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La Dolce Vita, Curated

An exclusive Italian itinerary where timeless elegance, coastal serenity, and cultural splendor intertwine in perfect harmony.

CouplesCulture & HeritageSea & Sun
A Luxurious 14-Day Escape Through Italy’s Most Iconic Landscapes

Experience Italy in True Trips style, on a 14-day journey that weaves together the country’s most celebrated destinations—Rome, the Amalfi Coast, Capri, and Portofino. From walking in the footsteps of emperors through ancient ruins to sailing the crystal waters of Capri and unwinding in the glamour of Portofino, this carefully curated itinerary blends historical wonder with breathtaking coastal beauty and the effortless sophistication of Italian life.

Accommodation
DURATION
14 days / 13 nights
INDICATIVE PRICE
Custom pricing available upon request
DESTINATION
Rome, Amalfi Coast, Capri, Portofino, Rome
Itinerary Details & Stay Options
ROME
DAYS 1-3
An Eternal City of Grandeur and Glory
Your Italian adventure begins in the heart of ancient civilization—Rome. A private transfer brings you to your luxury hotel in the historic center, where centuries of history unfold at your doorstep.
ROME

Step into the grandeur of the Eternal City with a private guided tour of its most iconic landmarks—the Roman Forum, Colosseum, Capitoline Hill, and the Baroque beauty of Piazza Navona. Wander the cobblestone lanes that lead to the Spanish Steps and toss a coin into the Trevi Fountain to ensure your return.
No visit is complete without a journey into the Vatican City—home to the Sistine Chapel, St. Peter’s Basilica, and the rich artistic heritage of the Renaissance.

On Day 4, depart Rome in a private luxury vehicle and journey toward the Amalfi Coast, with an exclusive stop at the ancient city of Pompeii. Explore the remarkably preserved ruins with a private archaeologist guide, offering insight into daily Roman life frozen in time. Enjoy a gourmet lunch nearby, with views of Mount Vesuvius, before continuing on to your coastal retreat.

AMALFI COAST
DAYS 4–7
Mediterranean Magic Along the Amalfi Drive
Welcome to one of the most beautiful coastlines in the world, where pastel-hued villages cling to cliffs and the scent of lemons fills the air.
AMALFI COAST

Check into your boutique hotel overlooking the Tyrrhenian Sea and unwind as the sun melts into the horizon. Discover the unique character of coastal gems like Positano, Ravello, and Amalfi on a private chauffeured drive along the iconic Amalfi Coast road.

Visit a family-owned lemon grove in the hills of Amalfi, where you’ll take part in an authentic limoncello tasting paired with traditional lemon-infused treats. Learn about the region’s citrus heritage and savor the flavors of Campania in a lush terraced garden.

In the evenings, dine at acclaimed cliffside restaurants, enjoying dishes crafted from local catch and sun-kissed produce.

CAPRI
DAYS 7-10
Island Glamour & Azure Horizons
Cross the waters to the island of Capri, where natural beauty and cinematic elegance create the ultimate Mediterranean escape.
CAPRI

Today, experience the island by sea on an exclusive private yacht tour around Capri. Cruise past towering cliffs and sea caves, including the world-famous Blue Grotto, and marvel at the Faraglioni rock formations as you sip prosecco under the sun. Swim in the emerald bays of Marina Piccola and anchor in secluded coves only accessible by boat.

Back on land, take a guided walk through Anacapri, visit the Villa San Michele for panoramic views, or ride the chairlift to Monte Solaro for sweeping vistas. In the evenings, indulge in fine dining at elegant piazza-side restaurants where Capri’s glamour comes to life.

PORTOFINO
DAYS 10-13
Jet Set Sophistication on the Italian Riviera
Your journey continues north to Portofino, a chic coastal haven known for its effortless elegance and picturesque harbor.
PORTOFINO

Explore this seaside jewel at a relaxed pace—sip coffee by the marina, stroll cobbled streets lined with boutiques, or hike to the lighthouse for breathtaking views. One of the highlights of your stay is a private excursion to Cinque Terre, where colorful cliffside villages meet dramatic coastline. Your local guide will lead you through Vernazza, Manarola, and Monterosso, revealing hidden corners and culinary treasures of this UNESCO-listed region.

Return to Portofino in the evening for a seaside aperitivo and a candlelit dinner with the sound of waves gently lapping below.

ROME
DAYS 13-14
A Stylish Farewell to Italy
Return to the Eternal City for a memorable final chapter that blends culture, cuisine, and creativity.
ROME

Spend your final afternoon browsing artisan markets or designer boutiques near the Spanish Steps. Then, immerse yourself in one of Italy’s most beloved traditions with a hands-on pizza-making class led by a master pizzaiolo. Learn the art of perfect dough, craft your toppings, and enjoy your handmade creation with wine in a Roman courtyard.

As the city glows under twilight, celebrate your journey with a farewell dinner overlooking the Acropolis-lit skyline. It’s the perfect close to a trip filled with unforgettable moments and timeless beauty.

The featured destinations, hotels, experiences in the above itinerary are only a small selection of the alternatives offered.
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At TrueTrips, delivering happiness means crafting more than just Luxury Vacation Packages—we design deeply personal, flawlessly executed experiences shaped by two decades of insight and expertise. Led by luxury travel expert Christos Stergiou, our team blends visionary leadership with insider knowledge to create itineraries that reflect who you are and how you want to travel. With rare access to authentic moments and a 4.9/5 client satisfaction rating, we go beyond expectations to ensure your trip is seamless, meaningful, and entirely your own.

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