The Complete Italian Experience: A Grand Tour Through Italy’s Most Iconic Destinations

Tour Image

The Complete Italian Experience

cities: venice - milan - monterosso - florence - sorrento - rome
Map

Seventeen Days. Eight Iconic Destinations. One Unforgettable Journey Through Italy’s Heart and Soul.

This is it—your Grand Tour of Italy, thoughtfully crafted to deliver the ultimate immersion into the country’s art, history, landscapes, and cuisine. Over seventeen unforgettable days, you’ll explore the most iconic cities and regions from north to south, all brought to life through expert guidance, boutique accommodations, and Your Own Italy’s signature personalized service.

Begin in Venice, where romance floats on the canals and Byzantine elegance graces every corner. Continue west to Milan, Italy’s cosmopolitan capital of fashion and design, home to Da Vinci’s Last Supper and timeless sophistication. Journey north to the shores of Lake Como, a serene escape framed by the Alps and dotted with storybook villas.

Onward to the rugged beauty of the Cinque Terre, where cliffside villages and panoramic trails await, followed by Florence and Pisa, the beating heart of the Renaissance. Then, venture south for a taste of sun-drenched paradise along the Amalfi Coast, with visits to Capri and the haunting ruins of Pompeii.

Your grand finale is in Rome, the Eternal City—where ancient history, grand piazzas, and world-class cuisine blend into one final, unforgettable chapter of your journey.

This isn’t just a tour—it’s The Complete Italian Experience, expertly curated and fully customized to your pace, your passions, and your style. Because when you travel with Your Own Italy, every journey is your own.

Day by day

Icon
YOIAdvantage
Icon

venice

Summary venice
Day 1
Day 2
Day 3
Day 1

Venice: A Timeless Journey Through Canals, History & Elegance

Arrive in the Floating City and Discover Its Quiet Corners by Foot and Gondola

Your arrival in Venice begins with the elegance it deserves. After your high-speed train journey, a greeter will meet you at the station and escort you to a private water taxi. As you glide along the Grand Canal—Venice’s most iconic waterway—you’ll catch your first breathtaking views of palaces, bridges, and domes rising from the water.

After settling into your hotel, you’ll step into the enchanting world of Venice, where history, art, and beauty blend in a maze of canals and streets. With your private guide, explore iconic landmarks and end your adventure aboard a private gondola, gliding through scenic waterways.

Start at the magnificent Piazza San Marco, the heart of Venice for centuries. Marvel at St. Mark’s Basilica, with its dazzling Byzantine mosaics, and uncover the legendary relics transported from Alexandria. Admire the Gothic grandeur of the Doge’s Palace, once the seat of Venice’s powerful rulers.

Venture beyond the crowds into hidden piazzas and narrow alleyways, where the true magic of Venice awaits. Stop at La Fenice, the city’s renowned opera house, cross the iconic Rialto Bridge for breathtaking views of the Grand Canal, and explore the lively Rialto Market, where Venetians have traded for centuries.

No visit to Venice is complete without a private gondola ride through its picturesque canals. Glide past graceful palaces, charming bridges, and historic passageways, experiencing the city as nobles once did. Let the gentle lapping of the water and the soft creak of the gondola immerse you in Venice's timeless romance.

View of from across the water of San Giorgio Maggiore Island in Venice, Italy
Image
Day 2

Venice’s Icons: St. Mark’s Basilica, Doge’s Palace & the Bridge of Sighs

Your private guide will lead you through the heart of Venice, starting at the renowned St. Mark’s Square, where history and grandeur meet. Outside the basilica, admire its shimmering Byzantine mosaics that depict scenes from the life of Christ and the arrival of St. Mark’s relics. Inside, marvel at over 4,000 square meters of golden mosaics, stunning marble floor inlays, and the breathtaking Pala d’Oro, a dazzling high altar made of gold and precious stones. Your guide will highlight the religious and artistic significance of this one-of-a-kind sanctuary.

