Italy

Tuscany, Sorrento & The Amalfi Coast

A fully bespoke luxury journey, designed entirely around you.

DURATION

8 Nights

BEST TIME TO GO

May – October

IDEAL FOR

Couples, families, and food & wine enthusiasts

An 8-night odyssey through Italy's most storied landscapes — from golden Tuscan vineyards to the lemon-scented clifftops of Sorrento and the vertiginous glamour of Positano. Designed for travelers who want the true art of Italian living.

This eight-night odyssey through Italy's most storied landscapes weaves together the country's most enduring pleasures — estate-grown wines, ancient hilltop cities, Neapolitan culinary tradition, and the incomparable drama of the Amalfi Coast. From the golden vineyards of Tuscany to the lemon-scented clifftops of Sorrento and the vertiginous glamour of Positano, every moment is curated to immerse you in the true art of Italian living.

Every Haute Black itinerary is fully bespoke. Your dedicated travel specialist will tailor every element — from accommodations and dining to private guides and cultural immersions — to match your preferences, pace, and travel style. Our team handles all logistics seamlessly: private transfers between destinations, priority restaurant reservations, VIP access at properties, and 24/7 concierge support throughout your trip.

Best experienced during May – October, this journey can be extended, shortened, or combined with neighboring destinations such as the Amalfi islands or the Venetian countryside.

Tuscany, Sorrento & The Amalfi Coast — Italy luxury travel, Positano clifftop views — HauteBlack

Tuscany, Sorrento & The Amalfi Coast — Italy bespoke itinerary, Rosewood Castiglion del Bosco — HauteBlack

The Journey

Your Itinerary

Chapter 01

Chapter 01 — Tuscany & The Val d'Orcia

Begin among the ancient estates of Tuscany. Private tastings at a celebrated Brunello di Montalcino winery, a dawn hot air balloon over the UNESCO Val d'Orcia, and evenings in medieval Siena with the piazza entirely to yourself.

Chapter 02

Chapter 02 — Sorrento & The Bay of Naples

Descend to the Campanian coast, where clifftop terraces overlook the shimmering Gulf of Naples. Board a private tender to the marine reserve at Punta del Capo, explore the volcanic island of Ischia, and dine above the sea as the lights of Naples emerge across the bay.

Chapter 03

Chapter 03 — The Amalfi Coast

Arrive in Positano at the crown jewel of the Mediterranean. A private boat traces the coastline from hidden sea caves to the harbor at Amalfi, before a sunset speedboat crossing to Capri for aperitivo above the Faraglioni.

Make This Itinerary Yours

Every Haute Black journey is crafted around you — your passions, your pace, your vision of extraordinary. Tell us about yourself and we'll create something entirely yours.

Enquire About This Journey

Where You'll Stay

Featured Properties

Rosewood Castiglion del Bosco, Tuscany

A restored 12th-century castle estate spanning 4,200 acres of organic vineyards in the Val d'Orcia, with private Casina villas, plunge pools, and exclusive access to one of Italy's most acclaimed Brunello wineries.

Grand Hotel Excelsior Vittoria, Sorrento

A Relais & Châteaux landmark operating since 1834, perched on the volcanic cliffs above the Gulf of Naples with Belle Époque interiors, Michelin-cited dining, and panoramic views across to Vesuvius.

Le Sirenuse, Positano

The defining address of the Amalfi Coast — a family-owned palazzo above Positano's rooftops since 1951, with a seawater infinity pool carved into the cliff and Michelin-starred La Sponda restaurant.

Good to Know

Questions About This Journey.

Completely. Every HauteBlack journey is a starting point, not a fixed package. Your dedicated travel advisor will reshape every element — accommodations, pacing, dining, private guides, and experiences — entirely around your preferences, travel style, and what you want to remember. Nothing is off the shelf.

For peak-season travel and premium properties — particularly safari lodges like Singita Ebony Lodge or Delaire Graff Estate — we recommend booking 6 to 12 months in advance. For more flexible dates and destinations, 3 to 6 months is typically sufficient. Your advisor will always tell you honestly what's achievable in your timeframe and find alternatives if first-choice properties are unavailable.

No. All HauteBlack journeys are available without membership. You work with a dedicated travel advisor and receive Virtuoso preferred partner benefits — complimentary upgrades, resort credits, daily breakfast, and VIP arrival — on every qualifying stay, membership or not. Membership adds waived planning fees, a dedicated senior advisor, priority access to private events, and deeper concierge support.

A dedicated HauteBlack travel advisor contacts you within 24 hours — usually sooner. They'll start with a conversation, not a form. You'll discuss your vision, travel style, dates, and any preferences. From there, your advisor builds a fully bespoke itinerary proposal. There is no obligation and no planning fee for the initial consultation.

Before You Go

What to Expect

No visa required for US and EU citizens. The Amalfi Coast's narrow roads make private car and boat transfers essential — your advisor will arrange all logistics. Late May and early September offer the finest weather with significantly fewer crowds than July and August.

Every HauteBlack itinerary is fully bespoke. While the journey outlined above represents our curated recommendation for Italy, your dedicated travel advisor will tailor every element — from accommodations and dining to private guides and cultural immersions — to match your preferences, pace, and travel style.

Best experienced during May – October, this 8 Nights journey can be extended, shortened, or combined with neighboring destinations. Whether you're celebrating a milestone, traveling as a family, or seeking a private retreat, we adapt the experience to you.

Your Advisor Takes Care Of: