Sicily with Melissa Kelly

September 1 – 7, 2026 | One Exclusive Departure

A Sicilian State of Wine

Explore ancient terroirs, timeless hospitality, and the soul of island winemaking with Melissa Kelly

September 1 - 7, 2026 | 7 Days, 6 Nights

“I loved how the little things were always taken care of.”
Greg A.

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

$11,000

per person based on double occupancy

Award Winning Chef-Owner of Maine's Primo Restaurant, Melissa Kelly

Illustrated map of Sicily featuring Palermo, Catania, Mt. Etna, wine, and pasta-making

High above the sea, the Mediterranean breeze fills your lungs as waves crash against the rugged Sicilian coast below. This is Sicily—an island shaped by the hands of empires, where Roman, Byzantine, Arab, Norman, and French influences are etched into every stone and simmering pot. In recent days, you’ve wandered through ancient ruins perfumed with citrus and bergamot, bitten into crisp, golden arancini from street carts, and kneaded fresh pasta beneath hand-painted tiles. You’ve tasted the volcanic soul of Etna in glasses of Carricante and Nerello Mascalese, their minerality echoing the land’s fiery past. You made cheese with a shepherd and tomorrow, you’ll sail the Ionian Sea, stopping to explore quiet coves and Greek temples tucked along the shore. This is the Sicily of storybooks—alive with ritual, grounded in history, and radiant with everyday magic.

Trip Highlights

  • Cook with local ingredients
  • Jeep ride up Mt. Etna
  • Have lunch inside a volcanic cave
  • Learn about the art of low-intervention wines
  • Meet a master chocolatier in Modica
  • Savor unique Sicilian wines
  • Picnic at the Valley of the Temples
  • Try street foods at Palermo’s market

3 Reasons to Travel with Melissa Kelly

Melissa Kelly is a two-time James Beard Award winner and the chef-owner of Primo in mid-coast Maine, where her farm-driven approach to Mediterranean cuisine has earned national acclaim. Raised on Long Island with deep Italian roots, she honed her skills at Chez Panisse and An American Place before opening Primo, a pioneering farm-to-table restaurant. Her cooking draws from her Sicilian heritage—fresh, seasonal, and soulful. With decades of accolades and a deep respect for tradition, Melissa brings the flavors of Sicily to life, one dish at a time.

Everything is Everything

Melissa loves how Sicily brings it all together—Arabesque mosaics, Norman architecture, citrus groves, and seafood risotto—all shaped by centuries of conquests and cultural exchange. “It’s like history you can taste,” she says. For her, the island is a masterclass in harmony: art, ingredients, and identity—all woven into something unmistakably Sicilian.

It's a Lifestyle

For Melissa, cooking begins on the farm. At Primo, she’s spent 25 years building a full-circle system where nearly everything is grown, raised, or foraged on-site. That reverence for land and seasonality feels familiar in Sicily, where meals reflect what’s fresh, local, and good. It’s not just food—it’s a way of life.

Home Again

Though her roots trace to Emilia-Romagna, Melissa felt instantly at home in Sicily. “I couldn’t believe I’m not from here,” she says. The rhythms of island life—the generosity, the pace, the flavors—echo the Sunday tables and storytelling she grew up with. In Sicily, it wasn’t déjà vu. It was belonging.

Day by Day

*On rare occasions, this itinerary may change.

Day 1: Sicily

September 1, Tue

Benvenuti a Sicily! Once we’ve arrived and had a bit of time to unwind, we’ll gather with our tastemaker to raise a glass paired with a festive welcome dinner. It’s a delicious first look at Sicily’s signature flavors and an ideal way to kick off our journey together.

Tastemaker Moment: Melissa will introduce herself and toast to the magical road ahead

Day 2: Mt. Etna

September 2, Wed

After breakfast, we start our journey to visit majestic Mount Etna, an active volcano that towers almost 11,000 feet over the island—and occasionally glows red with lava! We’ll venture up the slopes in a rugged jeep, the landscape shifting from fertile vineyards to lunar rock fields. Along the way, we’ll find ourselves at a winery where heritage vines clamber up the volcano’s slopes to an altitude of over 3,000 feet, producing delicate whites and intense, fruit-forward rosés and reds.

Then, we’ll indulge in a cooking class to make lunch under the benevolent eye of Le Mamme del Borgo, a collective of local grandmothers who will teach us how to knead the ancient flours into a supple pasta dough for maccarruni, a typical Sicilian pasta that’s traditionally rolled by hand and served in a wild boar sauce.