Next, head to the Doge’s Palace, the former political heart of the Venetian Republic. Explore its richly decorated chambers, grand staircases, and notorious prison cells—once home to figures like Giacomo Casanova, who famously escaped. Walk across the haunting Bridge of Sighs, where you can glimpse the lagoon through narrow windows, just as prisoners once did on their way to captivity. This tour, guided by your expert, offers an unforgettable look into the power, art, and intrigue that shaped Venetian history.

An arched gallery at Doge's Palace in Venice, Italy
Image
Day 3

Murano & Burano: A Private Journey Through Venice’s Artisan Islands

Embark on a private boat tour across the enchanting Venetian Lagoon, with your expert guide leading the way to two of Venice’s most iconic islands.

Your first stop is Murano, world-renowned for its centuries-old glassmaking tradition, dating back to 1291. As you stroll the island, your guide will take you through a museum dedicated to the art of glass, point out stunning palaces and Veneto-Byzantine churches adorned with 12th-century mosaics, and give you a firsthand look at master glassblowers shaping molten glass into intricate works of art. On clear days, you may also catch a glimpse of San Michele, Venice’s serene island cemetery, rising from the water nearby.

Next, you’ll visit the storybook island of Burano, known for its vibrant, pastel-colored houses and centuries-old lace-making heritage. Once considered the finest lace in Europe, Burano’s craftsmanship remains a proud tradition passed down through generations. Explore charming lace boutiques, browse the Lace Museum, and unwind with an aperitif at a café along the canal, surrounded by the island’s cheerful, colorful façades.

View approaching a canal in Burano, Italy with anchored boats and a row colorful buildings
Image
Icon

milan

Summary milan
Day 4
Day 5
Day 4

Welcome to Milan! Introductory City Tour

Arrive in Milan, Italy’s fashion and design capital, where history, art, and modern elegance blend seamlessly. After settling into your centrally located hotel, take time to unwind before meeting your expert guide for an introductory walking tour of this dynamic city.

Begin at the Galleria Vittorio Emanuele II, a stunning 19th-century glass-vaulted shopping arcade known as the “salotto di Milano” (Milan’s drawing room). This historic landmark has long been a gathering place for locals and visitors alike, offering a mix of luxury boutiques and charming cafés.

Continue to La Scala, Milan’s world-renowned opera house, where the greats of classical music have performed since its opening in 1778. Learn about its rich history, from its inaugural performance by Antonio Salieri to its continued legacy as one of the most prestigious theaters in the world.

Your tour concludes at the Duomo di Milano, one of the largest and most breathtaking Gothic cathedrals in the world. Marvel at its intricate spires, impressive façade, and 3,200 statues, each telling a story of faith and artistry.

This introductory tour provides the perfect first glimpse into Milan’s rich history, culture, and architectural grandeur—setting the stage for an unforgettable stay!

Milan Lombardy Region - Arial View
Image
Day 5

Boat Tour on Lake Major and Visit to Borromean Islands

Escape to the Serenity of Lake Maggiore

Take a break from the hustle and bustle of Milan and retreat to the breathtaking beauty of Lake Maggiore, just over an hour away by train. Nestled at the foot of the Alps and straddling the border with Switzerland, this stunning lake offers a tranquil escape with its crystal-clear waters, charming villages, and lush landscapes.

Upon arrival, embark on a private boat excursion across the lake, gliding past elegant villas and scenic mountain backdrops. Explore the enchanting Borromean Islands, home to exquisite 16th-century palaces and manicured gardens, where history and nature blend in perfect harmony. Whether strolling through ornate Baroque estates, discovering hidden grottoes, or simply soaking in the picturesque lakeside atmosphere, this day trip promises a refreshing and unforgettable experience—all curated with The Your Own Italy Advantage for seamless travel and personalized luxury.

View of Lake Como from Bellagio
Image
Icon

monterosso

Summary monterosso
Day 6
Day 7
Day 6

Arrival in Monterosso with a Visit to Portofino and a Sunset Boat Ride

Your journey to the Cinque Terre begins in style as your private driver escorts you from Milan toward Monterosso al Mare, the northernmost village of the famed Cinque Terre. Along the way, you’ll enjoy a delightful stop in Portofino, the jewel of the Italian Riviera. Once a humble fishing village, Portofino has become an exclusive retreat known for its pastel-hued buildings, luxurious yachts, and rich artistic legacy.

