Italy
From the Dolomites to the Amalfi Coast
The Best of ItalyVenice, The Dolomites, Amalfi Coast & Rome
This itinerary takes guests on a remarkable journey through Italy, starting with Cortina d'Ampezzo, where they can enjoy alpine landscapes and outdoor adventures. Asolo offers a chance to explore medieval charm and artistic heritage. Capri provides a luxurious escape, with boat tours, fine dining, and breathtaking natural beauty. The journey continues in Sorrento, where you will experience the Amalfi Coast’s coastal charm, visit historical sites, and enjoy local flavors. The trip concludes in Rome, immersing travelers in the city’s rich history, art, and culture, from iconic landmarks to vibrant piazzas.
Itinerary Outline
Day 1 - 2 | Asolo | Villa Cipriani
Day 2 - 5 | Cortina d'Ampezzo | Faloria Resort / San Cassiano | Rosa Alpina
Day 5 - 7 | Venice | Hotel Heureka
Day 7 - 10 | Capri | Sina Flora
Day 10 - 13 | Sorrento | Hotel Carollo
Day 13 - 15 | Rome | Fifteen Keys
Day 15 | Departure
Land in Venice followed by a quick transfer to Asolo. The next day, head up to the Dolomites on a 2-hour drive. Head down to Venice by private transfer. From there, take the high speed to Naples and a boat to the island of Capri. A boat transfer will take you to Sorrento followed by your final travel leg to Rome by train.
-
![Private trip to Italy Asolo]()
Asolo, Italy
-
![]()
Dolomites, Italy
-
![]()
Capri, Italy
-
![]()
Sorrento, Italy
-
![]()
Rome, Italy
-
![]()
Venice, Italy
ASOLO
Located in the hills of the Veneto, Asolo is a picturesque town that exudes charm and history. With its cobbled streets, medieval architecture, and stunning views of the surrounding countryside, Asolo has long been a favorite destination for artists, writers, and travelers seeking a taste of authentic Italian culture. The town's crown jewel is the magnificent Rocca, or fortress, which offers panoramic vistas of the town and the lush vineyards that carpet the landscape.
Private Wine Tasting: Reach a local winery for a private visit of the cellar, and a tasting of Prosecco. Your tasting will be followed by lunch with local specialties.
Grappa Distillery: Private visit to a local grappa distillery in Bassano del Grappa. The Bassano del Grappa distillery, located in the town of the same name, is renowned for producing high-quality grappa, a traditional Italian grape-based brandy. The distillery is known for its commitment to preserving the traditional methods of grappa production while also incorporating modern techniques to enhance quality and flavor.
Marostica Walking Tour: Marostica is a charming town located in the Veneto region of northern Italy, known for its historical significance and picturesque beauty. One of the town's most distinctive features is its ancient castle, Castello di Marostica, which dates back to the 14th century and offers panoramic views of the surrounding countryside. Marostica is also famous for its unique town square, Piazza degli Scacchi, or Chess Square, where a life-sized chess game is played every two years using human chess pieces.
Cortina D’Ampezzo in the Dolomites of Northern Italy captivates with its pristine alpine beauty and world-class skiing. This charming town, known as the "Queen of the Dolomites," offers a blend of elegant boutiques, gourmet dining, and vibrant après-ski scenes. Stay at the luxurious Faloria Mountain Resort, where contemporary comfort meets timeless mountain charm, providing the perfect base for exploring the breathtaking landscapes. Whether hitting the slopes or indulging in spa relaxation, Cortina promises an unforgettable retreat.
Hiking to Passo Falzarego: Enjoy a soft hiking excursion to Passo Falzarego with Professional English-speaking local hiking guide. Reach the famous Passo Falzarego and catch a cable car to Rifugio Lagazuoi. From here, you will admire a spectacular landscape over the Dolomites. Rifugio Lagazuoi is a mountain hut located at an altitude of 2,752 meters (9,029 feet) on Mount Lagazuoi in the Dolomites of northern Italy. It is known for its stunning panoramic views of the surrounding mountains, including the Tofane Group, Cinque Torri, and the Marmolada glacier.
Star-gazing: Enjoy a night experience at the Helmut Ullrich Astronomical Observatory, that offers an unforgettable stars and planets observation experience under a “natural cupola” at a height of almost 6,000 feet at the foot of the Tofane mountains.
