Classic 2-Week Italy Itinerary with Amalfi Coast: An Elegant Journey

Your Quintessential Italian Adventure Awaits

Imagine yourself awakening to the gentle light caressing Florence’s rooftops, or basking in the Amalfi sun while a scented breeze carries the aroma of lemon blossom. Italy reveals itself slowly, delicately—a symphony of Renaissance beauty, culinary marvels, and intimate encounters. This curated classic 2-week Italy itinerary with Amalfi coast is designed for discerning travelers who seek authentic experiences, refined touches, and the luxury of slow discovery. Following the requests of our guests from North America, Australia, and beyond, this journey stitches together Rome, Florence, Venice, and the Amalfi Coast, blending essential sites with exclusive secrets and less-traveled paths.

Let us be your passioned guides as you drift from Michelangelo’s marble to Positano’s cliffside charms. In the coming pages, you’ll find not only what to see, but—more crucially—how to experience the genuine soul of Italia.
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Ultimate Two-Week Italy Itinerary Overview

Rome (3 nights): Relive ancient glory and culinary delights
Florence & Tuscany (3 nights): Renaissance encounters and hilltown tranquillity
Venice (2 nights): Lagoon dreams and artistic marvels
Amalfi Coast (4 nights): Dramatic landscapes and Mediterranean flair
Naples (2 nights): Gateway to tradition and flavor

According to the Italian National Tourist Board (Ente Nazionale Turismo), combining classic art cities and the Amalfi Coast is the most sought-after itinerary for sophisticated travelers in 2025.

Rome: Ancient Splendour & Vibrant Life

Iconic Sights with a Local Touch

Begin in the Eternal City, where every stone tells a story. Marvel at the Colosseum, Roman Forum, and Pantheon on a private guide-led early morning tour (skip-the-line recommended). Wander Trastevere’s cobbled alleys just as Roman families start their day.

Bespoke Experiences in Rome

Private Vatican Visit: Early-access tours to the Museums and Sistine Chapel
Jewish Ghetto Walk: Discover kosher bakeries and Rome’s layered culinary past
Piazza Navona at Sunset: The square’s fountains glow as the crowds retreat

According to our local partners, hidden rooftop gardens near Via del Corso provide stunning backdrops for sunset aperitivo—ask your concierge for reservations.

Gastronomy Highlights

Try carbonara in the Testaccio district—insist on Guanciale for authenticity
Visit the Mercato Centrale for artisanal breads and cheeses

Florence & Tuscany: Renaissance, Countryside, Virtuosity

The Art of Slowing Down in Florence

Florence’s magic lies in its layers: admire Botticelli’s Venus at the Uffizi, then retreat to the Oltrarno, where master artisans still craft leather-bound journals by hand.

Unmissable Florence Highlights

Duomo & Brunelleschi’s Dome Climb: Reserve in advance
Accademia Gallery: Encounter Michelangelo’s David before the doors officially open
Evenings Along the Arno: Settle in a quiet wine bar as twilight softens the Ponte Vecchio

Tuscan Heart: Hilltown Day-Trips

Using Florence or a quaint Chianti relais as your base, dedicate a day to the undulating hills:

San Gimignano or Volterra: Medieval towers and artisanal gelato
Private Chianti Winery Visit: Savor organic vintages and lunch among the vines
Siena: Gothic treasures, Sienese pastries, and the tranquil Piazza del Campo

Florence’s best trattorie often require reservations 2-3 weeks in advance, especially for intimate tables by candlelight.

Venice: Serenissima’s Secrets

Beyond the Grand Canal

Arriving by train, let Venice surprise you with pockets of silence and unexpected beauty far from the crowds.

Essential Experiences

Dawn Gondola Ride in a Hidden Canal: A rare, reflective start to your day
Private Visit to Murano or Burano: Meet artisans blowing glass or dyeing lace
San Giorgio Maggiore Bell Tower: For the city’s best panoramic views
Secret Bacari Tour: Let a local guide introduce you to cicchetti and regional wines

According to our experience, a late-night stroll in the quieter Dorsoduro sestiere often rewards you with paintings of fog and light worthy of Turner.

