Sicily & Naples with Zach Pollack

Sold Out | Join Waitlist Below

Book Now

Insider's Italy

Immerse yourself in the food, art and culture of Sicily & Naples with Zach Pollack

September 12 - 18, 2022

Sold out — Join the waitlist

7 days, 6 nights

Best of Sicily, Siracusa, Mt Etna, Taormina, Naples

Price from


per person, based on double occupancy, including internal flight from Sicily to Naples

Questions? Text or call us
+1 (855) 219-8018

We will contact you if and as space becomes available.

Ten thousand feet above the world, you breathe in crisp Mediterranean air. Behind you, through a gentle mist rising above Mt Etna’s central crater, a vista of rolling hills and brilliant blue water stretches to the horizon. You’re in Sicily, standing atop an island ruled by no less than 13 empires—from Greek and Roman to Norman and North African—with flavors and culture layered over thousands of years of history. You’ve experienced street foods and savored wines crafted from nearby vineyards. Right now, a rustic trattoria lunch awaits; tonight, as the sun sets over dreamy medieval villages, you’ll share tales of the day’s adventure over an unforgettable meal. This is the Italy you’ve always dreamed of, a celebration of Mediterranean cultures evident in every bite.

Our traveling companion is award-winning chef Zach Pollack, the chef/owner of some of LA’s hottest Italian restaurants. Zach’s many successes start with having eaten his way through each of Italy’s 20 regions. And, of course, the two years he lived in Italy, mastering his culinary craft under the guidance of some of Italy’s top chefs. Now Zach is coming back to show us his Sicily, the rugged beauty and regional flavors, the Sicily that captured his heart and soul.

If you want to venture into iconic Italy, but do it like a local, this is the trip for you. Uncover the delicious backstory of Sicily’s and Naples’ great dishes. Meet vintners, cheesemakers and pizzaiolo chefs, as we go deep in the story behind what makes southern Italy so deliciously unforgettable.


Ancient Greek ruins, medieval villages and the glory of a star-lit night under the gaze of Mt Etna

Go Deeper

Connect with local winemakers, artists and chefs, with Sicily's ancient cultures and traditions


We’re in the literal birthplace of pizza, home of world-class wines and the freshest seafood—and we’ll try it all


In the finest accommodations—artful palatial hotels and noble rural villas, all perfectly located

3 Reasons to Travel with Zach Pollack

This Los Angeles-based chef feels as much at home in the rolling hills of Sicily as he does in the kitchens of his award-winning Italian restaurants. Zach’s penchant for sublime plates and pastas has earned him a spot on the Forbes “30 Under 30” list, Los Angeles Magazine’s “Top 10 Best New Restaurants” and #1 Italian restaurant, plus a nomination for the James Beard Foundation's "Rising Star Chef of the Year". He spent months driving the winding roads of Sicily, falling in love with its rugged beauty and multicultural cuisine. He can’t wait to introduce you to his Italy.

Following His Passion

While studying in Florence earning an architecture degree, Zach ditched the domes and cathedrals for the markets and trattorias. It was then his taste buds told him he was going to become an Italian chef—a damn good one.

Italy, Amore Mio

Zach has eaten his way through each of Italy’s 20 regions: porceddu in rural Sardinia to artisanal salami in the medieval towns of Umbria, and everything in between. And it’s no surprise, Italy has captured his heart and soul.

West Coast Chill

LA born and raised, Zach’s laid-back California vibe and positive attitude make him cool as a cucumber when cooking in the kitchen (and while herding his two young daughters around the home).

Your Experience

“If absence makes the heart grow fonder, my heart is the fondest it’s ever been for Italy.”
Zach Pollack

Sicily, Siracusa, Mt Etna, Naples

“Every dish that exists in Italy is a reflection of something that happened in the past.”
Zach Pollack

Day by Day

Day 1

Benvenuto a Sicily! We meet up with Zach and our fellow adventurers in historic Catania, then dive right into the epic market scene. We’ll sample some of Sicily’s finest street foods as fishmongers hawk fresh swordfish and octopus hauled in overnight. Afterwards, we head to nearby Siracusa, a seaside wonder basking in 2,700 years of history with deep Greek, Roman, Byzantine, North African and Norman influences.

