Italy’s Heart, Soul and Riviera: From Eternal City to Coastal Beauty

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Italy's Heart, Soul and Riviera

cities: rome - monterosso - florence
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From Rome to Florence to the Cinque Terre: A Journey Through Culture, Beauty, and Coastal Wonder

Embark on the adventure of a lifetime through three of Italy’s most soul-stirring regions—each offering its own tapestry of art, history, cuisine, and unforgettable scenery. Your journey begins in Rome, where English-speaking guides lead you through ancient ruins, sacred sites, and the masterpieces of the Vatican Museums, offering a powerful introduction to The Eternal City.

From Rome, travel north into the heart of Tuscany, where the city of Florence awaits. Discover the artistic treasures of the Uffizi Gallery, marvel at Michelangelo’s David, and stroll through cobbled Renaissance streets that have inspired the world for centuries. Then, savor a day in the Chianti wine region, with a private vineyard lunch and a stop in Pisa to admire its legendary leaning tower.

Your final destination is Italy’s picturesque little Riviera—the Cinque Terre. Here, you’ll explore colorful seaside villages nestled between sea and cliffs, with walking and boat tours that offer sweeping views of the Ligurian coast.

Conclude your tour back in Rome, reflecting on a journey that’s touched Italy’s heart, soul, and shores—all made effortlessly memorable through Your Own Italy’s signature blend of personalization and boutique service.

Day by day

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rome

Summary rome
Day 1
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Day 1

Welcome to 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.


Trevi Fountain at night in Rome, Italy
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Day 2

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 in Rome
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Day 3

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!

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monterosso

Summary monterosso
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Day 4

From Pisa’s Iconic Tower to Monterosso’s Seaside Charm

A Scenic Journey from Rome to the Cinque Terre, with History, Views, and a Tower to Climb

Your unforgettable adventure begins as your private driver escorts you from your hotel in Rome to the breathtaking coast of the Cinque Terre. Along the way, you’ll stop in Pisa to explore the architectural marvels of the Piazza dei Miracoli—a UNESCO World Heritage Site and one of Italy’s most celebrated landmarks.

Marvel at the grand Duomo of Pisa, an 11th-century Romanesque masterpiece built with treasures captured during Sicilian conquests. Visit the marble Baptistery, and of course, ascend the world-famous Leaning Tower of Pisa with your pre-reserved ticket, ensuring a smooth and memorable climb to the top for panoramic views across Tuscany.

After this iconic stop, enjoy a leisurely lunch in the charming town of Lucca, known for its well-preserved Renaissance walls and peaceful piazzas. Then it’s on to Monterosso al Mare, your home base in the Cinque Terre, where colorful seaside villages and dramatic cliffside views await.

With Your Own Italy, every mile of your journey is seamlessly planned, beautifully scenic, and uniquely yours.

the leaning tower of Pisa with the cathedral in the foreground in Pisa, Italy
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Day 5

Introductory Tour of the Cinque Terre with Pesto-Making Experience

Your guide will take you on a memorable walking tour through three of the five iconic villages of the Cinque Terre. Built centuries ago by locals seeking refuge from invaders, these seaside towns—perched dramatically between the mountains and the sea—remained isolated for generations. That same sense of seclusion, paired with the region’s rugged coastal beauty, has made the Cinque Terre one of Italy’s most enchanting destinations.

You’ll travel by local train between Monterosso, Vernazza, and Manarola, pausing in each village to wander through narrow alleyways, relax in pastel-hued piazzas, and enjoy sweeping views of the Ligurian Sea. Along the way, you’ll immerse yourself in the region’s flavors with a hands-on pesto-making demonstration, learning how to prepare this Ligurian specialty the traditional way—with fresh basil, pine nuts, and olive oil, all set against a breathtaking coastal backdrop.

This tour offers the perfect blend of cultural discovery, culinary tradition, and natural beauty—an unforgettable introduction to life in the Cinque Terre.

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Day 6

Sail, Stroll, and Savor the Rugged Beauty of the Italian Riviera

Experiencing the Cinque Terre from the water is a must—and your day begins in style. You’ll stroll down to the port, where your private boat and captain await. As you glide across the sparkling Ligurian Sea, take in the unforgettable sight of the five iconic cliffside villages, their vibrant facades nestled above terraced vineyards, and the hidden grottoes and coves that trace the dramatic coastline where land meets sea.

As you cruise south, the colorful village of Riomaggiore—the southernmost of the Cinque Terre—will come into view. You’ll disembark and step into its picturesque piazza, where you'll have time to wander cobbled lanes, browse quaint artisan shops, and perhaps stop to sample local limoncino or fresh focaccia. Enjoy a leisurely seaside lunch at a café overlooking the harbor, where fishing boats gently sway and the sea sparkles in the afternoon light.