Cortina
Cheese Tour & Tasting: Private visit of a local Cheese Factory with a local expert with cheese tastings. On this tour, experience the rustic traditions of the past. The Ladin Valleys, once modest and dependent on livestock farming and agriculture, become your gateway to a journey through time. Explore the fields of a local farm, engage in conversations about product processing and beekeeping, and finally, savor a delightful snack break: through exclusively locally sourced products, fruits of the hard work, you will relish the authentic an traditional tastes.
First World War: Head to the famous tunnels built by the soldiers during the First World War. During WWI, the Dolomite mountains were a fiercely contested battleground between Italian and Austro-Hungarian forces. The front line ran through the region, and both sides dug extensive networks of trenches and tunnels into the mountainsides. Rifugio Lagazuoi is located near the site of some of the most intense fighting of the war, particularly during the Battle of the Dolomites in 1915-1917. The area around the rifugio was heavily fortified, and many remnants of the war, including trenches, tunnels, and fortifications, can still be seen today.
Private Dinner at Rifugio Lagazuoi: Elevate your dining experience with a private dinner at Rifugio Lagazuoi, a mountain hut perched at 2,752 meters above sea level. Accessible by cable car or a scenic hike, this restaurant serves gourmet Italian cuisine with panoramic views of the surrounding peaks. You’ll be treated to a personalized dinner, paired with a local wine selection.
Venice
Venice is a city of quiet enchantment, where labyrinthine canals and faded palazzos whisper tales of a gilded past. Beneath the tourist façade lies a world of intimate workshops, centuries-old craftsmanship, and tranquil islands shaped by history. From Tintoretto’s luminous masterpieces to the rhythmic clatter of hand-operated looms, authenticity lingers in overlooked corners. To wander here is to unravel a story that refuses to be hurried—revealing layers of artistry, tradition, and timeless beauty.
Hotel Heureka: Located in the quieter Cannaregio district, Hotel Heureka offers a refined escape from Venice’s busy thoroughfares. This 16th-century palazzo has been carefully restored, providing a balance of historical charm and contemporary design. With only 10 rooms and suites, it offers a sense of exclusivity and serenity with a secret garden in the back.
Tessitura Luigi Bevilacqua Looms: This family-run atelier continues a tradition that dates to the Middle Ages, producing exquisite fabrics on 18th-century hand-operated looms.
Squero di San Trovaso: Gondolas are still crafted by hand here, as they have been for centuries. This historic boatyard, one of the few remaining in Venice, offers a rare look at the meticulous craftsmanship behind the city’s most iconic vessels.
Murano’s Glass-Blowing Magic: A short boat ride to Murano brings you to the heart of Venetian glassmaking. Since the 13th century, Murano has been synonymous with glass artistry.
Capri
High-Speed Train to Naples: In Venice, you will board your high-speed train to Naples: Business Class Frecciarossa high-speed train ticket from Venice to Naples included. Departing from Venice's Santa Lucia Station, the train glides through the Veneto region, known for its picturesque vineyards, rolling hills, and historic towns. As the train gains speed, it enters the Emilia-Romagna region, famous for its culinary delights such as Parmigiano Reggiano cheese, balsamic vinegar, and prosciutto. Continuing southwards, the train traverses the Apennine Mountains, offering stunning views of rugged peaks, deep valleys, and dense forests. As you descend from the mountains, you'll enter the region of Campania, where Naples is located. Take a ferry to Capri.
Explore Capri: Visit the Gardens of Augustus (Giardini di Augusto). These beautiful gardens offer panoramic views of the island's rugged coastline and the Faraglioni, three iconic rock formations that rise from the sea. Take a chairlift to the top of Monte Solaro for breathtaking views of Capri and the surrounding coastline. Visit the charming town of Anacapri, explore the ruins of Villa Jovis (the former palace of Emperor Tiberius), and indulge in the island's delicious cuisine.