Here, we’ll embark on a walking tour of the island of Ortigia, the bustling city center of Siracusa that still lives like a village—watch out for uneven cobblestones! Later we’ll join the locals on a passeggiata, or evening walk, on the promenade for an unforgettable first sunset together over the Mediterranean en route to an elegant and locally-sourced welcome dinner.

Day 1 Highlights

  • Catania market tour
  • Transfer to Siracusa
  • Welcome dinner
  • Stay at Ortea Palace in Siracusa

Day 2

After a grand breakfast, we’ll be treated to a full-on exposé of traditional Sicilian cheeses at the CoRFiLaC Laboratory, where we find out how to taste cheese like pros and see all stages of the best Sicilian cheesemaking.

Next, we will enjoy a world class meal at two Michelin starred Il Duomo in Ragusa. Chef Pollack will share intimate stories of working here early in his career.  After lunch, we will enjoy a leisurely stroll through town before heading back to our hotel for the evening.

Tonight, the dream-like lanes of Siracusa are yours to explore on your own.

Day 2 Highlights

  • Cheese tasting at CoRFiLaC Laboratory
  • Lunch at two Michelin starred Il Duomo
  • Visit to Ragusa
  • Stay at Ortea Palace in Siracusa

Day 3

After breakfast, we pack our things and move our Sicilian adventure to an active volcano over twice the size of Mt Vesuvius. At nearly 11,000 feet, Mt Etna is a towering green mountain that sometimes glows red. We’ll hike its craggy fissures with a local volcanologist who shares the ins and outs of Etna’s fascinating history.

Appetites worked up, we’ll move on to one of the area’s top-notch vineyards set atop the volcano’s slopes with panoramic views. At Tenuta San Michele, we’ll meet the winemaker, sip juicy reds and rich whites, then lunch on the best charcuterie and aged sun-dried tomatoes under the golden Sicilian sun. For the night, we’re sticking around Etna’s shadow. We set up in an intimate boutique hotel in a village at the volcano’s foot, where we can toast our day under a starlit sky.

Day 3 Highlights

  • Transfer to Mt Etna
  • Hike around Mt Etna with volcanologist
  • Tour, tasting and lunch at Tenuta San Michele vineyards
  • Stay at Relais San Giuliano in Viagrande

Day 4

Don’t sleep in today! Rise early for breakfast as the morning mist hangs over the volcano. Then pack up a sun hat, as we begin the day with a private boat ride along the breathtaking rocky shorelines and beaches of the Ionian Sea. It’s surreal scenery, as we see inside Grotta Azzurra, a sea cave with crystalline waters that glow blue. We enjoy a specially prepared lunch at sea, then dock to explore the lovely historic city of Taormina’s medieval lanes and churches, and its epic hilltop Greek theater with a full coastline panorama below.

We’ll have an afternoon full of Taormina’s endless appeal. Sit with an espresso in vibrant piazzas, browse shops in the alleys bursting with life, pop into a Gothic cathedral, and take some gelato to cliff-hugging terraces overlooking the sea. We’ll return to our hotel by the volcano for another star-lit night under Mt Etna’s gaze.

Day 4 Highlights

  • Private boat ride in Ionian Sea
  • Special lunch prepared at sea
  • Explore coastal town of Taormina
  • Stay at Relais San Giuliano in Viagrande

Day 5

Our adventure of southern Italy moves on today, as we fly to a buzzing Mediterranean capital under the watch of Mt Vesuvius. We’ll jump right into Naples’ oldest spot for street food, Pignasecca Market. We’ll wander this outdoor mercato tasting fresh fruits and pastries, and dig into an Italian favorite, cuoppo Napoletano—because how else would you eat the best fried seafood than in a cone? We’ll then work off our treats on a walking tour of Piazza del Plebiscito in the city center, admiring Naples’ Royal Palace, Castle Nuovo and the immense Galleria Umberto. 

