalfi Coast

From

20 Day trip

Luxury Italian Bucket List Trip

Once-in-a-lifetime Italy - Orient Express, Venice, Lake Como, Florence, Amalfi Coast and Rome

From

12 Day trip

Lake Como and the Beautiful North

Visit Lake Como, the Piedmont region with its amazing food and vineyards, before finishing in beautiful Venice

From

10 Day trip

An Epic Exploration of Southern Italy

Discover the likes of rome, the beautiful Amalfi Coast and the island of Capri during this mesmerising trip

From

10 Day trip

Classic Italy

Discover three of Italy's most beautiful cities - Venice, Florence and Rome

From

14 Day trip

A Culinary Journey Through Incredible Italy

From prosciutto in Bologna to gelato in Florence - discover the best of Italy's culinary treasures

From

15 Day trip

A Luxury Italian Honeymoon

Two weeks of timeless romance in Rome, the Amalfi Coast, Florence, Tuscany and Venice

From

21 Day trip

Grand Tour of Italy

Discover the true must-sees of Italy, exploring its history, food, natural beauty and architecture

From

Ready to plan your adventure?

Whatever you want from your Italy tour, our team of expert travel designers are ready to help.

Start planning

Where to go

Rome

Unmatched heritage blends across the ages to make a stroll through Rome endlessly surprising.

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Venice

An extraordinary architectural masterpiece in which even the smallest building may contain works by some of Europe's greatest artists.

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Florence

Surrounded by rolling Tuscan hills, the beautiful city of Florence is one of Europe’s most enchanting and historically influential cities.

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Tuscany

Tuscany has long drawn enamoured visitors, each after culture, wine, fine food and tangible history.

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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 dramatic and glamorous.

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Sicily

Sicily has long been a melting pot of Mediterranean culture, a ruggedly beautiful island surrounded by sparkling seas.

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Lake Como

Picturesque towns and grand villas are scattered around the lake and exploring them is easy thanks to the ferry service.

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Puglia

Puglia feels very different to the rest of the country and is the perfect place for those looking to get off the beaten track.

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Matera

Matera is the jewel in Basilicata’s crown, a jumble of houses and churches perched on a plateau with deep canyons either side.

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Capri

This is the island that charmed both Roman Emperors Augustus and Tiberius, America’s Hollywood darlings and this century’s international jet set.

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Milan

Milan is Italy’s financial and industrial heart, a thoroughly modern European city with a great history not far under the surface.

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Piedmont

Nestled in the north west of the country and fringed by the French and Swiss Alps, Piedmont is one of Italy‘s most naturally beautiful regions.

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Portofino and Cinque Terre

Portofino, perched on its own peninsular, is Liguria’s glamorous heart and one of the most perfect fishing ports in the Mediterranean.

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Emilia Romagna

Home to pretty coastal towns, elegant cities and is considered by many to be the country’s foodie capital.

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Verona

In the historical centre, modestly grand piazzas and a maze of streets are dotted with quietly humming cafes, artisan shops and high couture boutiques.

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The Dolomites and the Alps

Soaring peaks, tooth-like crags and lush verdant slopes, the Dolomites are some of Italy’s most dramatic scenery.

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Meet your Europe team

Concierge

Travel Designer

Travel Designer

Travel Designer

Travel Designer

Concierge

Travel Designer

Travel Designer

Travel Designer

Concierge

When to visit

Italy is a year-round destination. Summers can get very hot and crowds do swell, so spring and early autumn are great times to visit. The sun is still shining and it’s much more pleasant to explore the cities once the intense summer heat has subsided.

Towns and Cities

April - October

History and Art

September - October

Coast and Countryside

May - September

When is the Best Time to Go to Italy?

The Best Luxury Hidden Gems in Italy

10 Things You Didn't Know About Italy

Our Guide to a Family Vacation in Italy

Most Romantic Honeymoon Destinations in Italy

The Ultimate Food Guide to Italy

Plan your trip to Italy

Whatever you want from your adventure in Italy, our team of expert travel designers are ready to help.

Start planning

Why book with Jacada?

Personalised design

We’ll plan your trip around your specific interests, tastes and preferences, providing helpful tips and honest advice based on first-hand knowledge of the destination.

Authentic experiences

Our expert guides and brilliant travel concierges are hand-picked to provide a genuine experience, bringing your destination to life with care and passion.

Responsible travel

Our luxury trips are designed with responsible travel principles that prioritise travel experiences that are both good for you and good for the planet.

“8 Night Trip to Italy‌”

The trip we had to Italy was totally amazing. Murray and Symmone did an outstanding job in tailoring our trip to what we wanted. Everything was planned out ahead of time so we could just enjoy our trip. The hotels were perfect and every driver, tour guide or anyone else that we interacted with was awesome. I would recommend Jacada…

Published 24th May 2023 on Trustpilot

Chris Schoonmaker

“Sicily Trip‌”

Everything went perfectly on our trip! Thank you for all the preparation and help you provided, which resulted in a wonderful experience. We particularly want to thank your Sicily based colleague, who was always available for a daily check-in and helpful with last minute details, and our driver, who cheerfully got us all around and provided additional insight into Sicilian…

Published 10th May 2023 on Trustpilot

Jeff Petrucelly

“Our Sicily adventure of September 1st…‌”

Our Sicily adventure of September 1st was over the top in every aspect. Melania, Marta and their people on the ground Enza and Carmelo performed flawlessly. Definitely our best trip ever. Thank you Jacada we highly recommend you! Harriet and Brian

Published 10th January 2023 on Trustpilot

customer

“Italy - first time trip‌”

Everything was absolutely wonderful. Kate planned a truly spectacular trip and symmone made the logistics so easy for us. The hotels were amazing, all of our transfers were seamless and our guides were delightful. We had the trip of a lifetime and will always appreciate the first class service we experienced.

Published 26th December 2022 on Trustpilot

Elizabeth

“Fantastic trip to Italy‌”

We researched several travel sites and decided to go with Jacada based on the reviews. This review is adding to the outstanding service and amazing trip they arranged for us. This was our first time ever using a service like theirs and we were nervous about it but they did not disappoint! It was our 25th wedding anniversary and our…

Published 25th October 2022 on Trustpilot

Bob W.

Plan with peace of mind

When you book a trip in today’s world there’s a lot to think about. But with the right advice and expert planning, you can do it with confidence.

If you book to travel with us but your plans are impacted by circumstances you can’t control, we’ll change your reservation or cancel your booking for a full credit towards future travel.

Find out more

Luxury ItalyTours made for you

Glorious cuisine, incredible coastline and over 2,000 years of history to discover

Highlights

Melania Siriu

Melania Siriu

Where to go

Meet your Europe team

When to visit

When is the Best Time to Go to Italy?

Italy Travel Guides

The Best Luxury Hidden Gems in Italy

10 Things You Didn't Know About Italy

Our Guide to a Family Vacation in Italy

Most Romantic Honeymoon Destinations in Italy

The Ultimate Food Guide to Italy

Plan your trip to Italy

Why book with Jacada?

Plan with peace of mind

Luxury Italy
Tours made for you