The Shore, the History, and the Romance of Italy—In Intimate Groups of 6–12 Travelers

Tour Image

The History, Shore, and Romance of Italy

cities: rome - sorrento - venice
Map

A Journey Through Italy’s Most Captivating Sights and Sensations

Experience the diversity, beauty, and timeless charm of Italy on this unforgettable 9-day journey. Begin in Rome, the Eternal City, where ancient grandeur and artistic brilliance await at every turn. Stand in awe before the Colosseum, wander the historic Roman Forum, and marvel at the Vatican Museums and the Sistine Chapel, masterpieces of faith, creativity, and human achievement. Explore the city’s charming piazzas, sip espresso in bustling cafés, and feel the pulse of centuries of history that have shaped the heart of Italy.

Next, travel south to the breathtaking Amalfi Coast and the island of Capri, where dramatic cliffs tumble into turquoise seas and pastel villages cling to the shoreline. Explore the colorful streets of Positano, enjoy fresh seafood while overlooking the sparkling waters, and cruise around Capri beneath the warm Mediterranean sun, discovering hidden coves, grottos, and seaside charm at every turn.

Your journey concludes in Venice, a city of romance, art, and history intertwined along shimmering canals. Stroll through St. Mark’s Square, admire Byzantine-inspired architecture, and glide through serene waterways on a private gondola, taking in the magical atmosphere that has inspired travelers for centuries.

With expert guides, seamless transfers, and culinary delights woven throughout, this Italian adventure blends culture, history, and romance into a single, extraordinary experience—an intimate journey that captures the very essence of Italy and leaves memories to last a lifetime.

Day by day

Icon
YOIAdvantage
Icon

rome

Summary rome
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.


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


the Roman Colosseum at night backed by a deep blue sky
Image
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!


Michelangelo's Pieta in St. Peter's Basilica
Image
Icon

sorrento

Summary sorrento
Day 4

A Journey Through Time: Pompeii and Mt. Vesuvius, Arrival in Sorrento

Your adventure begins in Rome, 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 terrainSavor 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 5

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 marketsbrowse 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 bluesvibrant 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 beautycomfort, and unforgettable memories.


a marina with cliffs in the background on the Amalfi Coast
Image
Day 6

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 gearCruise around the island, gliding past its iconic turquoise grottos, where crystal-clear waters shimmer in vibrant hues. Dive into secluded covesswim 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 sideStroll past whitewashed villas draped in bougainvilleabrowse 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 atmospherescenic 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

venice

Summary venice
Day 7

Arrive in Venice

Your journey begins in the enchanting city of Venice, where romance and history seem to float on every shimmering canal. Upon arrival at the Santa Lucia train station, you’ll be warmly greeted by your Your Own Italy host and escorted to your accommodations by private water taxi — a quintessential Venetian experience. As your boat glides past elegant palazzos and under graceful bridges, take in your first magical impressions of this one-of-a-kind city built on water. Once settled into your boutique hotel, the rest of the day is yours to relax and begin exploring at your own pace.

View of the Bridge of Sighs in Venice, Italy
Image
Day 8

Venice: A Timeless Journey Through Canals, History & Elegance

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.

Detail of the spires on St. Mark's Basilica in Venice, Italy
Image
Day 9

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

Stay in selected 4-star boutique hotels located in the heart of Italy’s most iconic cities:

Rome – 3 nights in a boutique hotel.
Sorrento – 3 nights in a boutique hotel.

Venice – 2 nights in a charming canal-side boutique hotel.

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:

    • Transfer from Rome Airport to Hotel
    • Introductory Dolce Vita Tour
    • Tour the Colosseum and Ancient Roman Forum
    • Explore The Vatican Museums, the Sistine Chapel and St. Peter’s Basilica

Sorrento:

    • A Journey Through Time: Pompeii and Lunch and Wine Tasting on Mt. Vesuvius.
    • Day Excursion to the enchanting towns of Positano, Amalfi, and Ravello.
    • Day Excursion with a guide to Capri, including a 3-hour private boat tour around the island.

Venice:

    • Introductory Tour and Gondola Ride
    • Transfer from Venice Hotel to Venice Airport
3 nights
3 nights
2 nights
Pricing & Dates
Pricing Icon
Tour Dates
Number of Travelers
12+
Apr 7 - 15, 2025
$6,695
$4,895
Apr 21 - 29, 2026
$6,695
$4,895
May 5 - 13, 2026
$6,695
$4,895
May 19 - 27, 2026
$6,695
$4,895
Jun 2 - 10, 2026
$6,695
$4,895
**Per person does not include flights.
Vacation Airfare
Icon of Plane Landing
To arrange your international flights at our preferred rates Airfare – UPANDAWAY Travel International Specialist
Icon
+1800.275-8001
Icon
kyle@upandaway.com
Vacation Insurance
Icon Currency Dollar
We strongly encourage you to buy travel insurance at the time of booking, in the event you must cancel and forfeit funds or in the unfortunate case of injury or loss. We offer travel insurance through out partner, Allianz.
Awards
Tripadvisor Award
IconIcon
IconIcon
Schedule 30 minutes call with Carmen
Select a Day

Ready to Join This Tour?

Fill out the form below or give us a call to reserve your spot on this unforgettable journey through Italy.

Join Our Group Tour

Interested in joining one of our group tours? Fill out the form below and we'll get back to you with more details.

Enter the specific tour dates you're interested in, or the month if dates aren't finalized yet.

USA Booking Info
+1(202) 696 0193
carmen@yourownitaly.com
8409 Lynwood Place
Chevy Chase, MD 20815
Italy Booking Info
+1(202) 696 0193
carmen@yourownitaly.com
Via del Plebiscito, 112
Roma, IT 00186
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...