Castellina in Chianti and the Tuscan hills at sunset

Italy, thoughtfully planned · Nomad With Dan

Experience Italy.
Leave room to feel it.

Renaissance cities, countryside mornings, and a table you’ll remember long after you’re home. I’ll help you find your Italy—and the pace to enjoy it.

Castellina in Chianti, Tuscany · Room to slow down.
Firsthand perspectiveDistinctive staysA journey shaped around you

Begin with a place that speaks to you

Where will Italy take you?

You don’t have to see it all in one trip. Start with the places you’re drawn to, and we’ll bring them together in a way that feels right.

Florence seen through trees above the city

Tuscany & Florence

Hill towns, vineyard lunches, Renaissance art, and a countryside base worth settling into.

Countryside · Food & Wine · Art

Find your Tuscany →
Rome destination inspiration

Rome

Ancient history, neighborhood trattorias, and evenings that carry on into the piazza.

History · Food · Neighborhoods

Find your Rome →
Canals and architecture in Venice

Venice

Quiet canals, artisan traditions, and the pleasure of getting a little lost on foot.

Art · Culture · Slow Discovery

Find your Venice →
Positano on the Amalfi Coast

Amalfi Coast & Capri

Sea views, coastal villages, and days with time for a swim or a long lunch.

Coastal Escapes · Time to Unwind

Find your coast →

Also drawn to Bologna, Verona, or Lake Garda? Let’s shape a journey around you ↗

A starting point, shaped around you

Journeys to inspire you.

These sample journeys offer a sense of what’s possible. Your dates, interests, preferred stays, and pace will shape the trip we create together.

A warmly lit Tuscany agriturismo at dusk

Tuscany & Florence · 8 nights

Thoughtful Tuscany

Five countryside nights, three in Florence. Hill towns, wine, and time to settle in.

From $5,000 for two

Explore Thoughtful Tuscany →

A different way to experience Tuscany

Tuscany & Florence · 10 nights

Elevated Tuscany

More time to linger, with elevated stays and thoughtfully chosen experiences.

From $15,000 for two

Explore Elevated Tuscany →

Rome · Florence · Venice · 11 nights

Classic Italy

Iconic cities, connected thoughtfully, with space for everyday discoveries.

From $12,000 for two

Explore Classic Italy →

Rome · Positano · 8 nights

Rome & Amalfi Coast

Ancient history followed by sea views and a gentler coastal rhythm.

From $9,500 for two

Explore Rome & Amalfi Coast →

Capri · Positano · 8 nights

Capri & Amalfi Coast

An unhurried escape, with distinctive stays and time by the sea.

From $25,000 for two

Explore Capri & Amalfi Coast →

Sample starting prices exclude airfare and vary by dates, availability, and trip details.

Dan exploring Florence

Your independent travel advisor

Why plan with Dan?

I bring firsthand experience in Florence, Tuscany, Verona, and Bologna to a trip shaped around your interests and pace. Distinctive stays, personal recommendations, and room for the unexpected.

A slow lunch in Pienza or an afternoon in a small winery can be just as memorable as the headline sights. I’ll help you make room for both.

Tell Me About Your Italy Trip ↗

Tell me what you’re imagining. I’ll follow up personally.