Guided Italy Tours — Small Groups, Expert Guide, Unforgettable Experiences

Italy Tours featuring: Rome – Cinque Terre – Vernazza – Monterosso – Tuscany – Volterra – Siena – Chianti – Florence – Venice – Bellagio – Lake Como – Milan – Lucca – San Gimignano – The Dolimites – Bolzano – Amalfi – Ischia – Capri – Procida – Sorrento – Positano – Sicily – Palermo – Erice – Trapani – Agrigento – Syracusa – Ortygia – Taormina – Catania – and much more!

Scenic coastal view with "Discounts on Selected" text overlaid.

The iconic Colosseum in Rome under a clear blue sky.

Person writing in a notebook on a grassy mountain slope.

A table containing all our Italy tour dates and prices is at the bottom of this page.

Tuscany Villa Vacation in 10 day

Slow Down and Relax for 7-nights in one place.

Enjoy seven nights at the modern 21st-century agriturismo resort near Volterra, Italy, smack-dab in the middle of a hilltop vineyard with broad sweeping vistas of the Tuscan countryside.

Each day we will head out to explore the sites and experiences within driving distance. But one of the joys of staying in a villa is to experience la dolce vita, the sweet life of doing nothing too!

We’ve also included a night in Florence, before and after your villa stay, to help you ease in and out of your vacation and experience this facinating Renaissance city.

What Makes This Italy Tour Unique?

If you’ve been to Italy and seen the sights but were frazzled with a breakneck pace… this is the next vacation experience for you!

PRICE FROM	DATES

$3959 + air	Sep 3-12, 2026	Book now and SAVE $100 until June 20, 2026
$4059 + air	May 14-23, 2027
$4059 + air	Sept 17-26, 2027

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BEST OF LONDON, PARIS, & ROME in 13 days

The Best of London, Paris, and Rome tour provides an opportunity to settle in and experience three of Europe’s major capital cities. London presents a relatively stress-free introduction with non-stop flights and almost no language barrier. This, coupled with our comprehensive itinerary and an opportunity to experience some of the best theatre in the world, makes London a perfect beginning to this tour.

The EuroStar high-speed train will zip you from London to Paris in less than three hours. In Paris, we’ve included all the major tourist sights and must-see attractions, but there is also plenty of time to slow down and enjoy the experience.

Then, jet off to Rome for four days of history, culture, and cuisine. You’ll visit the “biggies,” such as the Colosseum, St. Peter’s Basilica, and the Pantheon, and still have time to slow down and experience La Dolce Vita.

PRICE FROM	DATES
	Apr 20-May 3, 2026
$5489 + air	Jun 22-Jul 4, 2026	Book now and SAVE $300
$5489 + air	Sep 13-25, 2026	Book now and SAVE $300
$5689 + air	Apr 19-May 2, 2027
$5689 + air	Jun 7-19, 2027
$5689 + air	Sep 13-25, 2027

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The Essence of Italy in 10 Days

My Essence of Italy tour visits my all-time favorite destinations in Italy in ten days. Beginning in Rome, you’ll visit the essential tourist sights and classic destinations. Then, travel to the delightful villages of the Cinque Terre to experience a seaside vacation where the mountains fall into the sea. Volterra, my favorite Tuscan hilltown is sure to win you over to the “la dolce vita” lifestyle. Finally, you’ll have two days in Florence, walking in Michelangelo’s footsteps and exploring the Renaissance’s roots.

PRICE FROM	DATES


$4395 + air	Jun 7-16, 2026	Book now and SAVE $1100
$4495 + air	Sep 3-12, 2026	SOLD OUT
$4395 + air	Oct 15-24, 2026	SOLD OUT
$4495 + air	Apr 29-May 8, 2027
$4495 + air	May 19-28, 2027
$4495 + air	June 3-12, 2027
$4495 + air	June 20-29, 2027
$4495 + air	Sept 2-11, 2027
$4495 + air	Oct 15-24, 2027

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The Best of Italy in 15 days

THE BEST OF ITALY TOUR visits favorite destinations situated north of Rome. Beginning in Rome, you’ll visit the essential tourist sights and classic destinations. Then, travel to the delightful villages of the Cinque Terre, where you’ll enjoy two days exploring this coastal region where the mountains literally fall into the sea. Volterra, my choice for the quintessential Tuscan hilltown, is sure to win you over to the “la dolce vita” lifestyle. Florence, the “cradle of the Renaissance,” will have you walking in the steps of Michelangelo, DaVinci, and the Medici. Venice, the romantic canal-laced city, rounds out the big three tourist sites. Finally, we will cap off the tour by relaxing on beautiful Lake Como in addition to taking a quick look at Milan’s bustling city center.

PRICE FROM	DATES


$5489 + air	Jun 7-21, 2026	Book now and SAVE $1100
$5489 + air	Sep 3-17, 2026	SOLD OUT
$5389 + air	Oct 15-29, 2026	SOLD OUT
$5489 + air	Apr 29-May 13, 2027
$5489 + air	May 19- June 2, 2027
$5489 + air	June 3-17, 2027
$5489 + air	June 20-July 14, 2027
$5489 + air	Sept 2-16, 2027
$5489 + air	Oct 15-29, 2027

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Tuscany Villa Vacation & Rome in 12 day

Slow Down and Relax for 7-nights in one place.

