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SIGNATURE ITINERARY

Italy: The Grand Tour

11 NIGHTS · FLEXIBLE DATES · PRICES FROM $7,150 pp

20 YEARS OF CRAFTED TRAVEL

6,000+ TRAVELLERS SERVED

PERSONALLY VETTED BY OUR TEAM

92% REPEAT AND REFERRAL CLIENTS

Italy: The Grand Tour · 11 nights
From · $7,150 pp
ABOUT THIS JOURNEY

For couples and close friends who want the full sweep of Italy, with enough hidden corners to make it entirely their own.


Over eleven days, uncover the most iconic regions in Italy. A VIP entrance to Venice sets the scene for an incredible adventure. Cruise the canals in a mahogany speedboat as millennia of history unfold before you, passing by gilded palaces and enchanting piazzas. Savor cobblestone mornings in Florence and a hilltop lunch in the Tuscan countryside. Allow the scent of fresh lemons to envelope you as you gaze upon the Amalfi Coast’s dazzling azure waters, then, in a picture-perfect finish, bask in the glow of ancient Rome at sunset.

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DAYS 1 - 2

Venice

The moment you land, Venice reaches out, beckoning you to come closer. On a private speedboat, cruise through the grand canals in style to enter this magnificent place. The first day is spent simply getting lost in the Floating City, wandering its romantic backstreets and secret squares that most visitors overlook. On day two, skip the lines at St. Mark’s Basilica and the Doge’s Palace, then enjoy a private gondola ride as Venice shows you its most intimate side at sunset.

DAYS 3 - 4

Florence

The journey continues south as a luxury train brings you to Florence, the Cradle of the Renaissance. Stay in the heart of the city at a hotel with a rooftop pool overlooking the stunning terracotta skyline. A culinary adventure awaits as you learn how to make fresh pasta by hand while savoring fine Italian wine. Your second day brings you to the city’s most incredible sights, including the Accademia Gallery to view Michelangelo’s David and the astonishing Duomo of Santa Maria del Fiore.

DAY 5

Tuscany

On day five, it’s time to leave the city behind as you enter the idyllic Tuscan countryside. In the cobblestone streets of Sienna, hear the echoes of centuries passed as you uncover its historic rivalries and celebrations. Look upon giant medieval towers in the ancient city of San Gimignano, then dive into the region’s culinary treasures with an authentic lunch at an esteemed winery. By the day’s end, you will have fully immersed yourself in this enchanting landscape, creating memories to last a lifetime.

DAY 6 - 8

Amalfi Coast

The sun and sea call out to you as you make your way to the Amalfi Coast. After a club-class train to Naples, enjoy a comfortable drive to Positano, whose pastel-colored houses stack along a cliffside. From the hotel, sip a glass of cool limoncello on your private balcony as you feel the breeze and watch the Tyrrhenian Sea reflect nearly every shade of blue. It’s as if a painting has come to life and is one of the most beautiful views on the planet. Also in store is a coastal excursion where you’ll bask in the sunshine aboard a pristine boat to Capri, the Emerald Island. You’ll have a day to wander at your heart’s content, perhaps discovering the charming alleys of the city of Amalfi and savoring the best seafood in Italy.

DAY 9 - 11

Rome

In a stunning finale, your journey will end in Rome: The Eternal City. Both ancient and electric, Rome is unlike any place in the world. Led by a passionate local guide, you’ll explore with ease on a golf cart, stopping in the most atmospheric neighborhoods to savor authentic Roman cuisine. On the second day, stand in the footsteps of gladiators as you explore the Colosseum, then learn of Rome’s captivating origins at the Roman Forum. Finally, venture to Vatican City to witness its crowned jewel and ultimate masterpiece: The Sistine Chapel.

DAY BY DAY

The highlights

  • DAY 1

    Arrive in Venice for a two-night stay, with time to wander the canals and piazzas around St. Mark’s Square.