Take time to wander through its charming harbor, browse elegant boutiques, or enjoy a leisurely lunch at a seaside café while watching the boats drift across the bay. The vibrant beauty and sophisticated charm of Portofino set the perfect tone for your coastal adventure.

After lunch, you’ll continue on to Monterosso, where you’ll check into your hotel nestled among vineyards and sea views.

After settling in, you’ll meet your skipper and sail from Monterosso to Riomaggiore as the sun melts into the horizon, painting the sky with fiery hues. Watch the colorful villages glow against rugged cliffs, their reflections shimmering on the sea. Gentle waves and the evening breeze create a serene end to your first day in the Cinque Terre.

The Cinque-Terre coastline in Liguria, Italy
Image
Day 7

Introductory Tour of the Cinque Terre with Traditional Pesto-Making Experience

Your private guide will meet you at your hotel to begin an unforgettable introduction to the breathtaking Cinque Terre. Nestled between the mountains and the Ligurian Sea, these five historic villages were once remote refuges from ancient invaders—and today, they remain a stunning testament to resilience, beauty, and tradition.

You’ll explore three of the five picturesque towns—Vernazza, Manarola, and Riomaggiore—each with its own distinct charm. As you travel by local train, you’ll stroll through winding alleys and sun-drenched piazzas, soaking in the pastel façades, cliffside vineyards, and views of the shimmering sea below.

Along the way, you’ll step into a hands-on culinary moment with a traditional pesto-making demonstration, learning how to prepare Liguria’s most iconic sauce using fresh basil, pine nuts, and mortar and pestle—all in a scenic setting that makes the experience truly unforgettable.

Image
Icon

florence

Summary florence
Day 8
Day 9
Day 10
Day 8

Arrival in Florence with a Visit to Pisa and the Iconic Leaning Tower

Your journey to Florence begins with a scenic drive from Monterosso, accompanied by your private driver. Along the way, you’ll stop in Pisa to explore the renowned Piazza del Duomo, or “Field of Miracles,” a UNESCO World Heritage Site and one of Italy’s most celebrated architectural complexes.

Here, you’ll admire the majestic 11th-century Romanesque cathedral, constructed with spoils from historic naval victories, and the elegant marble Baptistery, renowned for its circular design and acoustic marvels. Of course, the highlight is the world-famous Leaning Tower, one of the most photographed landmarks in Italy. With your reserved ticket, you’ll climb to the top for breathtaking views and a truly unforgettable experience.

Afterward, you’ll stop in the charming Tuscan town of Lucca for lunch and a stroll through its historic center before continuing to Florence, where your driver will drop you off at your hotel. With the Your Own Italy Advantage, every moment is thoughtfully planned to combine culture, beauty, and ease.


the leaning tower of Pisa with the cathedral in the foreground in Pisa, Italy
Image
Day 9

Introductory Tour and the Accademia Gallery

Step into the heart of the Renaissance as you explore the timeless beauty, rich history, and artistic masterpieces of Florence. With its grand piazzas, architectural marvels, and world-renowned art, every street, stone, and sculpture tell a story. Led by an expert guide, you’ll uncover the genius of Michelangelo, Brunelleschi, and Ghiberti as you journey through the city that shaped Western art and culture.

Begin at Piazza della Repubblica, the historic crossroads of ancient Roman Florence, before marveling at the Piazza del Duomo, home to the Florence Cathedral and Brunelleschi’s revolutionary dome. Admire the Baptistery’s legendary “Gates of Paradise”, then stroll across the iconic Ponte Vecchio, lined with goldsmith shops and artisan boutiques.

Your adventure culminates at the Accademia Gallery, where you’ll stand face to face with Michelangelo’s David—a masterpiece that captures the power and beauty of the Renaissance like no other.

