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Rome, Naples, Capri & The Amalfi Coast in 2 Weeks

This 14-day private journey through Southern Italy is designed for travelers who prefer atmosphere over checklist travel, and coastal elegance over constant relocation.

With only four hotel bases and seamless scenic transfers, this 14-day tour is the finest way to explore Rome, Naples, Capri, and the Amalfi Coast in just 2 weeks with a private guide.

What’s Included?

Private Transfers Throughout

High-Speed Train Tickets (Rome → Naples) in Premium Class

Private Boat Transfers (Naples → Capri, Capri → Amalfi Coast)

Every Logistical Detail Is Handled Discreetly and Professionally

All Tickets & Attractions Entry

VIP Colosseum Underground & Arena Floor Experience

Early Entry Vatican Museums & Sistine Chapel

Each Guide Is Licensed, English-Speaking, and Selected for Storytelling Depth and Personality

Day 1: Rome Guided Walking Tour

Tourist admiring the Trevi Fountain in Rome Italy on a sunny day during a European private tour
Trevi Fountain, Italy

After your private airport transfer and check-in, your guide introduces you gently to the city’s iconic highlights with a private walking tour of the city, where you will be introduced to:

  • Spanish Steps at golden hour
  • Trevi Fountain, luminous and theatrical
  • The Pantheon’s perfect dome
  • Piazza Navona’s Bernini fountains
  • Campo de’ Fiori’s lively square

As you get to know the soul of the city by strolling its heart, your guide will share stories of Popes, artists, and rival architects, while pauses for espresso and gelato set an unhurried tone.

Evening at leisure.

Day 2: Rome Colosseum, Roman Forum & Palatine Hill

Vibrant view of the Colosseum in Rome, Italy, bustling with tourists under a clear blue sky.
Colosseum, Rome, Italy

Today, Rome’s imperial theatre unfolds not as ruins, but as a living stage, brought vividly to life through privileged access and expert interpretation.

VIP Colosseum Underground & Arena Floor

With special access, descend beneath the Colosseum into the underground chambers where gladiators once waited in darkness before emerging into the roar of 50,000 spectators.

From here, step onto the reconstructed arena floor, a perspective few visitors experience, and look up into the vast amphitheater as combatants, emperors, and condemned prisoners once did.

As you move through these restricted spaces, your guide will illuminate:

  • The extraordinary engineering system of lifts, trapdoors, and staging mechanisms
  • How spectacle was used as political propaganda to secure loyalty and control
  • The lived reality of gladiators – training, status, survival, and myth

The Colosseum becomes more than a monument; it becomes a machine of power.

Roman Forum & Palatine Hill

From spectacle to statecraft, continue into the Roman Forum, once the beating heart of civic life.

Walking among temples, basilicas, and triumphal arches, your guide will reconstruct the political drama that unfolded here: speeches, trials, religious rituals, and imperial processions.

Ascending Palatine Hill, the legendary birthplace of Rome, you’ll explore the remains of imperial palaces overlooking the Forum below.

Together, these sites reveal Rome not simply as ancient history, but as the blueprint of empire.

Day 3: Vatican Masterpieces Tour & Panoramic Rome

Aerial view of Saint Peter’s Square in Vatican City with panoramic view of Rome, Italy, popular European travel and tourism destination on a sunny day
Saint Peter’s Square, Vatican City

Begin your day with privileged early access to the Vatican Museums, entering before general admission crowds arrive.

Early Entry Vatican Experience

In the quiet of the morning, explore the galleries with space to appreciate their scale and artistry, moving at a measured pace through centuries of papal patronage and artistic achievement before the public doors open.

Your guide will take you to explore:

  • The Gallery of Maps
  • The Raphael Rooms
  • The Sistine Chapel beneath Michelangelo’s ceiling
  • Continue into St. Peter’s Basilica, where your guide highlights Michelangelo’s Pietà and Bernini’s Baldachin.

Optional: Dome climb for sweeping views across Rome’s rooftops.

Day 4: Tivoli Day Trip

Ancient Roman ruins at Villa Adriana in Tivoli Italy with stone arches and marble columns under a bright blue sky
Tivoli, Italy

Your private driver will collect you from your accommodation in the morning for a scenic 45-minute journey east into the hills of Tivoli, long favored by emperors and aristocrats seeking fresh air and perspective beyond the capital.

Hadrian’s Villa

Begin at Hadrian’s Villa, the vast 2nd-century retreat of Emperor Hadrian. 

Far more than a country house, this was a self-contained imperial city, complete with baths, libraries, theatres, and reflecting pools.

As you walk through the sprawling ruins, your private guide will explain how Hadrian, a well-traveled and intellectually curious ruler, designed the estate to recreate the landscapes and architectural influences he admired across his empire. 

The scale speaks not only of luxury, but of authority, a ruler shaping his environment to mirror the world he governed.

Villa d’Este: Water, Power & Renaissance Ambition

Continue to Villa d’Este, a 16th-century masterpiece of garden design. Here, terraces unfold in elegant symmetry, animated by hundreds of fountains that cascade, spray, and echo through shaded pathways.

