Depart from Castello di Buttrio and travel toward Trieste, your home for the next three nights. Along the way, you’ll visit a top wine producer in the Collio area. This region is renowned for its high-quality local varieties, including Ribolla, Sauvignon, Pinot, and Refosco.

After a wine tasting and lunch at a beautiful wine estate, you’ll continue onto Trieste and check into your timeless seaside hotel.

Today, enjoy a private guided walking tour of the fascinating city of Trieste, located on Italy’s northeastern Adriatic coast. With its blend of multiple cultures, Trieste is a unique destination shaped by centuries of cross-border history.

The tour begins at San Giusto Hill, the city’s historic core, where you’ll visit archaeological sites including a Roman basilica, theater, and the medieval cathedral and castle. As you continue through the city, you’ll explore the Teresian district with its grand palaces and stroll through Piazza Unità d’Italia—one of the largest sea-facing squares in Europe.

The tour also includes a visit to Miramare Castle, a 19th-century residence set in a lush botanical park overlooking the sea. The castle and grounds offer a glimpse into imperial life and showcase the natural beauty of the coast. After the tour, the rest of the day is free for you to explore Trieste at your own pace.

Check an additional country off your list as you visit Slovenia today. The day begins with an early drive from Trieste to Slovenia’s Postojna Caves, one of the world’s longest and most impressive karst cave systems.

Upon arrival, you’ll explore on an underground electric train, followed by a walk through the remarkable cave formations. After exploring the caves, enjoy a traditional Slovenian lunch at a nearby restaurant, followed by a short drive to the spectacular Predjama Castle. Built into the face of a cliff, you’ll learn all about this dramatic fortress’ unique construction and rich history, all set against a stunning natural backdrop.

At the end of the day, return to Trieste and have the evening at your leisure.

Bid farewell to Trieste and travel to Venice, with a stop on the way in Aquileia, a city of great historical and cultural significance. Once the fourth most important city in the Italic peninsula and a major center of the Roman Empire, Aquileia was founded in 181 B.C. and is recognized as a UNESCO World Heritage Site. Explore the Roman Forum, the ancient river port, patrician house remains, the National Archaeological Museum, the Early Christian Museum, and vast burial grounds.

After your visit, your journey continues to Venice. Upon arrival at Venice’s Piazzale Roma, you’ll board a private water taxi which will take you directly to your hotel for the next two nights.

Today, you’ll experience the true essence of Venice with a private half-day walking tour led by a local expert. Your guide will meet you at your hotel and take you on a journey through both the iconic highlights and the quieter, lesser-known corners of the city.

Explore St. Mark’s Square, the Doge’s Palace, the Marciana Library, the Clock Tower, and the Bridge of Sighs. As you continue through the historic Rialto area, your guide will share insights into Venetian life, architecture, and history while navigating the narrow calle and lively campos. The tour concludes at the Rialto Bridge and Market, a hub of daily life and one of the oldest marketplaces in Venice.

Your day also includes a self-guided visit to St. Mark’s Basilica, a masterpiece of Byzantine architecture. Inside, you’ll discover over 43,000 square feet of gold mosaics and intricate marble floors, all set within the grandeur of a structure built to house the relics of St. Mark.

The rest of the day is yours for the taking. Sample Venetian cuisine at canal-side taverns and historic cafes, check out more of the local museums, or simply stroll the streets and take in this mesmerizing city.

Say arrivederci to Venice and transfer to the airport to catch your departing flight.