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SIGNATURE ITINERARY

Northern Italy: Hike, Sip, Taste & Discover

11 NIGHTS · FLEXIBLE DATES · PRICES FROM $5,790 pp

20 YEARS OF CRAFTED TRAVEL

6,000+ TRAVELLERS SERVED

PERSONALLY VETTED BY OUR TEAM

92% REPEAT AND REFERRAL CLIENTS

Northern Italy: Hike, Sip, Taste & Discover · 11 nights
From · $5,790 pp
ABOUT THIS JOURNEY

For adventurous travelers who want to explore beyond the crowds, savor Italy’s finest culinary delights, and uncover hidden gems most people never find.


Welcome to an Italy without the masses and without the cliches. Your story begins among the jagged peaks of the Dolomites, exploring its lush valleys and gentle trails extending in every direction. Allow Romeo and Juliet’s Verona to sweep you off your feet as you discover this quiet town of romance, history, and legend. From the hills to the shores, you’ll sip wine in Valpolicella and cruise the tranquil waters of Lake Garda, all while surrounded by centuries-old tradition and ancient charm. In Emilia-Romagna, sample Parmesan straight from the wheel, aged balsamic vinegar, and buttery, paper-thin prosciutto di Parma. Finally, in a glamorous finale, you’ll conclude in Milan, looking upon the dazzling Duomo and Leonardo da Vinci’s The Last Supper.

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DAYS 1 - 3

The Dolomites

The moment you land, the mountains are calling. Sharply shooting into the sky, the Italian Dolomites are a display that is every bit as theatrical as it is awe-inspiring. This landscape catches you off guard again and again, instilling an endless sense of wonder. Over three days, allow nature to fill your body and mind as you breathe the mountain air. You’ll traverse gentle trails through peaceful forests, lush meadows, and stunning viewpoints, then taste hearty, delicious flavors unlike anywhere else in Italy. Restorative, serene, and adventurous. This is the perfect beginning to your incredible journey.

DAYS 4 - 6

Verona

Departing the mountains, you’ll enter one of Italy’s most spectacular cities. To all who arrive, Verona reveals itself layer by layer, from its ancient Roman amphitheater to the winding canals of the Adige River. In a moment of Shakespearean romance, discover Juliet’s balcony tucked into a cobbled courtyard. You’ll go beyond the city, exploring the enchanting vineyards of Valpolicella to savor Italy’s coveted Amarone, one that will ruin you for ordinary wine. A captivating day of nature and history also awaits in Sirmione and Lake Garda, as you cruise turquoise waters in a lakeside adventure that is entirely your own.

DAY 7 - 9

Bologna

The journey continues aboard a luxury train to Bologna, the food capital of Italy. Upon arrival, you’ll quickly see what the hype is about in this culinary mecca. On an exciting day trip, explore the hills of Emilia-Romagna to taste bubbly Lambrusco, artisan Parmesan, artfully aged balsamic vinegar, and savory prosciutto di Parma. The delicious deep dive continues as you are invited into an idyllic farmhouse in the countryside. Led by a local family, learn to prepare some of the region’s most beloved dishes. The meal is every bit as wonderful as the conversation on this experience, filling your belly and your cup.

DAYS 10 - 11

Milan

The dazzling city of Milan greets you for an epic send-off. In a setting that is both chic and historic, explore one of Italy’s most fabulous destinations. A moment of fashion and glamor beckons as you discover the extraordinary boutiques of Galleria Vittorio Emanuele II. On your final day, get up close and personal with the iconic Duomo in all its Gothic splendor. You’ll also witness one of Leonardo da Vinci’s most impressive works: The Last Supper. Standing before this masterpiece is deeply moving; an experience that offers an unforgettable sense of presence. As the sun sets over the Navigli district, sip an aperitivo for a perfect end to your Italian adventure.

DAY BY DAY

The highlights

  • DAY 1

    Arrive and transfer into the heart of the Dolomites for a three-night stay in the alpine village of Corvara.

  • DAY 2

    A free day for leisurely hiking through the mountain trails.

  • DAY 3

    A second day at leisure, exploring the trails at your own pace.

  • DAY 4

    Travel on to Verona for a three-night stay, with time to wander its cobbled piazzas and take in the Roman arena at your own pace.

  • DAY 5

    Join a small group tasting tour through the Amarone wine region, exploring the vineyards behind one of Italy’s boldest reds.

  • DAY 6

    Discover Lake Garda on a small group tour, complete with a scenic boat ride on the lake.

  • DAY 7

    Travel to Bologna for a three-night stay, with time to stroll beneath its famous porticoes and medieval towers.

  • DAY 8

    Savor the flavors of Emilia Romagna on a small group food tour, with visits to a Parmesan cheese farm, a balsamic vinegar producer, and a Parma ham tasting.

  • DAY 9

    Head out for a private cooking class, followed by a leisurely dinner and wine.

  • DAY 10

    Travel to Milan for a two-night stay, with time to browse its elegant boutiques and grand galleries.

  • DAY 11

    Take in Milan’s highlights on a small group city tour, including a viewing of Leonardo’s Last Supper, and a stroll on the rooftop of the Duomo.

  • DAY 12

    Transfer to the airport for your flight home.

WHAT’S INCLUDED

Everything taken care of

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

Prices from

  • 2 people travelling
    $6,750 pp
  • 4 people traveling
    $6,150 pp
  • 6 people traveling
    $5,790 pp

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

WHAT OUR CLIENTS SAY

The Dolomites were just over the top. We could have spent more time there. The cooking class was so much fun and delicious.

CHRISTINE F. · GOOGLE REVIEW

We just came back from an AMAZING dream trip to Italy. Our designer and her team from WAC Travel did such an incredible job. The private tours, the food tastings, the dinners and the sites of the cities were incredible. Every hotel was amazing, every driver was on time, they left no detail unchecked.

AMY D. · YELP 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 $5,790 per person for six travelers, rising to $6,750 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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