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Group Trips to Italy

Eager to see the world

But nervous to travel alone? Come with me.

Every year I work with tour leaders and operators to plan epic group travel trips all over Italy with a diverse group of travelers, just like you. We’ll meet as strangers but quickly become friends, eating (duh), exploring, and making some core memories around Italy, together. 

Leave the trip planning up to us – in addition to having a local tour leader with us the entire trip as well as exclusive local guides for each excursion, we will also handle all the scheduling, communication, and tiny little details so that you don’t have to do ANYTHING but come and enjoy 🙂

If you’re nervous to travel alone, join us
– everyone is welcome.

Upcoming 2025 Tours

Journey through Sicily

Apr 8–Apr 17, 2025 | Apr 22–May 1, 2025

The Sicilian sun shines light on a different side of Italy.
In the midst of the Mediterranean, discover an island with personality all its own—full of flavor and teeming with one-of-a-kind art and architecture. Explore tucked-away coastal towns, medieval villages, and hillside vineyards—and experience the flavors and culinary traditions that make Sicily so utterly and deliciously unique. From multicultural Palermo to breathtaking Taormina, each stop on this tour of Sicily reveals unexpected treasures.

View Itinerary and Pricing (APR 8–APR 17)View Itinerary and Pricing (Apr 22–May 1)

A Week in Naples and Sorrento

May 22–May 30, 2025 | Sep 20–Sep 28, 2025

Discover a region where the only thing better than the pizza is the Falanghina wine.

Get caught up in the energetic pace of Naples and uncover the incredible history of Pompeii, the legendary town frozen in time. Kick back in charming Sorrento before cruising along the Amalfi Coast. Whether it’s for Neapolitan pizza, stunning seascapes, or ancient ruins, come hungry for all that this region has to offer.

View Itinerary and Pricing (MAY 22–MAY 30) View Itinerary and Pricing (SEP 20–SEP 28)

Food and Wine of the Puglia Region

Jun 7–Jun 15, 2025

Discover a region where the only thing better than the focaccia is the Falanghina wine.

Sip cappuccino in a cafe where only Italian can be heard. Wander underground through Neolithic caves. Travel back to simpler times in untouched Alberobello, the heart of Puglia, Italy. From the soothing shores of Bari, to the quaint homes of the Trulli Valley, authenticity presides everywhere you go on this Food & Wine tour of Italy’s Puglia region.

View Itinerary and Pricing View Itinerary and Pricing (SEP 20–SEP 28)

Lake Como, Dolomites and Valpolicella

Jul 17–Jul 26, 2025

This is the different Italy—a region bursting with the pleasantly unexpected.
Go north and step into a land where rock spires rise above lush landscapes, Austrian influences characterize the village streets, and tranquil lakes and perfumed vineyards are always on the horizon. From the glimmering shores of Lake Como and the staggering Dolomites to the massive Lake Garda, tread through Italian landscapes at their most surreal and surprising on this Adventure Tour.

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Food and Wine Northern Italy and the Italian Riviera

Sep 3–Sep 11, 2025

Two words to sum up northern Italy? Great. Food.
Eating isn’t just a part of the daily grind here—it’s a full-on art form. Stand beside the masters in their kitchens, farms, and wineries and learn the ins and outs of the region’s knockout delights. From wine on the Riviera to Parmigiano-Reggiano in Parma to crafting your own Italian chocolate, prepare to indulge in the best the region has to offer on this Food & Wine Tour.

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Tuscany Adventure

Oct 17–Oct 26, 2025

Amble through ancient towns in the heart of Tuscany.

It doesn’t get much better than a Tuscan to-do list: Walk amongst cypress-lined city walls, take leisurely strolls through hilltop towns, and cap each meal off with a glass of Chianti. On this Adventure Tour in the heart of Italy, you’ll find yourself eager to say “check, check, and check” as you discover hidden corners of Tuscany (like Maremma!) where time seems to stand still.

