Why Italy?
Italy from the water is a different country entirely. Pastel villages clinging to cliffs, the scent of lemon groves drifting across the anchorage, and a private chef preparing cacio e pepe in the galley while Capri glows pink at sunset. From the Amalfi Coast's drama to Sardinia's emerald bays, this is the pinnacle of Mediterranean sailing.
Best Season
May through October. Thermal breezes 8–15 knots along the Amalfi Coast. Sardinia's Mistral can blow stronger (15–25 knots) from the northwest. Summer water temps reach 78–82°F.
Perfect For
Foodies, romantics, anyone who likes the finer things, and travelers who want their sailing vacation to feel like a film. Italy's anchorages can be crowded in peak summer — a crewed charter with a captain who knows the secret spots makes all the difference.
Must-Visit Spots
Where to Drop Anchor
Sample Itinerary
7 days in Italy
Day 1: Naples → Procida
Depart Naples marina. Short sail to Procida — the smallest and most authentic island in the Bay of Naples. Pastel houses, fishing boats, and no tour buses. Dinner at La Lampara on the harbor.
Day 2: Procida → Capri
Sail to Capri. Morning visit to the Blue Grotto (arrive early to beat the line). Anchor at Marina Piccola, take the funicular to Capri Town, sunset cocktails at Hotel Punta Tragara's terrace.
Day 3: Capri → Positano
Cross to the Amalfi Coast. Anchor off Positano's beach. Dinghy to Da Adolfo for grilled mozzarella on lemon leaves. Walk up through the village — every turn is a photo.
Day 4: Positano → Amalfi → Ravello
Sail east along the coast to Amalfi. Visit the 9th-century cathedral, then take a taxi up to Ravello's Villa Rufolo gardens — clifftop views that inspired Wagner.
Day 5: Amalfi → Li Galli Islands → Capri
Sail past the Li Galli Islands (once owned by Rudolf Nureyev). Circle back to Capri's south side for a quiet anchorage at the Faraglioni rocks.
Day 6: Capri → Ischia
Sail to Ischia — the volcanic spa island. Anchor at Sant'Angelo and soak in the Poseidon thermal gardens, where hot springs flow directly into the sea.
Day 7: Ischia → Naples
Final morning swim. Easy sail back to Naples. Pick up sfogliatella pastries at the port for the journey home.







