Between the island’s oldest settlement of Stari Grad and its present-day hotspot, the town of Hvar, a road swirls along 2 millennia of history, vividly embodied in each of the stops you will make. In the company of your private chauffeur and local guide, explore the island’s rich historical and modern philosophies, cultures and flavors.

The day begins in Hvar, today raved about for the European and international jet-set who flock to dance the hot summer nights away. Despite, Hvar’s historical background is hard to overlook. The birthplace of organized tourism in Croatia and the home to the oldest public theater in Europe splashes glimpses of its history at the corner of each palace, open-air piazza and narrow stone alley. Start with a view from above at the Spanish fortress or Fortica, and then wander until you find the quietest place around, the tranquil Benedictine monastery, where nuns have been making lace from agave leaves the same way over 400 years now.

Drive down on an old lavender road to Stari Grad, the oldest town in Croatia. The beautifully preserved centerpiece of Stari Grad is Tvrdalj, fortress built over a lifetime by the famous Renaissance poet, Petar Hektorović. Nearby, the Stari Grad Plain is the cradle of life on Hvar, an 80-hectare agricultural colony founded by the ancient Greeks and recognized by UNESCO for still remaining in much of the same shape 2000 years later.

The pretty harbor town of Jelsa comes next, together with its charismatic Ivo Duboković, Croatia's leading boutique winemaker. A wonderful opportunity to immerse yourself in the superior wines and olive oils of the island in his delightfully rustic and intimate cellars.

The ideal way to recall your lovely day is over a delicious lunch served in a local tavern.