Your guide will reveal how Cardinal Ippolito II d’Este used hydraulic innovation and theatrical landscaping to project influence and prestige. The gardens are not simply beautiful; they are statements of Renaissance confidence, where engineering, mythology, and artistry merge in motion and sound.

After time to explore and absorb the atmosphere, return comfortably to Rome in the afternoon.

Overnight in Rome.

Day 5: Rome to Naples

Piazza del Plebiscito and Basilica of San Francesco di Paola at sunset in Naples Italy
Naples, Italy

This morning, your private driver transfers you to Rome’s high-speed rail station as you board the First Class train for the one-hour journey to Naples.

Private Historic Naples Walking Tour

Explore the UNESCO-listed historic center with your private guide.

Highlights include:

  • Spaccanapoli, the narrow artery slicing through the old city
  • The Duomo of San Gennaro, guardian of Naples’ patron saint
  • Underground Naples, revealing Greek and Roman foundations
  • A traditional pizzeria for authentic Neapolitan pizza tasting

Day 6: Pompeii & Herculaneum

Ancient ruins of Pompeii under a bright blue sky in Italy showcasing historic Roman columns and architecture for Europe private tours
Pompeii, Italy

Ancient cities frozen beneath volcanic ash reveal daily Roman life with astonishing intimacy.

Walk original streets, step inside preserved villas, bathhouses, and bakeries. Learn how families lived, traded, and worshipped before Vesuvius erupted in 79 AD.

Pompeii with Private Archaeologist

Your archaeologist explains:

  • Urban planning
  • Fresco symbolism
  • Social hierarchies
  • The human impact of the eruption
  • Herculaneum
  • Smaller and remarkably preserved. Wooden beams, mosaics, and upper floors remain intact, offering a vivid glimpse into domestic Roman life.

Optional: Ascend Mount Vesuvius for panoramic views across the Bay of Naples.

Return to Naples late afternoon.

Day 7: Naples & Private Cooking Experience

Authentic Neapolitan pizza baking in a traditional wood-fired oven in Naples, Italy
Naples, Italy

Today is devoted to understanding Naples through what it does best: bold history and unapologetically good food. In this city, cuisine is not a trend; it is an inheritance!

Your private guide will first introduce you to the character of Naples itself, a city layered with Greek foundations, Spanish influence, Bourbon grandeur, and everyday vitality. Walking through lively streets, historic piazzas, and local markets, you’ll see how faith, family, and food shape daily life.

Private Neapolitan Cooking Class

Late morning, step into a welcoming kitchen for a hands-on cooking experience led by a local chef. Rather than a demonstration, this is an immersive class where you participate in preparing traditional Neapolitan dishes using seasonal ingredients.

Depending on the day and your preferences, you may learn to craft fresh pasta, prepare a classic ragù slow-cooked to perfection, shape authentic Neapolitan pizza dough, or assemble seafood dishes influenced by the nearby Tyrrhenian Sea.

As you cook, your host will explain the cultural roots of each recipe, why certain ingredients matter, how techniques have been preserved through generations, and how food anchors family life in Naples.

The experience concludes with a relaxed, seated meal featuring the dishes you’ve prepared, paired thoughtfully with regional wines.

Afternoon at leisure to explore independently or simply enjoy the rhythm of the city.

Overnight in Naples.

Day 8: Naples to Capri By Boat

Marina with luxury yachts in Capri Island town near Naples, Italy, with colorful seaside buildings and scenic mountains in the background, popular Mediterranean travel destination
Capri, Italy

This morning, your private driver transfers you to Naples harbor for one of the most beautiful arrivals in Italy.

Board your private vessel for a 45–60 minute scenic crossing across the Bay of Naples.

As Capri rises into view, its dramatic limestone cliffs and hidden grottoes announce your arrival long before you dock. Approaching by sea reveals the island as it was meant to be seen, cinematic, sculptural, unforgettable.

Upon arrival, you are transferred to your luxury hotel.

Walking Tour Through Capri Town

In the late afternoon, meet your private guide for a gentle introduction to Capri’s historic center.

  • The elegant Piazzetta, heart of island life
  • Quiet lanes lined with white façades and bougainvillea
  • Panoramic viewpoints over the Faraglioni rocks

The walk is light and relaxed, simply a taste of island rhythm before dinner.

Overnight in Capri.

Day 9: Capri: Cliffs, Grottoes & Turquoise Waters

Aerial view of the dramatic Faraglioni rocks and luxury yachts sailing the clear blue Tyrrhenian Sea off Capri Island, a popular tourist destination in Italy.
Faraglioni, Capri, Italy

Today is dedicated to the sea, Capri’s most defining element.

Private Island Boat Tour

Board your private boat for a full coastal circuit of the island.

Sail past:

  • The legendary Faraglioni Rock Formations
  • The luminous Blue Grotto (weather permitting)
  • Hidden sea caves carved into limestone cliffs
  • Secluded coves accessible only by water
  • Pause for swimming in crystalline turquoise waters, with time to relax on deck beneath the Mediterranean sun.

Your captain shares stories of Roman emperors, literary legends, and modern glamour that have shaped Capri’s mystique.

