Vineyards on the rolling hills in Chianti, Italy
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Italy Wine Tours & Vacation Packages

Ratings of Zicasso's Service
<p>Nothing is more quintessentially Italian than elegant wines enjoyed in the rolling hills of Tuscany or along the stunning cliffs of Sicily. Encounter these iconic destinations and the many marvelous wine-producing regions in between with Zicasso’s customizable Italy wine tours and discover the cultural depth and pride that is carried in each delectable varietal.</p>

Nothing is more quintessentially Italian than elegant wines enjoyed in the rolling...

Nothing is more quintessentially Italian than elegant wines enjoyed in the rolling hills of Tuscany or along the stunning cliffs of Sicily. Encounter these iconic destinations and the many marvelous wine-producing regions in between with Zicasso’s customizable Italy wine tours and discover the cultural depth and pride that is carried in each delectable varietal.

Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Ratings of Zicasso's Service
Vineyards in Langhe region of Piedmont, Italy

Luxury Italy Wine Tour of the Top Regions

Places Visited: Piedmont, Lombardy +1 more
Places Visited: Piedmont, Lombardy, Chianti 

9 Day Custom Tour

From $8,800

Famous Valpolicella Verona, Italy

Veneto Region Wine Tour: Indulging in Tradition

Places Visited: Venice, Bardolino +3 more
Places Visited: Venice, Bardolino, Soave, Arqua Petrarca, Friuli 

8 Day Custom Tour

From $3,600

San Gimignano village surround by vineyards in Tuscany, Italy

11-Day Luxury Wine Tour of Tuscany

Places Visited: Pienza, Montepulciano +11 more
Places Visited: Pienza, Montepulciano, Bagno Vignoni, Chianti, Siena +8 more

11 Day Custom Tour

From $10,800

Vineyards in Piedmont with snow capped mountains in the background

An Italian Wine Tasting Journey: From Piedmont to Tuscany Wine Tour

Places Visited: Barolo, Barbaresco +4 more
Places Visited: Barolo, Barbaresco, Alba, Greve in Chianti, Radda in Chianti +1 more

9 Day Custom Tour

From $4,100

Woman raising a glass of wine, enjoying the view at sunset in Tuscany

Finest Wines of Tuscany & Central Italy Tour

Places Visited: Italy, Tuscany +12 more
Places Visited: Italy, Tuscany, Rome, Umbria, Pisa +9 more

10 Day Custom Tour

From $4,500

Todi Terrace in Umbria, Italy

Culinary Delights of Umbria: Wine, Food, and More

Places Visited: Umbria, Todi +6 more
Places Visited: Umbria, Todi, orvieto, Montefalco, Torgiano +3 more

7 Day Custom Tour

From $3,200

Why Travelers Choose Us

Benefits of Using Zicasso

Plan Your Trip with
Top Travel Specialists
We connect you with the best boutique tour companies to plan your dream trip.
Your Itinerary Tailor-Made
Just for You
Travel with a personalized itinerary and experiences designed for you.
Travel Worry-Free
Every Time
24/7 support and local assistance for every moment of your vacation.
Harvested grapes in basket at Italian vineyard on Mount Etna, Sicily

Highlights of Sicily Wine Tour

Places Visited: Palermo, Cefalù +7 more
Places Visited: Palermo, Cefalù, Vallelunga, Segesta, Mazara +4 more

9 Day Custom Tour

From $4,100

Couple at a luxury resort pool surrounded by vineyards in Selinunte, Sicily

Romantic Sicily Wine Tour

Places Visited: Palermo, Marsala +3 more
Places Visited: Palermo, Marsala, Cefalù, Erice, Selinunte 

9 Day Custom Tour

From $4,100

Vineyards in Sicily with Mt. Etna in the background

Sicily Wine Tour: History & Culture Exploration

Places Visited: Catania, Siracusa +3 more
Places Visited: Catania, Siracusa, Vittoria, Caltanissetta, Mt. Etna 

9 Day Custom Tour

From $4,100

Couple eloping at Villa del Balbianello on Lake Como, Italy

Eloping in Italy Itinerary

Places Visited: Lecco, Venice +1 more
Places Visited: Lecco, Venice, Tuscany 

9 Day Custom Tour

From $4,100

Landscape of Tuscany, Italy.

7-Day Food and Wine Tour of Tuscany

Places Visited: Florence, Arezzo +2 more
Places Visited: Florence, Arezzo, Siena, San Gimignano 

7 Day Custom Tour

From $3,200

Pathway thru vineyards above Manarola in the Cinque Terre, Italy.

Indulgent Food and Wine Tour of Tuscany and Cinque Terre

Places Visited: Pisa, Florence +4 more
Places Visited: Pisa, Florence, Lucca, La Spezia, Riomaggiore +1 more

8 Day Custom Tour

From $3,600

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Life-Enriching Travel Designed Just for You

  1. 1

    Trips curated by the world’s top destination experts

  2. 2

    Concierge-level service leading up to and during your trip

  3. 3

    Unique, exclusive experiences and insider access

Reviews of Zicasso's Referral Service

4.9 stars based on 5670 reviews.

Italy, Greece Honeymoon Review: Culture, Cuisine, Snorkeling,...

My husband and I went through Zicasso to plan our honeymoon to Italy and Greece. This was the best decision ever! We worked closely with our travel specialist to plan our trip and she was absolutely phenomenal. This was our first international trip outside of the US, so we were a bit nervous at first! However, our specialist ensured every aspect of the trip was organized and that we were taken care of every step of the way.

The biggest relief was transportation. We did not have to give a second thought as to how we were getting places; we had drivers set up at every destination and for nearly every activity. Also, we had 24/7 support if anything were to go wrong, which gave us peace of mind.

If you are hesitant to use Zicasso for your next trip, I want you to know that I was too, but it was the best decision! We were able to personalize and tailor our trip to our needs without the hassle of dealing with the details.

Reviewed By Grace B.

Italy, Malta Trip Review: City Tour, 20 Days

I was very pleased with the entire planning of the trip. The communication with Zicasso's tour company was excellent. The meals that were pre-arranged by them were fantastic and we probably would not have found them on our own.

Reviewed By komal P.

Italy, France Travel Review: Scenery, 10-Day Trip

The trip was amazing all around. Incredible. The service and itinerary were perfect. We highly recommend Zicasso's travel company.

Reviewed By Mitch A.

Greece, Italy Travel Review: Rome, Athens, Santorini, Local...

Our trip was absolutely amazing! This was the trip of a lifetime. Zicasso and our trip planner were incredible. He was repeatedly helpful, offering personalized attention to our needs. He booked amazing tours for us and seemed to really grasp what we wanted. Everything was incredible.

Reviewed By Helena H.

Italy Vacation Review: Ravenna, Padua, History, Art, Scrovegni...

It was a great pleasure working with Zicasso's tour agency. Our travel designer and her staff were attentive to the kind of trip we wanted and planned a great itinerary. The hotels, restaurants, and drivers were all top-notch. For us, the acid test was the quality of the guides, and they excelled there as well. We would happily have them plan another trip for us.

Reviewed By Robert K.

Italy Tour Review: Ravenna, Verona, Rimini, Scrovegni Chapel,...

My husband and I had a great time on our trip to the northeast Adriatic Coast of Italy. We have very specific tastes as far as where we like to stay and the private tours we like to have during the trip. Zicasso's travel company did a great job, giving us fantastic hotels, and all of our tour guides were top-notch.

Reviewed By Danielle S.