  • DAY 2
    Discover St. Mark’s Basilica and the Doge’s Palace on a small group tour with terrace access, then take a private gondola ride through the canals in the evening.
  • DAY 3
    Travel by train to Florence for a three-night stay, with time to admire the Duomo and wander the historic center before an evening small group pasta cooking class, dinner and wine included.
  • DAY 4
    Explore Florence’s icons on a small group walking tour, including tickets to the Accademia Gallery to see Michelangelo’s David.
  • DAY 5
    Venture into the Tuscan countryside on a small group day trip through Chianti, with a walking tour of Siena, leisure time in San Gimignano, and a winery lunch.
  • DAY 6
    Travel by train to Positano for a three-night stay, with time to wander its cliffside lanes and pastel-hued streets.
  • DAY 7
    Sail to Capri on a small group boat trip, with refreshments included.
  • DAY 8
    A leisure day, with the option to take the ferry to Amalfi town.
  • DAY 9
    Travel by train to Rome for a three-night stay, with time to admire the fountains and piazzas of the historic center before an evening small group food tour by golf cart.
  • DAY 10
    Step back in time on a small group tour of ancient Rome, including access to the Colosseum.
  • DAY 11
    Discover the Vatican on a small group tour.
  • DAY 12
    Transfer to the airport for your flight home.
WHAT’S INCLUDED

Everything taken care of

  • Private drivers for every airport and train station transfer
  • Luxury trains with reserved seats throughout
  • Boutique hotels, carefully chosen, in the heart of each destination
  • Daily breakfast included
  • A cooking class dinner, winery lunch, and food tour dinner
  • Small group tours led by expert local guides
  • Skip-the-line access at keys sites
PRICING

Prices from

  • 2 people travelling
    $7,790 pp
  • 4 people travelling
    $7,250 pp
  • 6 people travelling
    $7,150 pp

Prices are subject to change depending on your preferred dates of travel. Price does not include international flights.

WHAT OUR CLIENTS SAY

With over a million air miles in my lifetime, I can definitely say the vacation WAC Travel planned for our 50th wedding anniversary was the best trip we have ever experienced. My wife and I have both traveled extensively during our careers, but this trip was expertly planned and executed. The hotels were beautiful, well appointed and extensively maintained. The service was five star and the meals were exceptional. Each hotel, driver and guide personally knew Hilary and they ensured we had a once in a lifetime experience.

MICHAEL R. · GOOGLE REVIEW

Unfortunate that only 5 stars is the limit here! We just returned from our 2nd WAC Travel trip to Italy – and it was EVERYTHING we could have asked for and more. They meticulously map out your vacation in great detail and offer unforgettable options for each destination. The app was a welcome addition, and we can’t say enough about all of our transfer drivers – they always early or on-time, are courteous and very helpful. The food tour in Rome is an absolute must, as is the lunch and wine tasting in Tuscany. Can’t recommend them enough!

JOHN N. · GOOGLE REVIEW
COMMON QUESTIONS

Everything you want to know

A selection of questions about this itinerary and planning a trip to Italy. For more, visit our full FAQ page.

How much does a trip to Italy cost per person?

This itinerary starts from $7,150 per person for six travelers, rising to $7,790 for two. Pricing includes boutique hotels, luxury trains, private transfers, and selected dining. International flights are not included.

What is the best time of year to visit Italy?

June and September are ideal months to enjoy both cities and the beach. July is the hottest month, and April to May are the wettest. For cooler temperatures, consider October.

Can this itinerary be customized or extended?

Our signature itineraries are designed to be taken as they are. If you have a specific vision, that’s exactly what our Bespoke Journey service is for. Bespoke trips are built from the ground up around your preferences and are completely customizable.

Is Italy a good destination for a honeymoon?

One of the world’s best! Venice and Positano are among the most atmospheric places on the planet to celebrate a new marriage. This itinerary features a boat tour under the Faraglioni arch to the island of Capri, candlelit dining, and a sunset gondola ride.

What is the difference between a private itinerary and a group tour?

A group tour runs on fixed dates, and you are traveling with other tourists. A private itinerary runs entirely on your schedule, with your group. Every trip we design is for your party only. Some of your individual tours are small-group tours.

What happens if something goes wrong on our trip?

You will be given the phone numbers for each of your drivers and guides to reach them on local time. Our team is available during EST hours. We reconfirm every reservation before you leave to minimize the chance of problems in the first place.

Is there a payment plan?

Your 35% deposit (plus applicable flights) confirms your booking with us. The final balance is due 60 days prior to your departure, and you’re able to pay by credit card or bank transfer. (Pro tip: you receive a 3% discount for paying via bank transfer!)

How much luggage am I allowed to bring?

During your travels, our expectation is that you will have one large (up to 50 pounds) rolling suitcase and one carry-on bag per person. If you have train or ferry travel, we do not recommend exceeding this amount, as it would hinder your boarding and disembarking.

PREFER SOMETHING ENTIRELY YOUR OWN?

We build bespoke journeys too.