Overnight in Capri.

Day 10: Capri – Glamour, Gardens & Slow Mediterranean Living

Young woman in a striped dress and sun hat admiring the panoramic view of the sea and cliffs from Capri Island, Italy.
Capri, Italy.

Today is intentionally slower; Capri is best savored, not scheduled.

Stroll the refined boutiques along Via Camerelle, where island glamour meets Italian craftsmanship.

Walk to Punta Tragara for one of the island’s most breathtaking terrace views overlooking the Faraglioni.

Or simply remain at your hotel, embracing slow luxury, terrace breakfasts, afternoon swims, unhurried conversation.

As evening approaches, enjoy an aperitivo overlooking the sea as the sky turns rose-gold.

Overnight in Capri.

Day 11: Capri to Amalfi Coast

Scenic view of Positano, Italy with colorful cliffside houses overlooking the Amalfi Coast and boats in the turquoise sea, popular destination for European private tours
Positano, Italy

A Grand Coastal Arrival

The final chapter unfolds along one of the world’s most iconic coastlines, pastel villages clinging to cliffs, lemon groves perfuming the air, and the Tyrrhenian Sea stretching endlessly below.

Private Boat Transfer to the Amalfi Coast

Sail toward Positano, Amalfi, or Ravello (depending on your hotel selection), approaching from the water for the most dramatic perspective.

Pastel houses cascade down cliffs; church domes glint in the sun; fishing boats dot the harbor. Upon arrival, transfer to your cliffside luxury hotel and settle in. Afternoon at leisure to explore your immediate surroundings or relax on your terrace.

Overnight on the Amalfi Coast.

Day 12: Amalfi & Ravello

Breathtaking view of Ravello, Italy, showcasing vibrant floral gardens and the expansive Amalfi coast under a clear blue sky.
Ravello, Italy

Today, it combines scenic driving with elevated panoramas. With your private driver, travel the winding Amalfi Coast road to Ravello, perched high above the sea.

Highlights include:

  • Villa Cimbrone, famed for its Terrace of Infinity
  • Villa Rufolo, whose gardens inspired Wagner
  • Your guide explains Ravello’s artistic heritage and aristocratic history.

Amalfi Cathedral & Historic Center

Descend to Amalfi town to visit the striking Duomo di Amalfi, with its Arab-Norman architectural influences and intricate cloister.

Stroll the lively piazza and artisan shops before returning to your hotel.

Evening at leisure for sunset views from your terrace.

Overnight on the Amalfi Coast.

Day 13: Private Amalfi Coast Boat Day

Boats exploring the glowing blue waters inside the Grotta Azzurra sea cave on Capri Island, Italy, a famous European tourist attraction
Grotta Azzurra, Italy

Aboard your private vessel, cruise along the Amalfi Coast at an unhurried rhythm, passing pastel-hued villages clinging to cliffs, hidden grottoes carved into limestone, and quiet coves accessible only by water, a perspective that reveals the coast at its most exclusive and cinematic.

Discover:

  • The Li Galli Islands
  • Hidden coves and sea caves
  • Secluded beaches accessible only by boat
  • Swim in crystalline waters, relax on deck, and enjoy the rhythm of the coastline from its most privileged perspective.
  • Lunch can be arranged at a seaside restaurant reachable only by water; arriving by boat is part of the charm.

Return late afternoon.

Overnight on the Amalfi Coast.

Day 14: Departure

Aerial view of Naples with Mount Vesuvius in the background, showcasing the vibrant cityscape and beautiful coastline on a clear day.
Naples & Mount Vesuvius, Italy

Your private driver will transfer you to Naples Airport for your departure.

As you leave, the impressions remain: ancient stone warmed by sun, salt in the air, citrus groves, distant church bells, and sea stretching beyond memory.

SideBar Tour Request

Book Or Get A Bespoke 14 Day Italy Itinerary

If you would like to adjust pacing, upgrade properties, add Michelin dining, or include exclusive after-hours access experiences, our expert tour planners will tailor this itinerary precisely to your preferences.

Contact us today to begin planning your bespoke 2-week experience in Italy.

Tour Request

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Frequently Asked Questions About This Tour Itinerary

How many hotels are included in this itinerary?

This itinerary is designed around four main hotel bases: Rome, Naples, Capri, and the Amalfi Coast. This keeps travel smooth and avoids the need to pack and unpack every day, while still allowing you to experience distinct regions in depth.

You’ll use high-speed train from Rome to Naples, private transfers throughout, and private boat transfers to Capri and the Amalfi Coast. Each journey is part of the experience rather than just a transfer.

These are popular sites, but your itinerary includes VIP and early-entry access where possible. This allows you to visit at quieter times and access areas not open to the general public, making the experience more comfortable and in-depth.

Yes. You can adjust the pace, upgrade hotels, add experiences such as Michelin dining or private-access tours, or shift the balance between guided time and free time. We can create a brand-new itinerary, personalized for you.

This itinerary is designed at a classic luxury level, with carefully selected hotels in each destination. Upgrades to higher-end or boutique properties can be arranged based on your preferences.

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