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Sicily Tour with Tony Priolo
March 2 – 8, 2027 | One Exclusive Departure
Slow Roads & Full Plates
A delicious journey through Italy’s regional traditions alongside Chef Tony Priolo
“I was very happy with how seamless and well-managed the trip was with everything along the way.”
Questions? Text or call us
+1 (855) 219-8018
$10,500
per person based on double occupancy
Executive Chef and Co-owner of Chicago's Piccolo Sogno, Tony Priolo
High above the coastline, the Mediterranean wind carries the scent of salt and citrus as waves crash against the Sicilian cliffs below. This island—layered with Roman, Arab, Byzantine, and French histories—breathes a culture shaped by centuries. You’ve wandered through ruins and citrus-lined markets, folded fresh pasta for lunch, and bitten into street-side arancini still warm from the fryer. On Etna’s volcanic slopes, you tasted the essence of the land in Carricante and Nerello Mascalese while a winemaker spoke of soil, timing, and intuition. Yesterday brought fresh ricotta made with a shepherd. Tomorrow brings a boat, a Greek temple, and the promise of another table set with care. Sicily is a place where beauty endures, quietly present in each unfolding day.
Trip Highlights
- Explore historic Taormina
- Learn to roll fresh pasta
- Stroll the ruins of Agrigento
- Make Sicilian pizza alongside Tony
- Ascend Mt. Etna in Jeeps
- Taste distinctive Sicilian wines
- Picnic in the Valley of the Temples
- Experience Marsala’s salt flats
- Sample street foods in the Palermo market
3 Reasons to Travel with Tony Priolo
Tony Priolo is the executive chef and co-owner of Chicago’s celebrated Piccolo Sogno, known for regionally driven Italian cooking shaped by seasonality and soul. A Chicago native with Sicilian heritage, he has spent more than thirty years refining an approach that blends classical training, generational influence, and a deep respect for local producers—on both sides of the Atlantic.

The Family Thread
For Tony, Sicily is a place where cousins still gather and family recipes surface in quiet conversations. His last visit, more than a decade ago, reconnected him with relatives who still cook the way his grandmother did. Returning now means tracing that thread back to its source and sharing the textures, scents, and rhythms that shaped his earliest instincts in the kitchen.
Start at the Source
Seasonality is a discipline Tony learned from watching his grandmother shop, simmer, and repeat only what the season offered. Piccolo Sogno was founded on that same ethos: knowing the growers by name, celebrating what local farms can do, and letting ingredients speak without excess. Traveling with Tony reveals how those values are lived in Italy’s orchards, markets, and coastal pantries.
Hospitality as a Way of Being
Piccolo Sogno is the kind of place where regulars become extended family, not by design but because Tony can’t imagine hospitality any other way. It mirrors the Italian table where someone is always pulling up another chair. On this journey, that spirit of warmth, curiosity without pretense, and a sense of belonging shapes every moment.
I loved how the little things were always taken care of.
Such a totally immersive experience. Incredible.
The trip was curated in a way that provided unique experiences we wouldn't have had if we traveled solo.
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 island's story.
*On rare occasions, our hotels will change. Our standards for luxury and authenticity will not.
Dimora Cottanera
CastiglioneNestled on the slopes of Mt. Etna, our historic hotel blends rustic charm with unique architectural flair. Originally owned by engineer Priolo and later acquired by Francesco Cambria, the property features a restored villa, a mill, and lush hazelnut groves. Enjoy a serene retreat with a touch of Sicilian nobility and contemporary comfort.
Grand Hotel et Des Palmes
PalermoWithin the hallowed halls of this palatial hotel, we walk among centuries of tradition and artistry. The high-frescoed ceilings and Art Nouveau stained glass make our stay in Palermo more of an immediate immersion into both the past and present of the urban heart of Sicily.
Book Sicily Tour with Tony Priolo
Make It Private
We understand that certain dates can work better than others, or sometimes a more private experience is more appealing. We’d be happy to modify this departure so it fits the needs of you and your group.
Start HereQuestions?
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.
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What does the price include?
Six nights at unique four- and five-star accommodations; private travel for all day trips and excursions; 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.
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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.
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Where does this trip start and end?
Our adventure begins in Sicily at the Dimora Cottanera 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 Palermo’s Falcone-Borsellino (PMO) airport. Your flight should be scheduled to depart at 12pm or later from PMO airport.
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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.
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Do I need to pay a solo traveler supplement?
For solo travelers, there is a $2,800 single-supplement fee paid at the time of booking to secure a private room. These spots are extremely limited and available on a first-come, first-served basis.
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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.
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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.
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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.
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What is the cancellation policy?
You may cancel 120 days or more before departure and receive a full refund minus a $1500 per person service fee ($500 of which may be retained as a future travel credit, valid for one year after cancellation). If you cancel on or after 119 days in advance, there is a 50% cancellation fee. On or after 59 days in advance, there is a 100% cancellation fee. See our full terms and conditions for details.
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When will my trip be confirmed?
Because our trips are designed as small-group experiences, we need a minimum number of travelers for each departure. You will receive an email no later than 130 days prior to departure confirming your trip. If we don’t meet the minimum, you’ll have the option of a full refund, reinstatement of any applicable trip credits, transferring to a different departure date, or converting your booking to a private departure. Please see our terms and conditions for complete details.
Important: We strongly advise booking refundable flights and pre-trip accommodations, or waiting until you receive your trip confirmation.
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What is the Small Group Supplement?
Our trips are priced based on a minimum of 10 guests. If a departure runs with 9 or fewer travelers, a Small Group Supplement (SGS) will apply. The SGS ensures your trip is guaranteed to run with the full program intact while offering you a more intimate, exclusive group experience.
The supplement amount depends on the final group size and will be confirmed no later than 130 days before departure. If additional guests join after the SGS has been paid, it will be refunded. Please review our full terms and conditions for additional details.






