City Itineraries

Build your own adventure with our selection of 3 day mini trips

Our city itineraries are perfect for the traveler looking to add on to an already-planned trip or embark on a weekend getaway. Mix and match multiple to build your own unique itinerary, or pair with a trip from our collection be it private or small group. Whether you’re tasting truffles and sampling fine wines in Piedmont, surrounding yourself with Renaissance masterpieces in Florence or pampering yourself in a luxury property on the shores of Lake Como, let us bring your dream destination to life.

Uncovering Umbria

Umbria


private 2 days, 2 nights

from

$672 / per person
foodie focusoff the beaten pathrustic

Venture into the rolling hills and pastoral countryside of Umbria—a relatively unvisited but no less beautiful region adjacent to Tuscany and beginning just an hour outside of Rome. Find out why Umbria is as renowned for its architectural icons (the Basilica of Assisi, say, or the Duomo of Orvieto) as it is for its food and wine (the salumi of Norcia, for example, and the Sagrantino vintages of Montefalco). Feast your eyes on the cultural marvels and satisfy your appetite for local culinary delicacies.

Tasting Emilia-Romagna

Emilia-Romagna


private 2 days, 2 nights

from

$874 / per person
foodie focusoff the beaten pathrustic

Treat yourself to an expert-led tasting tour of Emilia-Romagna, a region of central Italy known as one of the country’s culinary wonderlands. Here, in the homeland of Parmiggiano Regiano, prosciutto di Parma, balsamic vinegar and the local sparkling wine called Lambrusco, you’ll meet small producers of these marvels, see how they’re made and then enjoy guiding tastings of myriad delicious delights.

The Romance of Amalfi

Amalfi Coast, Pompeii


private 3 days, 3 nights

from

$1,370 / per person
first timersseaside

Marvel at the breathtaking views of aquamarine waters, verdant hillsides and cliff clinging towns that appear as you round every hairpin turn in this magical, storied destination south of Naples. Here, sweet lemons of massive scale seem to grow from every tree—the better to make local limoncello—seafood-based cuisine plays light and lively on the plate and the palate, hand-painted ceramics will make you wish you brought an extra suitcase, and the overall romantic atmosphere will sweep you off your feet.

Molto Milano

Milan


private 2 days, 2 nights

from

$748 / per person
art historyfirst timers

Access the best of Milan—Italy’s fashion, design and style capital, and the country’s primary gateway to the glories of its northern reaches. Get up close and personal with such architectural wonders as the ornate gothic Duomo, and art historical icons like da Vinci’s Last Supper. Enjoy the talents of local chefs who are modernizing classic dishes like risotto and milanese and pairing them with top wines from the surrounding regions, not least of all the Champagne-like Franciacorta.

A Venetian Venture

Venice


private 2 days, 2 nights

from

$773 / per person
art historyfirst timers

Glide into the romantic heart of canal-crossed Venice—also known as La Serenissima, the Serene One—to experience its storied waterways and quiet side streets, its bustling piazzas and private palazzos. Lose yourself in the charms of its artisanal ateliers, bespoke boutiques and churches both grand and intimate. Enjoy the light touch of the region’s signature wines and of local cuisine based on the bountiful seafood pulled from the lagoon.

Tuscany: Cityscapes & Countryside

Florence & the Tuscan Countryside


private 4 days, 4 nights

from

$1,502 / per person
art historyfirst timersrusticwine lovers

Immerse yourself in the very best of Tuscany, starting with the wonders of Florence, the region’s capital, where Michelangelo, Dante and Machiavelli all once lived and worked, and today home to many of the Italian Renaissance’s greatest architectural and artistic marvels. Then journey to the Tuscan countryside, celebrated around the world for the charms of its medieval hilltop village, the richness of its wines and the rustic refinement of its signature dishes.

Discovering Florence

Florence


private 3 days, 3 nights

from

$993 / per person
art historyfirst timers

Experience a feast for the senses in Florence, the capital of Tuscany and Italy’s premier Renaissance gem, home to Michelangelo’s David, the famed Uffizi Museum, the shops of Ponte Vecchio and the grandeur of Brunelleschi’s grandly domed Duomo. Explore the cobbled streets and the piazzas once walked by Dante and Machievelli, then treat yourself to the wonders of local Tuscan wines and the region’s rustic but refined cuisine.

When in Rome

Rome


private 3 days, 3 nights

from

$1,320 / per person
art historyfirst timers

Fall in love with the majesty and mystery of Rome, long referred to as the Eternal City, and even Caput Mundi—capital of the world. Discover the monuments of the ancient city, from the Pantheon to the Forum to the Colosseum, and the grandeur of the Vatican’s museums, Sistine Chapel and St. Peter’s Basilica. Relax with a glass of local wine looking out over the city’s domes, and enjoy dinners of epic proportions.