Tuscany to the Amalfi Coast: Italy by Land & Sea

Arrive in Florence at any time. Meet your CEO and fellow travellers in the evening at a welcome meeting.

Start the day off with a walking tour of Florence seeing all of the famous sites like the Centro Storico, Giotto’s bell tower, the Palazzo Vecchio and The Uffizi. It’s onwards to the Cinque Terre region. On the way the group will stop in Lucca for a guided walk through this medieval town.

Enjoy some breakfast before taking a short train to the village Monterosso for the start of today's hike. Walk through scenic trails, then enjoy a free afternoon to continue exploring. You could sign up for a food making class, book a boat trip, or hike any of the other coastal and inland paths that will take you all over one of the most gorgeous stretches of coastline in all of Italy.

A full free day to enjoy the marvels of Cinque Terre. Opt to visit the town of Portovenere or join a pesto-making demonstration in Manarola. You could also spend some time shopping, wine tasting, cafe-hopping, and beach walking if you’re craving more relaxing vibes. Kayaking, boat tours, and hiking are always available.

After breakfast, travel to North Chianti region. En route the group will stop in Pisa briefly to see the Leaning Tower of Pisa. After, continue driving through the stunning Tuscan area and enjoy an included dinner tonight with the group in North Chianti.

Wake up in the beautiful Tuscan countryside. In the morning, hike the stunning trails around Villa Pitiana and immerse yourself in the beauty of the region. In the afternoon enjoy an included wine tasting and delicious dinner with the group.

Travel to Naples by private vehicle passing through Florence along the way. Board the boat in the late afternoon and begin your sailing journey to Procida.

On the beginning of this sea voyage, you will explore Ischia, a volcanic island known for its healing thermal springs and beaches. From lush nature to a historic medieval castle, there’s much to enjoy. The boat will anchor and the group will have time to explore. Sunset will be seen from the castle before dinner at a local restaurant.

Your 16m (54 ft) nimble yacht is the perfect platform to explore the gorgeous Amalfi Coast. Flexibility is key to adapt to local weather conditions, and the skipper will modify the itinerary to our advantage while sailing.

Sail to Capri, famous for its dramatic natural scenery and visit the iconic Blue Grotto. Then, explore Capri on your own and opt to join the group for a sunset drink before dinner at a local restaurant. The the boat will moor in the marina for the night.

Enjoy a possible swimming stop today at one of the many beautiful options in the area before continuing on to Positano and its postcard-worthy cliffside setting full of colourful buildings appearing to cascade down to the sea. Anchor in the marina and take advantage of free time to explore the town before sunset and dinner at a local restaurant with the group. Choose to experience the nightlife or head back to the boat for a quieter evening.

Sail to the stunning town of Amalfi, considered the most historic town on the Amalfi Coast itself and home to the impressive 11th-century Cathedral of Saint Andrew. Enjoy time to walk around the town on your own or opt to visit Ravello perched on the hilltop with its villas and gardens. Dinner will be had while in Amalfi and the boat will anchor in the harbour.

Travel to Sorrento with a possible swim stop in a beautiful spot along the way. Take time to explore the town and choose to visit the lemon groves or book a cooking class. Enjoy sunset and limoncello this evening and a delicious dinner together as a group.

Depart after breakfast.

If you would like extra time in Sorrento after the sailing journey is finished, we recommend booking extra time.