Begin your tour in Florence, the cradle of the Renaissance. Then, we will set up for seven nights at the modern 21st-century agriturismo resort near Volterra, Italy. This wonderful agriturismo “villa” comes with all the perks, such as modern rooms, WIFI, air conditioning, and a private pool. This all sits smack-dab in the middle of a hilltop vineyard with broad sweeping vistas of the Tuscan countryside.

Each day we will head out to explore the sites and experiences within driving distance. Day trips include visits to Volterra, Siena, Pisa, and Lucca. But one of the joys of staying in a villa is to experience la dolce vita, the sweet life of doing nothing! So, we will have chunks of unstructured time to sit by the pool, relax, walk in the countryside vineyards and enjoy your vacation.

Bullet Train to Rome

After a final night in Florence, hop on the bullet train to Rome and experience Rome’s top sights. The Colosseum, Roman Forum, St. Peter’s Basilica, The Vatican Museum, Pantheon, and more.

What Makes This Italy Tour Unique?

If you’ve been to Italy and seen the sights but were frazzled with a breakneck pace… this is your next vacation experience! You’ll feast on fine food, taste some wonderful wine, and experience charming villages and treasure-packed museums. My personal friends will serve as local guides welcoming you with open arms to their hometown. If you are looking for a real vacation… consider joining me in Tuscany for this vacation experience.

PRICE FROM	DATES
$4929 + air	May 22-Jun 2, 2026	SOLD OUT
$4929 + air	Sep 3-14, 2026	SOLD OUT
$5029 + air	May 14-25, 2027
$5029 + air	Sept 17-28, 2027

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The Amalfi Coast & Islands in 9 days

My Amalfi & Islands tour visits the three islands in the Bay of Naples, the excavations of ancient Pompeii, and several villages along the beautiful Amalfi coast. Slow down, relax, and unwind because we will stay in only two hotels, located in charming villages with grand vistas and a seaside ambiance. Visit the islands of Capri, Ischia, and Procida during the first four days, then set up for three nights on the mainland, in the village of Sorrento. If you enjoy a slow pace, the seaside, and incredible scenery, this is the perfect way to experience Italy!

PRICE FROM	DATES
$3789 + air	May 14-22, 2026	SOLD OUT
$3889 + air	Apr 9-17, 2027
$3889 + air	May 5-14, 2027

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The Best of Sicily in 11 days

My BEST OF SICILY TOUR takes you on a route visiting my best destinations on the island. We will visit all the main tourist sights, but the cultural experiences, small villages, and unique destinations often make the most vivid travel memories. I think we’ve come up with a balanced mix of both. Beginning in Palermo, you’ll experience a lively and vibrant city full of colorful characters, ancient churches, and bustling markets. Then we will get out of town to visit the ancient Greek sites of Segesta, Agrigento, and Syracuse. Along the way, you’ll experience the culture, cuisine, and sense of community only found in small villages and hilltowns. Additionally, there are plenty of opportunities to slow down and enjoy some free time on your own to make your own travel memories. Sicily will provide an intense dose of Italian culture supercharged with a Sicilian flair.

PRICE FROM	DATES


$4289 + air	March 29-Apr 8, 2027
$4289 + air	Sept 29-Oct 9, 2027

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CHRISTMAS MARKETS – GERMANY, FRANCE & ITALY in 8 days

Christmas Markets pop up all over Central Europe during the weeks leading up to Christmas. Experience these markets in three countries, all with different cultures, and languages.

Your Adventure Starts Here!

PRICE FROM	DATES
$3789 + air	Nov 28-Dec 5, 2027

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TOUR NAME	PRICED FROM	NUMBER OF DAYS	TOUR DATES
ESSENCE OF ITALY in 10 days	$4395 to $4595 + air	10	2026 SOLD OUT --------------------- Apr 29-May 8, 2027 May 19-28, 2027 June 3-12, 2027 June 20-29, 2027 Sept 2-11, 2027 Oct. 15-24, 2027
BEST OF ITALY in 15 days	$5389 to $5589 + air	15	2026 SOLD OUT --------------------- Apr 29-May 13, 2027 May 19-June 2, 2027 June 3-17, 2027 June 20-July 4, 2027 Sept 2-16, 2027 Oct 15-29, 2027
BEST OF SICILY in 11 days	$3989 to $4289 + air	11	2026 SOLD OUT ------------------------ March 29-April 8, 2027 Sept 29-Oct 9, 2027
TUSCANY VILLA VACATION in 10 days	$3959 to $4059 + air	10	Sep 3-12, 2026 -------------------- May 14-23, 2027 Sept 17-26, 2027
TUSCAN VILLA & ROME in 12 days	$4929 to $5029 + air	12	2026 SOLD OUT -------------------- May 14-25, 2027 Sept 17-28, 2027
AMALFI & ISLANDS in 9 days	$3789 to $3889+ air	9	2026 SOLD OUT -------------------- April 9-17, 2027 May 6-14, 2027
LONDON, PARIS, & ROME in 13 days	$5389 to $5589 + air	13	Jun 22-Jul 4, 2026 Sep 14-26, 2026 -------------------- April 19-May 2, 2027 June 7-19, 2027 Sept 13-25, 2027
CHRISTMAS MARKETS - GERMANY, FRANCE, ITALY in 8 days	$3789 to $3889 + air	8	NOV 29-Dec 6, 2026 ——————————— Nov. 28-Dec. 5, 2027