Naples is a blast after dark, and the evening is yours to explore its hipster bars with DJs spinning vinyl, and cozy intimate restaurants with wine lists as long as the night. Enjoy!

Day 5 Highlights

  • Fly to Naples
  • Market food tour
  • Explore Naples after dark
  • Stay at Costantinopoli 104 in Naples

Day 6

After breakfast we’ll find more of Naples’ storied appeal outside our door, and learn why Neapolitan pizza is not just to-go street food—it’s an art form, with a rich history dating back to the 1700s. The ‘modern’ pizza was invented here in 1889, when King Umberto I and Queen Margherita of Savoy visited Naples. The story goes that a local baker crafted a pizza in honor of the queen, with colors inspired by the Italian flag: red (tomatoes), white (mozzarella), and green (basil leaves)… and so the classic Neapolitan pizza was born! We’ll sit for an immersive, hands-on pizza making course with a wood-fired oven to craft different types of Neapolitan pizza, alongside Zach and a local pizzaiolo (pizza maker). Have your appetite ready.

But don’t get too full because our farewell dinner is a meal for the ages. After some rest and independent exploration, we’ll make our way to a restored cloister that has been transformed into a contemporary art gallery with cuisine run by Sabrina Russo, leader of the Food for Soul project. We’ll settle in for unforgettable courses and plenty of wine to toast our journey together. The night ends whenever it ends!

Day 6 Highlights

  • Hands-on pizza course
  • Farewell dinner
  • Stay at Costantinopoli 104 in Naples

Day 7

This morning, we’ll breakfast together and then say goodbye to Zach, pack up all we’ve collected, along with new memories, and head to the airport. Ciao!

Day 7 Highlights

  • Transfer to airport

Where We Sleep

Beautifully curated accommodations—we’ll relax under the gaze of a volcano in Sicily, and feel like we’re part of the vibrant story of Naples

Ortea Palace


In Sicily, even post offices are palaces. You’ll feel that fully, entering this magnificent, palatial former post office from 1920 in the perfect spot in historic Siracusa. It’s a joy to stay here. Sprawling rooms are decked with fine Italian designs, lounges have expansive views of the Mediterranean coastline—and Siracusa’s iconic monuments, shops and restaurants are just footsteps away.

Relais San Giuliano


Set at the foot of Mt Etna, this intimate, 13-room hotel is made from a luxurious mansion dating from the early 1700s that makes any guest feel like a Sicilian noble returning home. The chic rustic feel benefits from wood beam ceilings in its alluring interiors—the perfect place to set up while exploring the area’s best wineries and a hike up an active volcano.

Costantinopoli 104


Filled with antiques, modern art and Liberty stained glass, this 19th-century, neoclassical villa is the perfect spot for a base right in the historic center of vibrant Naples. Most rooms come with terraces, others face the courtyard pool, and lovely staff serve wonderful breakfasts in the oasis-like courtyard.

Everything was done superbly.
Kelly S.
I was blown away by how flawlessly Modern Adventure fulfilled and exceeded my expectations.
Josh S.
I loved the warmth, sincerity and caring of the Modern Adventure team.
Bob Z.

Book Sicily & Naples with Zach Pollack

Number of Travelers


Reserve your spot today with a $1,000 per-person deposit plus room supplements (if relevant). Full payment is due 180 days prior to your trip departure date. We’ll email you a reminder. If your trip departs in less than 180 days, we’ll collect full payment either 30 days from when we receive your deposit, or 60 days prior to your trip departure date, whichever is sooner. For details read our Deposit FAQs


per person, based on double occupancy, including internal flight from Sicily to Naples

Can't travel on these dates?
Call us at

+1 (855) 219-8018


That’s OK, we have answers. Read our FAQs below. Or text or call us at +1 (855) 219-8018 to speak with a Modern Adventure Trip Specialist.