After lunch, make your way to the train station to begin your return journey north toward Monterosso. Along the way, you may wish to stop in Manarola or Vernazza—two equally charming villages—exploring vineyard-lined paths, enjoying a gelato by the shore, or capturing postcard-perfect views from scenic overlooks.

This is Cinque Terre, curated just for you—by land, by sea, and always with the personal touch of Your Own Italy.

The Cinque-Terre coastline in Liguria, Italy
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florence

Summary florence
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Day 7

Arrival in Florence, 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 tells a story. Led by your expert guide, you’ll uncover the genius of Michelangelo, Brunelleschi, and Ghiberti as you journey through the city that shaped Western art and culture.

You’ll 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. You’ll admire the Baptistery’s legendary “Gates of Paradise,” then stroll across the iconic Ponte Vecchio, lined with goldsmith shops and artisan boutiques.

Your adventure will culminate 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.

From ancient origins to artistic triumphs, this tour offers a fascinating journey through history, culture, and creativity, leaving you with a deep appreciation for Florence’s enduring legacy.

The cityscape of Florence, Italy with mountains in the background
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Day 8

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

Tuscany Day Trip: Chianti & San Gimignano

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.

You’ll travel through the picturesque Chianti countryside, where vine-covered hills, olive groves, and cypress-lined roads create a timeless landscape. Your private driver will take you to the renowned Machiavelli Winery, where you can tour the historic cellars, savor exceptional wines, and enjoy a Tuscan lunch in a charming villa once owned by Niccolò Machiavelli himself.

Next, you’ll continue to San Gimignano, the UNESCO-listed “City of Beautiful Towers,” where soaring medieval towers rise above the Tuscan hills. You’ll 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.

As the day winds down, you’ll take in one last glimpse of Tuscany’s golden-hued landscapes during your relaxing drive back to Florence. This is more than a tour—it’s a celebration of Tuscany’s beauty, flavors, and timeless charm.

the Tuscan countryside in Italy
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Day 9

Tour of the Piazza della Signoria and the Uffizi Gallery

Florence’s Masterpieces: The Medici, Michelangelo & The Uffizi Gallery

Step into the artistic and political heart of Florence on an unforgettable journey through power, creativity, and history. With your expert guide, you’ll explore Piazza della Signoria, an open-air museum of Renaissance sculpture, before stepping inside the world-renowned Uffizi Gallery, home to some of the greatest masterpieces ever created. This is more than a tour—it’s an immersion into the artistic soul of Florence!

You’ll stand in Piazza della Signoria, where art meets politics, and admire Michelangelo’s David (a striking replica), Cellini’s Perseus with the Head of Medusa, and Giambologna’s Rape of the Sabine Women. You’ll uncover the rise of the Medici family, who transformed Florence into a Renaissance powerhouse, leaving behind a legacy of culture and artistry that still inspires today.

Then, you’ll step inside the Uffizi Gallery, a treasure trove of Renaissance genius. You’ll marvel at masterpieces by Botticelli, Raphael, Leonardo da Vinci, Michelangelo, and Caravaggio. You’ll stand before Botticelli’s Birth of Venus, admire Da Vinci’s Annunciation, and experience Caravaggio’s dramatic realism—each painting a window into a world of visionaries and revolutionaries.

From the grandeur of Piazza della Signoria to the timeless brilliance of the Uffizi, this tour is a celebration of art, power, and innovation. Whether you’re an art lover, history enthusiast, or curious traveler, Florence’s legacy will stay with you forever.

the courtyard of the Uffizi Gallery in Florence, Italy
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Day 10

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.

The Piazza della Signoria at night in Florence, Italy
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What’s Included

Charming Accommodations

Rome – 3 nights in a boutique hotel or historic apartment.
Monterosso – 3 nights in a boutique hotel or historic apartment.
Florence – 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

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.

Monterosso:

    • Pisa’s Iconic Tower to Monterosso’s Seaside Charm
    • Introductory Tour of the Cinque Terre with Traditional Pesto-Making Experience
    • Sail, Stroll, and Savor the Rugged Beauty of the Italian Riviera

Florence:

    • Introductory Tour and the Accademia Gallery
    • Lunch and Wine Tasting at Villa Machiavelli and Visit to San Gimignano
    • Tour of the Piazza della Signoria and the Uffizi Gallery


rome
3 nights
monterosso
3 nights
florence
3 nights
Package Pricing
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Pricing (per person)
Rates depend on group size**
2-3 travelers: $7,250 per person
4-5 travelers: $6,450 per person
6 or more travelers: $6,000 per person
**prices subject to hotel availability
Vacation Airfare
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To book your international flights at preferred rates, contact an UP AND AWAY TRAVEL International Specialist:
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+1 (800) 275 8001
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kyle@upandaway.com
Vacation Insurance
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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
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Schedule 30 minutes call with Carmen
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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.
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