Amalfi Coast: Mediterranean Dreamscape

Navigating the Coast with Elegance

The coastline dazzles with cliff villages, turquoise waters, and lemon groves. Use Sorrento or Amalfi as your home base; private transfers or ferries are preferable to self-driving due to restricted traffic and unique local routes (see regulations from Ente del Turismo Campano for 2025 changes).

Must-See Villages

Positano: Iconic vertical beauty; visit in the late afternoon for softer light
Ravello: Heavenly gardens at Villa Cimbrone; often host to private concerts
Amalfi: Step inside the Byzantine cathedral and sample local pastries at Pasticceria Pansa
Praiano: Less known, ideal for romantic sunset strolls

Authentic Amalfi Coast Experiences

Boat Day Along the Coast: Charter a small gozzo for a private cruise
Cooking Class in a Local Home: Discover traditional lemon dishes
Hike the Path of the Gods: Breathtaking views, best with a local nature guide

Naples: Where Tradition Comes Alive

Gateway to Flavours and Legends

Naples is the soul of Southern Italy—intense, passionate, unexpected. Reserve time for the historic center, its art-laden churches, and, of course, authentic Neapolitan pizza.

Essential Naples

Napoli Sotterranea: Tour of ancient Greek and Roman tunnels below the city
Lungomare Promenade: Evening strolls along the sea, with views to Capri
Capodimonte Museum or Museo Archeologico: World-class collections with fewer crowds

Excursions: Pompeii & Capri

Pompeii Private Guided Tour: Deepen your understanding of ancient life
Day-Trip to Capri: A hydrofoil crossing opens up flowered lanes and blue grotto secrets

Getting Around: Seamless Travel in Italy

Italian high-speed trains (Trenitalia, ItaloTreno) connect all main cities comfortably and efficiently. For the Amalfi Coast, private drivers or scheduled ferries (Naples-Sorrento-Amalfi) are recommended. Car rentals in Tuscany offer freedom among vineyards, though ztl (limited traffic zones) in major towns require careful planning—always check signage and consult local regulations (Comune di Firenze, 2025 updates).

Lesser-Known Transportation Options

Naples-Amalfi Hydrofoil: Stunning coastline views in under 1.5 hours
Car Service Sorrento-Positano: Local drivers know traffic patterns and scenic stops
Florence-Chianti Bus: A relaxed route through vine-covered hills

Practical Tips for a Refined Italian Experience

Book major attractions well in advance (3–4 weeks recommended)
Prefer hotels with concierge or villa rentals for bespoke arrangements
Pack light and elegant: Cobblestone streets and frequent dinners al fresco demand comfort and style
Gratuities: Not obligatory, but appreciated in exceptional service situations
Respect local customs and siesta hours (13:00–16:00) especially in smaller villages

FAQ: Classic 2-Week Italy Itinerary with Amalfi Coast

How many days do you need for the Amalfi Coast in a 2-week Italy itinerary?
La risposta è: Plan at least 4 nights on the Amalfi Coast to enjoy several villages, boat excursions, and relaxation away from day-tripper crowds.

What is the best way to travel between Rome, Florence, Venice, and Amalfi Coast?
High-speed trains for city-to-city travel; private cars or ferries for the Amalfi Coast. Avoid self-driving on the coast due to restricted access and narrow roads.

What is a unique experience recommended on the Amalfi Coast?
A private boat tour along the coastline, with a stop for lunch at a family-run trattoria accessible only by sea, offers unmatched vistas and authentic flavors.

Is it worth spending time in the Tuscan countryside?
Yes, a day or two in the Tuscan countryside, particularly Chianti, allows you to experience local wines, hilltop towns, and tranquil vistas unavailable in the cities.

When is the best time to visit Italy for this itinerary?
Late spring (May–June) or early autumn (September–October) for mild weather, fewer crowds, and lively local festivals.

Begin Your Italian Tale

Two weeks in Italy allows you to blend icons and secrets, living at a tempo that matches your curiosity and your longing for beauty. According to our experience, the itinerary above brings you as close as possible to the Italian art of living—savoring, discovering, and connecting deeply with people and places.

Ready to craft your bespoke Italian escapade? Contact us at ItalyGate for tailored itineraries, special experiences, and seamless arrangements—because your journey should be as unique as you are.