  1. What does the price include?

    Six nights at unique four- and five-star accommodations; private travel for all day trips and excursions; internal flight from Sicily to Naples; departure airport transfer; private tours with local guides and cultural experts; exclusive VIP access and tastings; guided activities, adventures and expeditions; entrance fees; daily breakfasts, most lunches and dinners; local beverages with meals.

  2. What does the price not include?

    International roundtrip airfare; travel insurance; transportation to the trip’s starting point; activities not included in the trip itinerary; hotel incidentals including room service, laundry service and hotel bar tabs; food and beverages not included in itinerary; gratuity for tour leader.

  3. Where does this trip start and end?

    For both departures, our adventure begins in Catania, Italy, at the Il Principe Hotel. The closest airport is Catania’s Fontanarossa Airport (CTA). We recommend arriving one day early to ensure you’re at our starting point on time. On our last day, the closest airport is Naples International Airport (NAP) in Naples, Italy. Your flight home should be scheduled to depart at 12pm or later from NAP airport.

  4. What travel documents are needed?

    US citizens are not required to have a visa for stays in Italy of under 90 days. Just bring a valid US passport. For citizens of other countries, please check with the Italian embassy or consulate for information and requirements.

  5. Do I need to pay a solo traveler supplement?

    For solo travelers, there is a $1,500 single-supplement fee—paid at the time of booking to secure a private room. These spots are limited and available on a first-come, first-served basis.

  6. Who is going on this trip?

    Our adventures typically have between 10 and 20 guests, and our Modern Adventure Team. Our experiences are fun and inclusive and you can expect to be joined by a diverse group in terms of age, background and interests—including solo travelers, couples and friends traveling together. This adventure is for travelers age 18 and above.

  7. Who is leading this trip?

    This trip is led by an expert Modern Adventure trip leader. They’re an experienced travel guide, a representative of Modern Adventure and your go-to person for questions or concerns on the trip. We’ll be joined throughout our adventure by local, expert guides who are deeply knowledgeable with respect to local cultures, customs and history and are passionate about sharing that with us.

  8. Do I need travel insurance?

    We highly recommend purchasing travel insurance. Travel insurance allows you to seek reimbursement for your trip costs; if your trip plans change for unforeseeable reasons, or if you need to get medical help, emergency transport, and for theft, loss or damage of items while traveling. For best coverage, always insure the full trip cost within two weeks of your initial trip deposit and note that most ‘Cancel For Any Reason’ policies must be purchased on the date of your initial deposit.

  9. What is the cancellation policy?

    You may cancel on or before May 15, 2022 and receive a full refund minus a $500 per-person service fee. If you cancel on or after May 16, 2022 there is a 50% cancellation fee. On or after July 14, 2022 there is a 100% cancellation fee. We highly recommend purchasing travel insurance as we are not able to make exceptions to this policy in cases of family/medical emergency or cases of the trip being canceled (see our Terms and Conditions for full details).

MO/AD News

Modern Adventure makes the Fast Company list of Brands that Matter in 2022. Next-level creativity and sustainable business practices build a brand with impact.

For the second year running, Modern Adventure is recognized as one of the top travel operators in the world by ​Condé Nast Traveller’s​ annual Readers’ Choice Awards, the most prestigious in the travel industry.

“I’d had Oaxacan food before, but few restaurants served meals like this—'celebration food' worth the effort only for births and weddings. And, apparently, for Modern Adventure.”

“Modern Adventure is curating a slew of foodie getaways, each spearheaded by the world’s most prolific culinary influencers. Who wouldn’t want to venture to faraway lands... eating really, really good food?”