The cityscape of Florence, Italy with mountains in the background
Image
Day 10

Lunch and Wine Tasting at Villa Machiavelli and Visit to San Gimignano

A Tuscan Escape: Chianti Wine, Rolling Hills & Medieval Charm

Escape the bustle of Florence and embark on a breathtaking journey through the rolling vineyards, historic villages, and world-renowned wineries of Tuscany. This unforgettable experience blends the legendary wine culture of Chianti with the medieval allure of San Gimignano, offering the perfect mix of indulgence, history, and stunning scenery.

Travel through the picturesque Chianti countryside, where vine-covered hills, olive groves, and cypress-lined roads create a timeless landscape. Stop at the renowned Machiavelli Winery, where you’ll tour historic cellars, savor exceptional wines, and enjoy a Tuscan lunch in a charming villa once owned by Niccolò Machiavelli himself.

Continue to San Gimignano, the UNESCO-listed “City of Beautiful Towers,” where soaring medieval towers rise above the Tuscan hills. Wander through Piazza della Cisterna, admire stunning frescoes in the Romanesque cathedral, and explore the quaint artisan shops offering hand-painted ceramics, saffron, and local delicacies.

Open field with a small stand of evergreen trees in Tuscany, Italy
Image
Icon

sorrento

Summary sorrento
Day 11
Day 12
Day 13
Day 11

A Journey Through Time: Pompeii and Mt. Vesuvius

Your adventure begins in Florence, where you’ll board a high-speed train to Naples. Upon arrival, your private driver will whisk you to Pompeii, one of the world’s most remarkable archaeological sites. With your expert private guide leading the way, you’ll explore its remarkably preserved streets, villas, shops, and even ancient graffiti, offering a vivid glimpse into daily life in ancient Rome. Walk in the footsteps of its former residents—whether noble families relaxing in frescoed courtyards or everyday citizens grabbing a bite at a Roman “fast food” stall. Your guide will bring the city’s history to life with fascinating stories of its culture, daily routines, and the catastrophic eruption that froze it in time beneath the looming shadow of Mt. Vesuvius.

Following your guided tour, your driver will take you up the slopes of Mt. Vesuvius for a well-deserved indulgence—a private lunch and wine tasting at a family-owned vineyard set on the volcano’s fertile terrain. Savor local wines born from the mineral-rich volcanic soil, perfectly paired with rustic Neapolitan cuisine, all while enjoying sweeping views of the bay below. With the Your Own Italy Advantage, this seamless, fully guided experience blends history, culture, and culinary delight, creating an unforgettable day in the heart of southern Italy.

Landscape view of the Pompeii archeological site in Italy
Image
Day 12

Let the Coast Awaken Your Spirit: Positano, Ravello & Amalfi

Relax and soak in the breathtaking beauty of the Amalfi Coast as your private driver expertly navigates the winding cliffside roads, allowing you to fully enjoy the stunning scenery. Your first stop is the postcard-perfect village of Positano, where pastel-colored houses cascade down the mountainside toward the sea. With your driver handling the logistics, you’ll have plenty of time to stroll through charming courtyard markets, browse artisan boutiques for linen, handmade sandals, and local jewelry, and cool off with a refreshing granita al limone made from fresh Amalfi lemons. The brilliant blues, vibrant architecture, and gentle Mediterranean breeze create a scene so picturesque, it feels almost surreal.

Next, your driver will take you to Ravello, perched high atop Mount Cerreto, where you’ll enjoy a leisurely lunch on a panoramic terrace with spectacular coastal views. Afterward, explore the romantic gardens of Villa Rufolo, famous for hosting Ravello’s world-renowned summer music festival.

Finally, you’ll journey to historic Amalfi, where your driver will drop you off for a visit to the magnificent 11th-century Cathedral of Saint Andrew, a masterpiece of medieval architecture and the heart of the town’s spiritual and cultural life.

With the Your Own Italy Advantage, every moment along the Amalfi Coast is seamlessly guided and curated for beauty, comfort, and unforgettable memories.

beautiful blue water off of the Amalfi Coast
Image
Day 13

Dive into the Waters of Capri: A Private Island Escape

Your day of island enchantment begins as your private guide meets you at your Sorrento hotel and accompanies you to the port. From there, you’ll board a ferry to Capri—one of the world’s most captivating coastal gems. Upon arrival, your guide will escort you to your private boat, where an experienced captain awaits with drinks, towels, and snorkeling gear. Cruise around the island, gliding past its iconic turquoise grottos, where crystal-clear waters shimmer in vibrant hues. Dive into secluded coves, swim through underwater caves, or simply relax on deck as Capri’s breathtaking coastline unfolds around you.

