Tuscany to the Amalfi Coast: Italy by Land & Sea

The adventure

Italy’s greatest hits — and its best-kept secrets. This 13-day land-and-sea adventure pairs the rolling vineyards of Tuscany with the sparkling drama of the Amalfi Coast. Wander through medieval towns and valley trails, snap that classic Pisa shot, and explore the cliffside villages of Cinque Terre. Then swap cobblestones for open water as you sail to hidden beaches, volcanic islands, and colourful coastal gems. From the elegance of Capri to the pastel perfection of Positano — and maybe even a side trip to Ravello — you’ll experience Italy’s iconic sights and secret corners in one unforgettable trip.

At a glance

Where you'll go

Day by day

Your journey through

Austria

Day 1Arrive in Florence at any time

Florence

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

Day 2Start the day off with a walking tour…Florence

Florence

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.

Your journey through

France

Day 3Enjoy breakfast before taking a short train ride…Cinque Terre

Cinque Terre

Enjoy breakfast before taking a short train ride to the village of Monterosso, the starting point for today’s activities. From here, you may opt to take a scenic hike along the breathtaking coastal trails of Cinque Terre. Enjoy the free day to explore at your own pace. You might sign up for a hands-on food-making class, book a relaxing boat trip, or wander along other coastal and inland paths that showcase one of the most beautiful stretches of coastline in all of Italy.

Day 4A full free day to enjoy the marvels…Cinque Terre

Cinque Terre

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.

Day 5After breakfast

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.

Day 6Wake up in the beautiful Tuscan countryside

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.

Your journey through

Italy

Day 7Travel to Naples by private vehicle

Naples

Travel to Naples by private vehicle, then transferring to a train in Florence along the way. Board the boat in the late afternoon and begin your sailing journey to Procida.

Day 8On the beginning of this sea voyage

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.

Day 9Sail to Capri

Sail to Capri, famous for its dramatic natural scenery. Explore Capri on your own and opt to join the group for a sunset drink before dinner at a local restaurant. The boat will moor or anchor around Capri for the night.

Day 10Enjoy a possible swimming stop today at one…

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.

Day 11Sail to the stunning town of Amalfi

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.

Day 12Travel to Sorrento with a possible swim stop…

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.

Day 13Enjoy breakfast onboard as the group sails back…Naples

Naples

Enjoy breakfast onboard as the group sails back to Naples from Sorrento, where your tour will end upon arrival. If you would like extra time in Naples after the sailing journey is finished, we recommend booking extra time.

Discover Italy

A glimpse of the destination you'll explore.

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