After, we’ll have a bit of downtown at our hotel before reconvening for dinner at a local restaurant helmed by one of Melissa’s good friends.

Tastemaker Moment: Melissa will interact with the winegrowers and speak to the specifics of the Mt Etna wines
Dark volcanic craters and ash fields with patches of snow on Mount Etna, Sicily, Italy

Day 3: Catania & Baglio Occhipinti

September 3, Thu

The morning begins with a scenic drive through southeastern Sicily’s undulating countryside, where sun-bleached stone walls give way to sweeping views of olive groves and almond trees as the road leads into the heart of Catania.

Our first stop is the famed fish market, where morning sunlight glints off silver scales and vendors shout over crates of swordfish, sea urchin, and glistening sardines. We’ll wander the stalls, tasting as we go, then settle in for a market lunch rooted in bold flavors and Sicilian tradition.

From there, we continue to Baglio Occhipinti. After checking into our home for the next few days, the afternoon is yours to nap under fig trees, lounge poolside, or stroll through the organic gardens. As golden hour warms the countryside, we’ll regroup for a seasonal, garden-to-table dinner that’s as thoughtful as it is delicious.

Tastemaker Moment: Melissa will help choose the wine pairing for tonight's dinner

Day 4: Bagilo Occhipinti

September 4, Fri

We’ll take some time to relax at the hotel this morning before making our way to Modica—one of the island’s baroque gems. Once there, we step into the cool interior of an old-world cioccolateria. Here, a chocolate maker guides us through the ancient process shaped by a centuries-old cold-working technique introduced during Spanish rule. Unlike conventional methods, the chocolate is never conched or refined, meaning the sugar crystals remain intact, lending a pleasantly grainy bite. With no added cocoa butter, the result is intensely aromatic, deeply rooted in tradition, and unmistakably Sicilian. After sampling sweet and savory variations, we linger over a relaxed lunch in town.

Afterwards, we’ll head to a local vineyard where grapes, olives, and other produce grow from the sandy, red topsoils of decomposed volcanic sediments, and taste the unique and historical blends they have to offer. 

This evening culminates in a relaxing dinner at our hotel.

Tastemaker Moment: During our wine tastings, Melissa will speak to the secrets of wine pairing

Day 5: Valley of the Temples

September 5, Sat

This morning we’re off to Agrigento. This former Greek colony was established in the 6th century BC and was a leading city-state in the Mediterranean world. Agrigento’s magnificent Doric temples dominate the ancient town, much of which still lies intact among acres of olive, pistachio, almond, and fruit trees. We’ll drink in the sumptuous beauty of the gardens over a picnic lunch.

We will then depart for Palermo for a few hours of driving through Italy before arriving in time to enjoy the beautiful grounds of our hotel and a group dinner.

Tastemaker Moment: Melissa will use their expertise to choose wines for our picnic lunch
The remarkably preserved Temple of Concordia sits atop a lush hillside in the Valley of the Temples, Agrigento. This Sicilian landmark highlights the Mediterranean history and ancient Greek architecture encountered on a Modern Adventure tour through Sicily.

Day 6: Palermo

September 6, Sun

There’s no better introduction to freewheeling Palermo than the colorful Capo market; as we wander the stalls, listening to the singsong calls of vendors and inhaling an intoxicating swirl of aromas, we’ll be tantalized by the sharp tang of Sicilian citrus fruits, fragrant sesame-seed loaves pulled from a wood-fired oven, savory arancini (fried rice balls) and thick slices of sfincione topped with sweet tomato sauce.

Next, we’ll be treated to a historical tour as we take in Palermo’s stunning seafront, its terraces and courtyards, a tapestry of hanging gardens perfumed with subtropical essence. After a few hours of independent exploration and lunch on your own, we’ll meet up again for a leisurely walking tour to take in the street art around Palermo before sitting down for a truly magical farewell dinner. Alongside our tastemaker and our new friends, we’ll toast to an incredible Sicilian experience!

Tastemaker Moment: Melissa will toast to an incredible week of travel

Day 7: Palermo

September 7, Mon

Arrivederci Sicilia! We’re off this morning after seven immersive days of culinary exploration. After breakfast we’ll say goodbye, knowing the memory of our journey together will live in our hearts forever! We’ll organize a group transfer to Palermo’s PMO airport for flights to mainland Italy and beyond.