After drying off, your guide will lead you up the winding road to Anacapri, the island’s quieter, picturesque side. Stroll past whitewashed villas draped in bougainvillea, browse artisan shops, and visit Villa San Michele, a charming hilltop retreat with sweeping bay views. For a spectacular perspective, your guide can arrange a funicular ride to Capri’s highest point.

Following a leisurely lunch, enjoy a guided walking tour of Capri town, where you’ll soak in the elegant atmosphere, scenic vistas, and vibrant charm of the island’s famed port. With the Your Own Italy Advantage, every detail is seamlessly handled, turning this sun-soaked escape into an unforgettable adventure.

view of city and cliffs in Capri seen from the boat tour
Image
Icon

rome

Summary rome
Day 14
Day 15
Day 16
Day 17
Day 14

Arrival in Rome! Introductory Dolce Vita Tour

Step into the enchantment of Rome and see the city through the eyes of a true Roman. This immersive Dolce Vita Tour takes you beyond the usual sightseeing, leading you through timeless streets, iconic fountains, and awe-inspiring monuments. With your expert guide, uncover Bernini’s artistic genius, marvel at the Pantheon’s architectural brilliance, and embrace the traditions that define Roman life.

Stroll through charming piazzas, soak in the vibrant rhythm of daily life, and master the art of la passeggiata, Rome’s beloved evening stroll. Toss a coin into the Trevi Fountain to ensure your return, and uncover the hidden meanings behind Bernini’s sculptures and Rome’s legendary fountains.

This isn’t just a tour—it’s an invitation to live la dolce vita, navigate the city like a local, and experience Rome in the most authentic and unforgettable way.


The Santa Maria Cosmedin and Fontana dei Tritoni in Rome just before sunset
Image
Day 15

Walk in the Footsteps of the Ancient Romans

Step into the heartbeat of history and relive the glory and drama of Ancient Rome! With your expert guide, you'll be transported back to the days of emperors, gladiators, and legendary battles as you explore the Colosseum, Roman Forum, and Capitoline Hill.

You'll feel the electrifying energy of the Colosseum, the world’s most famous arena, where gladiators once fought and Roman engineering staged epic spectacles. Tour guide will lead you through the Roman Forum, the political and cultural heart of the empire, where Julius Caesar once stood. You'll end your journey atop Capitoline Hill, with a breathtaking panoramic view of the Eternal City.

This is more than a tour—it’s a journey through time, connecting you to the greatness of Ancient Rome. Don’t just visit—live its history!

landscape view of the Roman Forum and Septimius Severus Arch in Rome
Image
Day 16

Explore The Vatican Museums, the Sistine Chapel and St. Peter’s Basilica

Your tour will begin as you step into the heart of artistic genius, rich history, and divine beauty with an expertly guided exploration of the Vatican Museums, Sistine Chapel, and St. Peter’s Basilica. It's an exclusive opportunity to immerse yourself in the masterpieces of the Renaissance, where each work invites you to discover its hidden stories and the timeless beauty.

You'll be guided through the Vatican Museums, home to treasures like Laocoön and His Sons, the breathtaking Raphael Rooms, and the spectacular Gallery of Maps. Then, step into the Sistine Chapel, where Michelangelo’s iconic frescoes—from the Creation of Adam to The Last Judgment—will leave you in awe.

Your journey will culminate in St. Peter’s Basilica, the world’s grandest church. You'll marvel at Michelangelo’s Pietà, stand beneath Bernini’s awe-inspiring altar canopy, and explore the tombs of Popes, including John Paul II.

This is more than just a visit—it’s a journey through time and human creativity, an experience that will stay with you forever. Don’t just visit the Vatican—experience it!

Interior grand hallway of St. Peter's Basilica in Rome
Image
Day 17

Departure – Arrivederci!