-
![]()
Sina Flora Hotel, Capri
-
![]()
The Gardens of Capri
-
![]()
Cave Boating Along the Coast
-
![]()
Capri's famous architecture
-
![]()
The Coast of Capri
Sorrento
Sorrento, perched atop rugged cliffs overlooking the Bay of Naples in southern Italy, is a town steeped in history, culture, and natural beauty. Its breathtaking views of the azure sea and the majestic Mount Vesuvius in the distance make it a picturesque destination. Sorrento is renowned for its production of limoncello, a lemon liqueur, made from the large, fragrant lemons that grow in the region. The town's historic center is a maze of narrow streets lined with shops selling local crafts, ceramics, and lacework. Sorrento's cuisine is also a highlight, with its seafood dishes and citrus-infused delicacies showcasing the region's culinary prowess.
Explore the Amalfi Coast: Depart for your full-day exploration of the Amalfi Coast with your expert guide. Begin with a guided walking tour of the port town of Amalfi, once one of Italy’s four great maritime republics. See the historical center with its stunning 13th century Cathedral and Cloister, the Duomo di Amalfi. Option to stop by the Antico Arsenale della Repubblica di Amalfi, a maritime museum in an old armory exploring city's naval history with statues, documents and artifacts.
Lemon Farm Lunch: Private transfer to a local lemon farm near Amalfi and savor a lemon based lunch.
Positano: Private transfer to Positano for leisurely exploration. Positano is built into the steep cliffs of the Amalfi Coast, creating a vertical village that cascades down to the sea. The town is characterized by its narrow, winding streets, lined with boutiques, cafes, and restaurants. The unique architecture and layout of Positano contribute to its charm and beauty, offering breathtaking views at every turn.
Private Boat Ride: Continue to Sorrento by boarding a private boat and enjoy the stunning view of the Amal Coast at the perfect hour.
Mozzarella Farm: Enjoy a private visit to a mozzarella farm near Sorrento and discover the flourishing gastronomic local tradition. See the dairy farm, learn about the art of mozzarella and cheese making, before tasting some traditional cheese.
Cooking Class: Experience a private cooking class and learn how to make real, authentic pizza: from preparing the dough, down to the sauce and the cooking at the right temperature, you will learn all the secrets of the perfect pizza.
Rome
You can’t go wrong with Rome—a timeless masterpiece, eternally captivating and unmistakably Roman. The capital city buzzes with life year-round, blending ancient history with vibrant modernity. For centuries, it has inspired travelers and stood as the heart of empires and cultures. Whether it’s your first visit or your fifteenth, Rome always leaves you wanting more, making it the perfect start or end to any Italian journey.
Stay at the Fifteen Keys: Set within a beautifully restored five-story villa, The Fifteen Keys embodies urban chic at its finest. The hotel is a blend of contemporary design and tasteful décor, featuring sleek parquet floors and soft, neutral walls. It offers a sense of discovering a hidden gem, a stylish retreat that feels like a local secret.
Private Palazzo Tours: Experience exclusive tours of Roman palaces, guided by experts in art history, for a glimpse into the city's aristocratic past.
Helicopter Tour over Rome: Take a private helicopter ride to enjoy breathtaking aerial views of the Colosseum, St. Peter's Basilica, and the Vatican Gardens.
Luxury Shopping on Via Condotti: Explore high-end fashion boutiques like Gucci, Prada, and Louis Vuitton, located along this iconic Roman street.
Private Art Studio Experience: Attend an artistic workshop in Trastevere or Monti with a local artisan. Learn traditional Roman techniques such as mosaic-making, fresco painting, or marble sculpting directly from skilled artists.
Exclusive Access to the Vatican: Experience the awe of Vatican City with private, after-hours access to its sacred halls, including the Sistine Chapel, in the heart of Rome’s spiritual and artistic heritage.
Cooking Class: Master the art of Roman cuisine in a hands-on cooking class, creating traditional dishes like cacio e pepe and tiramisu in a historic Roman kitchen.
Vespa Tour: Glide through Rome’s cobblestone streets and iconic landmarks on a Vespa, feeling the Dolce Vita spirit as you zip past the Colosseum, Trevi Fountain, and hidden piazzas.
Duration
10-15 days
The itinerary can be modified to your preferences and extra activities/days/tours can be added depending on your interests.
When to Travel
All Year
The best time to experience this itinerary is June or September, when the weather is warm and the destinations are not as crowded.
Estimated Price
$1,200
Starting price per person per day, based on double occupancy in luxury accommodations, private transfers and experiences, some meals.