When your vision calls for something entirely custom, it deserves to be designed from the ground up. Our bespoke process begins with an unhurried discovery conversation.
WHY TRAVEL WITH US

The details that make the difference

We’ve been there.

Every hotel, tour, and experience we recommend has been personally vetted by our team. We don’t send you somewhere we wouldn’t go ourselves.

Our connections are yours.

Years of relationships with exceptional guides, trusted drivers, and the right people on the ground across Europe and Africa.

Nothing gets left to chance.

Before you travel, we reconfirm every booking, every transfer, and every detail to make sure the pieces fit together exactly as planned.

Someone picks up the phone.

While you’re away, we’re available. If something shifts, we handle it so you don’t have to.

Your time is the point.

We take care of the complexity so you can be fully present from the moment you arrive.

NOT SURE WHERE TO START?

Let us point you in the right direction.

Tell us about your travel style, your crew, and what lights you up. We’ll match you with a journey that feels like it was made just for you.

THE PEOPLE BEHIND YOUR TRIP

Meet the team

Every WAC journey has a dedicated travel designer and a whole team working in the background. From booking suppliers, reconfirming every transfer and reservation, preparing your travel documents, and making sure nothing is left to chance, we’ve got you covered.

Hilary Altman

FOUNDER & CEO
I match travelers with their dream places. The best trips are fun, life-changing, and leave you connected to the world and each other in new ways.

Sharon Albin

DIRECTOR OF OPERATIONS
I love experiencing new things and helping others do the same. Morocco has my heart, with its amazing mix of landscapes, architecture, art, and people.

Chrissy VanScoten

HR & BUSINESS DIRECTOR
Life is short and there’s so much world to soak in. Egypt was a lifelong dream, and finally seeing it only made me want to explore even more.

Christine Turoczi

TRAVEL DESIGNER
Travel has always been part of who I am. I love helping people turn dream trips into unforgettable memories they’ll cherish for a lifetime.

Grace Campagna

PRODUCT MANAGER
I studied history, so I love researching places. Finding hidden gems in ancient cities and staying in historic hotels are my favorite parts of travel.

Kimberly Espinosa

TRAVEL DESIGNER
I love speaking the language with locals. Rome is my favorite city for its energy and magic, and it’s where I befriended an artisan who makes mirrors!

Kristin Harwood

PRODUCT EXECUTIVE
Travel is about unexpected moments, like kids blowing bubbles in Innsbruck’s main square at sunset. Everyday life around the world inspires me.

Grace Monteleone

CLIENT CONCIERGE
Travel takes me out of my routine to experience new sights, cultures, and foods. Italy, my motherland, will always be my favorite place to return to.

Katie Watson

PRODUCT EXECUTIVE
Malta is my favorite hidden gem, with sea, history, culture, and food at an affordable price. Make time for the Silent City of Mdina and Valletta!

Julie Koenig

BOOKING AGENT
Travel is an endless adventure. I’ve fallen for India’s people, Italy’s in-the-moment attitude, and Japan’s mix of old and new. Tokyo has my heart!

Sera Lewis

BOOKING AGENT
I love how travel connects you to places and people. Chania, Greece is my favorite spot, but my best memories come back to the people I’m with.

Kelley Ko

PRODUCT EXECUTIVE
As a self-proclaimed foodie, local cuisine is a big part of why I travel. Japan has some of the best food, and its cities stay rooted in tradition.

Gabriela Coffey

PRODUCT EXECUTIVE
My parents instilled a love of travel in me as a baby. My favorite place is Orvieto, Italy, where I studied abroad and became a true ‘local.’

Joy Cunanan

BOOKING ASSISTANT
Seeing clients happy makes this job rewarding. Kind strangers who helped me in Taiwan and Singapore showed me what makes travel so special.

Emma Wallace

PRODUCT EXECUTIVE
In Genoa, a pesto class host told me her dream was to visit New York, where my sister lives. It reminded me that we’re all living someone’s dream.

Venice King

ACCOUNTING ASSISTANT
Travel introduces me to people I’d never meet otherwise. On one trip, our local guide became our friend and even invited us to his daughter’s baptism!

Faye Canillo

OPERATIONS ASSISTANT
My favorite place is Siargao, our first-ever family trip. The beaches were beautiful, but the memories we made together are what I’ll always cherish.

Sarah Kanavos

PRODUCT EXECUTIVE
I lived in Andalucía for two years and made friends from all over the world. Now I help others plan trips that build connections like the ones I made!
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