As you bid farewell to Italy, you carry with you not just memories of breathtaking landscapes, exquisite cuisine, and timeless history, but also the warmth of newfound friendships. Your driver will ensure a smooth journey to the airport, giving you plenty of time to make your flight. Though your adventure may be coming to an end, Italy salutes you with a heartfelt “Arrivederci!”—until we meet again.

Now that you’ve traveled with Your Own Italy, you’ll always have friends eager to welcome you back whenever you long for the beauty, flavors, and magic of this incredible land once more.

What’s Included

Charming Accommodations

Venice – 3 nights in a charming canal-side retreat.
Milan - 2 nights in a boutique hotel or historic apartment.
Monterosso – 2 nights in a boutique hotel or historic apartment.
Florence – 3 nights in a boutique hotel or historic apartment.
Sorrento – 3 nights with breathtaking coastal views.
Rome – 3 nights in a boutique hotel or historic apartment.

Expert Guides and Skip-the-Line Access

Enjoy the expertise of English-speaking local guides who bring Italy’s history, art, and culture to life. With skip-the-line tickets, you’ll spend less time waiting and more time exploring.

Immersive Private Tours and Exclusive Excursions

Venice:

    • Private Introductory Walking Tour, including a romantic private gondola ride.
    • Private Tour of St. Mark’s Basilica, the Doge’s Palace, and the Bridge of Sighs.
    • Private Boat Tour with a guide to:
      • Murano: Witness a live glass-making demonstration.
      • Burano: Explore the vibrant island and its traditional lace-making heritage.

Milan:

    • Private Introductory Walking Tour
    • Private Boat Tour on Lake Major and Visit to Borromean Islands

Monterosso:

    • Visit to Portofino and a Sunset Boat Ride
    • Introductory Tour of the Cinque Terre with Traditional Pesto-Making Experience

Florence:

    • Visit to Pisa and the Iconic Leaning Tower
    • Introductory Tour and the Accademia Gallery
    • Lunch and Wine Tasting at Villa Machiavelli and Visit to San Gimignano

Sorrento & Amalfi Coast:

    • Private Tour of Pompeii with lunch and a wine tasting at a villa on Mt. Vesuvius.
    • Private Day Excursion to the enchanting towns of Positano, Amalfi, and Ravello.
    • Private Day Excursion with a guide to Capri, including a 3-hour private boat tour around the island.

Rome:

    • Private Introductory Walking Tour to orient you with the Eternal City.
    • Private Tour of the Roman Forum and Colosseum
    • Private Tour of The Vatican Museums, the Sistine Chapel, and St. Peter’s Basilica.
venice
3 nights
milan
2 nights
monterosso
2 nights
florence
3 nights
sorrento
3 nights
rome
3 nights
Package Pricing
Icon Currency Dollar
Pricing (per person)
Rates depend on group size**
2-3 travelers: $17,400 per person
4-5 travelers: $15,200 per person
6 or more travelers: $14,250 per person
**prices subject to hotel availability
Vacation Airfare
Icon of Plane Landing
To book your international flights at preferred rates, contact an UP AND AWAY TRAVEL International Specialist:
Icon
+1 (800) 275 8001
Icon
kyle@upandaway.com
Vacation Insurance
Icon Currency Dollar
We highly recommend purchasing travel insurance at the time of booking to protect against potential fund forfeiture due to cancellation or unexpected incidents such as injury or loss. We offer travel insurance through our partner, Allianz.
Awards
Tripadvisor Award
IconIcon
Icon
Schedule 30 minutes call with Carmen
Select a Day
Background image
Best trip ever!
We would like to sincerely thank Carmen and her team for the wonderful two week itinerary planned for us in Italy as well as your dedication and constant communication in keeping us always informed with our tour guides and drivers.
Being that this was our first time traveling to Italy, Your Own Italy made our hotel (beautiful hotels) , transportation, and tour reservations for us which made our trip stress free where we could relax and enjoy our time. All the private drivers and AP Tour Guides were wonderful, gracious, very knowledgeable and informative. We really enjoyed them and learned a lot from them.
Loading...