Tuscany & Rome with David Cilli
June 12 - 20, 2024 | One Exclusive DepartureBook Now
Italy's Heart & Soul
Immersive culinary & cultural exploration with winemaker David Cilli
June 12 - 20, 2024
One exclusive departure — reserve your spot!
9 Days, 8 Nights
The very best of Florence, Siena, the Tuscan coast & Rome
You’re wandering medieval alleys of Istrian stone. Though you’re technically lost, the hint of bergamot and fresh-baked focaccia convinces you to sit down, have an espresso and soak everything in. Florence is an endless banquet for the senses, from colorful graffiti to stately Renaissance architecture to the finest street food you’ve ever sampled. In the days to come, you’ll sail through shimmering waters, dine at intimate osterias, and revel in the healing hot springs of the Tuscan countryside before heading for the hustle and bustle of Rome. This is Italy like you’ve always dreamed of, an experience made richer by the kindred spirits at the table and the company of a passionate winemaker at the pinnacle of his craft.
With us on this journey is David Cilli, a revered winemaker and a driving force behind Promontory, one of Napa Valley’s most buzzed-about wine estates. Though he’s a leading name in California’s wine scene, David is Tuscan by birth, and he couldn’t be prouder to call the region’s top winemakers and artisans his most cherished friends. To journey with him through his Italian homeland is to experience the very best of Italy’s premier wine destination—an insider-only exploration of Tuscany’s most timeless traditions.
If you like your food and culture layered over thousands of years of history, this trip is for you. From the buzz of Florence’s markets to the Tuscan countryside, from serene gardens to the glamor of Rome by night, we’ll explore the most iconic corners of Italy from every angle, tasting everything as we go.
Tuscany's artisans and producers, winemakers and chefs, at the peak of their craft
Traditional meals, the best street foods, and local flavors paired with top regional wines
Yourself in the beauty of Italy, from medieval hilltop towns to pastoral farms and vineyards
With centuries of tradition, David Cilli, and inspired travelers like you
3 Reasons to Travel with David Cilli
David Cilli has trained among the top winemakers in Italy and worked in the cellars of some of the world’s premier viticultural destinations, from Western Australia and Mendoza to his native Tuscany — where he can’t wait to introduce us to his most profound connections.
David’s Tuscany is deeply personal. He grew up in Siena, then moved to Florence to study winemaking alongside some of Italy’s top vintners. His knowledge runs deep and he’s full of insider recommendations that drip with character and charm.
Roots to the Land
David grew up with his feet rooted firmly in the earth. He spent his childhood tucked within the leafy tangle of his grandfather’s garden, forging a deep appreciation for the land. Today, he takes hands-on approach in the vineyard to create blends that are a triumph of terroir.
David jokes that he knows everyone in Tuscany—and if he doesn’t know them personally, he knows someone who knows them. To travel with David is to travel with family: think home-cooked meals and profound access to the region’s most renowned winemakers.
Gallery Art HotelFlorence
Set in a quiet courtyard just steps from the Ponte Vecchio, this intimate boutique hotel was dreamed up by a Florentine architect as a home away from home for art lovers, and its pleasingly minimalist interior doubles as a contemporary art space featuring rotating exhibits by the likes of Andy Warhol, Dave Lachappelle and Roberto Koch. Make like a local and head to the buzzy, indoor-outdoor terrace bar for exceptional cocktails.
Nestled in serene Sienese countryside, this 5-star hotel embodies discreet elegance—beside the panoramic pool and Turkish bath sit medieval walls and stonework that dates back centuries. It's a true sanctuary that honors the traditions of Tuscany, both past and present.
Anantara Palazzo Naiadi HotelRome
More than 2,000 years of Roman history are here in one gorgeous space. Ancient ruins of the baths of Diocletian are visible beneath the property's glass floors, and there’s no more quintessentially Roman setting than the hushed, soaring lobby. The hotel has every comfort you'd expect, and some that are wonderfully unexpected (like sunset cocktails at the poolside rooftop bar).
People Love MO/AD's Italy
Book Tuscany & Rome with David Cilli
Number of Travelers
Reserve your spot today with a $1,500 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; includes internal flight from Florence to Rome
Can't travel on these dates?
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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.
What does the price include?
Eight nights at unique four- and five-star accommodations; internal flight from Florence to Rome; private travel for all day trips and excursions; arrival and departure airport transfers; 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.
What does the price not include?
International roundtrip airfare; travel insurance; 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.
Where does this trip start and end?
Our adventure begins at Florence’s Airport (FLR), where we’ll transfer to Gallery Hotel Art. Our last day is in Rome. The closest airport is Rome’s Leonardo da Vinci International Airport (FCO). Your flight should be scheduled to depart at 12pm or later from FCO airport.
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.
Do I need to pay a solo traveler supplement?
For solo travelers, there is a $2,000 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.
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.
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.
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.
What is the cancellation policy?
You may cancel on or before February 13, 2024 and receive a full refund minus a $500 per-person service fee. If you cancel on or after February 14, 2024 there is a 50% cancellation fee. On or after April 13, 2024 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).