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Venice, Florence and Rome

Nov 3–Nov 12, 2025

Three legendary cities, one incredible tour.
Try as you may, it’s impossible to choose a favorite among Venice, Florence, and Rome. Each city is unique in its own right, with distinctive flavors, sights, and sounds. Float along Venice’s meandering canals. Witness the passion behind the creation of famous meats, cheeses, and oils in Florence. Walk in the footsteps of the ancients in Rome. And eat like royalty no matter where you are.

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Christmas Markets of Germany, Austria and Hungary

Nov 29–Dec 8, 2025 | Dec 10–Dec 19, 2025

Uncover the stunning scenery and seasonal traditions of three countries.
Get a full view of the idyllic villages and cosmopolitan capital cities of Germany, Austria, and Budapest. Discover delightfully distinct style and substance in each destination, from the festive Christmas markets of Munich to the Art Nouveau elegance of Vienna. You’ll have plenty of time to explore the streets of ancient Buda and modern Pest, get a taste for the Viennese cafe culture, and celebrate the holiday season in Munich—the capital of Bavarian food and culture.

View Itinerary and Pricing (Nov 29–Dec 8)View Itinerary and Pricing (Dec 10–Dec 19)

Waitlist 2024 Tours

A Week In Sicily

Jun 27–Jul 6, 2024

Discover a multicultural island in the middle of the Mediterranean.
Sicily’s traditions and cuisine take on a new life as the summer comes to an end and locals take to the streets. From fresh fall harvests and beautiful blue-sky winters to warm spring weather, each season brings a unique reason to visit. Travel to lively Palermo, seaside Syracuse, and charming Taormina to uncover the island’s beautiful landscapes and interesting history.

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Northern Italy

Jul 24–Aug 2, 2024

This is the different Italy—a region bursting with the pleasantly unexpected.
Go north and step into a land where rock spires rise above lush landscapes, Austrian influences characterize the village streets, and tranquil lakes and perfumed vineyards are always on the horizon. From Lake Maggiore and the staggering Dolomites to the glimmering shores of Lake Como, tread through Italian landscapes at their most surreal and surprising on this Adventure Tour.

Waitlist

Food and Wine of Northern Italy and the Italian Riviera

Sep 3–Sep 13, 2024

Two words to sum up northern Italy? Great. Food.
Eating isn’t just a part of the daily grind here—it’s a full-on art form. Stand beside the masters in their kitchens, farms, and wineries and learn the ins and outs of the region’s knockout delights. From wine on the Riviera to Parmigiano-Reggiano in Parma to fresh-cooked tagliatelle in Bologna, prepare to indulge in the best the region has to offer on this Food & Wine Tour.

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A Week in Naples & Amalfi Coast

Sep 28–Oct 6, 2024

Discover a region where the only thing better than the pizza is the Falanghina wine.

Similar to the boot it’s shaped like, Italy keeps its “soul” on the bottom. Just think of the corner cafes, where you only hear conversations in Italian. When you feast on sfogliatella pastries with a side Primitivo wine, you’ll get a taste for recipes that have been passed down from one generation to the next. Everywhere you look on this week long trip, you’ll find that even though times change, some things stay the same.

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Food & Wine: Flavors of Tuscany & Umbria

Oct 14–Oct 24, 2024

Taste the rustic flavors of central Italy.

Tucked-away towns make up the core of Tuscany and Umbria, while the cultural capital of Florence offers urban elegance and historic remnants from the Renaissance. From handmade pasta in heavy sauces to locally produced wines from Montalcino and Montefalco, discover the simple, honest flavors for which central Italy’s medieval villages and sweeping countrysides are known for on this Food & Wine Tour.

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A Week in Italy: Rome and Florence

Nov 3–Nov 11, 2024

Feel the pulse of Italy’s vibrant culture.
With its millennia-spanning history, comforting regional cuisine, and countless artistic treasures, it’s no wonder Italy consistently ranks at the top of travelers’ wish lists. Whether you’re planning your first visit or coming back for a taste of new-to-you cities and regions, this weeklong tour will take you straight to the pulsing heart of the country’s vibrant culture. Rome dazzles with its ever-present history, from the hulking Colosseum to the Forum’s still-stately remains. And Florence, the Tuscan capital, wins hearts with its Renaissance architecture and art.

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FAQ’s

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