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Italy by Yacht

Italy by Yacht

A private crewed yacht from the Amalfi Coast to the Aeolian Islands and Sicily. A private, tailored journey of 7-10 days in Italy, designed end to end by a Forest Travel advisor — with Virtuoso privileges at the finest luxury hotels, from US$21,000 per traveler.

By Juan David· Travel Agent, Forest Travel · Updated November 2026
Key takeaways
  • Coastal · Sail
  • Ideal length: 7-10 days
  • Best time: May through June and September into October, when the light is golden, the crowds thin and the tables at the finest establishments open to those who know to ask.
  • Private guiding, access and transfers throughout
  • From US$21,000 per traveler — a starting point, tailored to you
  • Designed one-to-one by a Forest Travel advisor
  • Virtuoso privileges at the finest luxury hotels

A private crewed yacht from the Amalfi Coast to the Aeolian Islands and Sicily. A private, tailored journey of 7-10 days in Italy, designed end to end by a Forest Travel advisor — with Virtuoso privileges at the finest luxury hotels, from US$21,000 per traveler.

Few countries reward a well-planned trip as generously as Italy, where art, coastline and the pleasures of the table meet at every turn.

Italy by Yacht — Italy

When to go

May through June and September into October, when the light is golden, the crowds thin and the tables at the finest establishments open to those who know to ask. Your advisor times it to the light, the crowds and your own calendar.

The experiences

A sense of what this journey can hold — each one arranged privately and shaped to you:

  • A private crewed yacht tracing the Amalfi Coast, mooring in coves the road never reaches.
  • A swim at first light off the Aeolian Islands before another vessel has stirred.
  • A chef aboard preparing the day's catch, served on deck under the stars.
  • A guided landing on Sicily arranged the moment you wish, the itinerary bending to the sea and your mood.

A sense of the rhythm

Life aboard sets its own rhythm, shaped by the water and your wishes rather than the clock. Days move between swimming, sun and quiet passages to the next anchorage. Ports are for evenings ashore when you want them and skipped entirely when you do not.

How to do it well

The counsel our advisors give travelers planning this journey:

  • Book the yacht and crew a full season ahead; the finest vessels are reserved long in advance.
  • Give the captain your priorities, not a fixed route, so the itinerary can follow the weather and the light.
  • Ask for a tender fast enough to reach shore dinners without cutting the day short.
  • Let us pair the charter with a night or two ashore at each end, easing the transitions.

What only your advisor can open

The difference between a good trip and an unrepeatable one is access — and access is a relationship, not a booking. Every guide, room and moment is chosen and sequenced for you.

Who it's for

Travelers who value privacy, time and doing it once — beautifully — and who would rather have one trusted advisor orchestrate every detail than assemble it themselves.

Estimated investment

From US$21,000 per traveler, based on double occupancy — scaled to your dates, party size and level of privacy. A starting point, not a final quote; confirmed once your advisor tailors the itinerary.

Designed entirely around you

Nothing here is a package. A Forest Travel advisor shapes the whole journey and stays one message away before and throughout your trip.

Your Virtuoso privileges

As a Virtuoso member, Forest Travel includes benefits reserved for Virtuoso guests at the finest luxury hotels, at no added cost: a room upgrade on arrival when available, daily breakfast for two, a property credit toward dining or spa, and early check-in with late check-out when the hotel allows.

Continue exploring Italy

Part of our Italy travel guide. Related private journeys:

Begin the conversation

Tell a Forest Travel advisor how you like to travel and they will design Italy by Yacht around you — privately, every Virtuoso privilege included. Request your private consultation →

Common Questions

Questions, answered.

The Amalfi Coast keeps you close to glamour, with cliffside towns and lively harbors within easy reach. The Aeolian Islands offer wilder, quieter waters, volcanic and remote, where the yacht becomes your only real address. A longer charter lets you begin amid the polish of the coast and drift toward the solitude of the islands and Sicily.

Book the yacht and crew a full season ahead. The finest vessels are reserved long in advance, so early planning secures both the boat and the crew who will shape your days, from the captain to a chef aboard preparing the day's catch. Your advisor can then pair the charter with a night or two ashore at each end, easing the transitions.

No, and it is better not to. Give the captain your priorities rather than a fixed route, so the itinerary can follow the weather and the light. Life aboard is shaped by the water and your wishes rather than the clock. Ports are for evenings ashore when you want them and skipped entirely when you do not, and a guided landing on Sicily is arranged the moment you wish.

Ask for a tender fast enough to reach shore dinners without cutting the day short. On the Amalfi Coast, cliffside towns and lively harbors are within easy reach, so an evening ashore follows naturally from a day of swimming and sun in coves the road never reaches. When you would rather stay aboard, the chef serves the day's catch on deck under the stars.

Italy by Yacht is planned for 7-10 days. Those days move between swimming, sun and quiet passages to the next anchorage: mooring in Amalfi Coast coves the road never reaches, a swim at first light off the Aeolian Islands, the day's catch served on deck under the stars, and a guided landing on Sicily when you wish. A longer charter lets you begin amid the polish of the coast and drift toward the solitude of the islands and Sicily, ideally with a night or two ashore at each end to ease the transitions.

As a private, tailored journey it starts from roughly US$21,000 per traveler (double occupancy) and scales with your dates, party and level of privacy — a starting point, never a fixed package price. Your advisor confirms the figure once the itinerary is tailored.

May through June and September into October. In those months the light is golden and the crowds thin, which suits mooring in quiet Amalfi coves, swimming at first light off the Aeolian Islands before another vessel has stirred, and dining on deck under the stars. It is also when the tables at the finest establishments open to those who know to ask, for evenings ashore. Book the yacht and crew a full season ahead, as the finest vessels are reserved long in advance.

On a private crewed yacht from the Amalfi Coast to the Aeolian Islands and Sicily, the guided landing on Sicily is arranged the moment you wish rather than on a set day. The itinerary bends to the sea and your mood, so the captain can time the landing around the weather, the light and the priorities you have shared, with the journey drifting from the polish of the coast toward the solitude of the islands and Sicily.

Off the Aeolian Islands, a private crewed yacht lets you swim at first light, before another vessel has stirred. These are wilder, quieter waters, volcanic and remote, where the yacht becomes your only real address. The early swim sets the tone for days that move between swimming, sun and quiet passages to the next anchorage, shaped by the water and your wishes rather than the clock.

Yes. For a yacht journey from the Amalfi Coast to the Aeolian Islands and Sicily, Forest Travel advisors suggest pairing the charter with a night or two ashore at each end. This eases the transitions on and off the yacht, so the days aboard can be given fully to cove moorings, swims, dinners of the day's catch on deck and a guided landing on Sicily.

Yes. A private crewed yacht from the Amalfi Coast to the Aeolian Islands and Sicily is one of our Italy journeys: seven to ten days, from US$21,000 per traveler in double occupancy. The best months are May to June and September into October, and the finest vessels are reserved long in advance, so book the yacht and crew a full season ahead.

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