Aerial view of Cefalù's terracotta rooftops and cathedral beneath the Rocca cliff, Sicily

People Love MO/AD's Sicily

Sicily 2024_ Traditional fishing boats and swimmers enjoying the crystal-clear waters along the Sicilian coast, capturing the charm and relaxed seaside life of southern Italy.
A panoramic view of the lush, hilly landscape in Sicily featuring yellow spring wildflowers and dense olive orchards. In the distance, a coastal town sits beneath a soft hazy sky near the Mediterranean Sea, capturing the rural charm of Southern Italy.
Sicily 2024_ Ancient Greek temple surrounded by lush greenery in the Valley of the Temples, Agrigento, Sicily.
Sicily 2024_ Fresh seafood displayed at a traditional market stall in Palermo, showcasing local Sicilian flavors and daily life.
Sicily 2024_ Homemade tagliatelle pasta dusted with flour, highlighting traditional Sicilian culinary craftsmanship.
Sicily 2024_ Local vendors at a lively Palermo market selling fresh vegetables and produce, capturing authentic Sicilian street life.
Sicily 2024_ Artisan hands shaping fresh ricotta in woven molds, showcasing traditional Sicilian cheese-making techniques.
Sicily 2024_ Aerial view of swimmers enjoying a secluded rocky cove with crystal-clear turquoise waters along the Sicilian coast.
Sicily 2024_ Aerial view of Mondello Beach near Palermo, with golden sunset light over the coastline and mountains of Sicily.
Sicily 2024_ Bustling open-air market in Ortigia, Syracuse, with locals shopping for fresh produce and regional specialties.
Sicily 2024_ View from a rustic farmhouse doorway overlooking sheep grazing in the rolling Sicilian countryside.
Rome and Sicily 2022_ A vibrant selection of creamy Italian gelato in assorted flavors, capturing the sweetness and artistry of Rome and Sicily’s culinary traditions.
Sicily 2024_ Misty volcanic landscape of Mount Etna, showcasing rugged terrain and patches of green moss on dark lava fields.
Sicily 2024_ Colorful fishing boat floating in the clear waters of Cefalù, with historic seaside houses and mountains in the background.
Sicily 2024_ Close-up of a person holding a glass of red wine outdoors, celebrating Sicilian vineyards and slow living.
“
I loved how the little things were always taken care of.
Greg A.
“
Such a totally immersive experience. Incredible.
Ray B.
“
The trip was curated in a way that provided unique experiences we wouldn't have had if we traveled solo.
Katherine R.

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

Castiglione

Nestled 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.

Baglio Occhipinti

Val di Noto

This hotel is a serene retreat where twelve thoughtfully restored rooms honor the region’s heritage and architecture, offering guests an immersive experience of relaxation and renewal on a fully organic farm.

Grand Hotel et Des Palme

Palermo

Within 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 with Melissa Kelly

Number of Travelers

Payment

Reserve your spot today with a $1,500 per-person deposit plus room supplements (if relevant). Please see our terms and conditions for full payment details.

$11,000

per person based on double occupancy

Can't travel on these dates?
Call us at
+1 (855) 219-8018

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Questions?

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; 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?

    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.

    Detailed arrival and departure guidance is provided in your post-purchase trip materials, including recommended routes, transfer options, and timing considerations. If you have specific questions before booking, our team is always happy to help.

  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 $2,500 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.

  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?

    We understand plans can change. Here’s how cancellation fees are incurred depending on when you let us know:

    • More than 150 days before departure: $1,500 per person deposit
    • 150–121 days before departure: 50% of the total trip price
    • 120 days or less before departure: 100% of the total trip price

    For the full details, please see our terms and conditions.

  10. When will my final balance be due?

    Your payment schedule depends on how far in advance you book your trip:

    • At the time of booking: Pay your $1,500 deposit per person.
    • 180 days before departure: 50% of your trip cost is due.
    • 120 days before departure: Full balance is due.

    We’ll send you secure payment links and reminders before each due date to make the process easy. If you book within 120 days of your trip, the remaining balance is due within 10 days.

  11. Is this trip the right fit for me?

    Modern Adventure trips are active, immersive small-group experiences. Our itineraries often involve sustained walking and standing throughout the day, including stairs, uneven terrain, cobblestones, unpaved paths, and moving between experiences at a pace that keeps the day flowing for the group.

    These experiences are not suitable for travelers who require physical mobility assistance, personal care support, or significant itinerary modifications in order to participate. In many destinations, accommodations for significant physical limitations may not be possible without materially altering the experience for the individual traveler or the group.

    All travelers are responsible for informing Modern Adventure of any physical limitations, medical considerations, or concerns before booking, or as early as possible before departure. Please don’t hesitate to contact us before booking if you have any questions. We want every traveler to feel confident, comfortable, and fully prepared for the journey ahead.

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