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Villages of Tuscany

10-day small group tour through Tuscany's hilltop villages and vineyards — save 10%* on selected departures!

Rome return

10 days / 9 nights

Small Group Guided Tour

Multiple departures

from
$6,615*
per person twin share

Book Now

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Overview

A 10-Day Small Group Tour of Italy to Rome, Orvieto, Siena, San Gimignano and Volterra!

Travel from Rome into the heart of Tuscany, where hill towns and sun-drenched vineyards hold centuries of tradition. You'll get to sip Vino Nobile in Montepulciano, gaze across the Val d'Orcia, wander Siena's bustling market and uncover Volterra's Etruscan past.

Multiple departures April - October 2027.

About Trafalgar Small Group Touring

Discover the world on a more personal scale with Trafalgar Small Group Tours. With an average of just 16 guests (maximum 18), these thoughtfully designed journeys offer deeper connections, authentic local encounters and access to places larger groups simply can't reach. Stay in hand-picked boutique hotels, travel with an expert Travel Director and enjoy immersive experiences that bring each destination to life—from family-run wineries and artisan workshops to hidden villages and local traditions. With fewer travellers and more meaningful moments, you'll experience every destination in a richer, more relaxed and unforgettable way.

Highlights & Inclusions

Inclusions

  • 10 days, 1 country and 12 cities
  • 9 nights' accommodation
  • 9 breakfasts and 5 dinners
  • Airport transfers
  • An expert Travel Director and professional Driver
  • Cherry-picked hotels, all tried and trusted
  • Private air-conditioned vehicle
  • All porterage and restaurant gratuities
  • All hotel tips, charges and local taxes
  • Breakfast daily and up to half of your evening meals
  • Must-see sightseeing
  • Audio headsets for flexible sightseeing
  • Optional Experiences and free time

On occasion, hotels of a similar standard and location may be utilised.

Highlights

  • Explore Rome, Orvieto, Pienza, Siena, Volterra, Grosseto and Pitigliano
  • Discover Rome, Orvieto by funicular, the winemaking traditions of Montepulciano, the famous pecorino cheese of Pienza, Siena's historic districts and the centuries-old art of alabaster carving in Volterra
  • Visit the hilltop village of Orvieto, Siena's bustling weekly market, the UNESCO World Heritage-listed town of San Gimignano, the walled city of Grosseto and the colourful sculptures of Il Giardino dei Tarocchi
  • See the Roman Forum, Siena's Piazza del Campo and Duomo, the Roman Theatre and Palazzo dei Priori in Volterra

Itinerary

Day 1 | Rome

Arrive in Rome and meet your Travel Director before an orientation tour featuring the Roman Forum and Trevi Fountain. Enjoy a welcome dinner with your fellow travellers.
Meals: Dinner

Day 2 | Rome – Orvieto – Montepulciano

Travel to the hilltop town of Orvieto before continuing through Tuscany's picturesque wine country to Montepulciano. Explore the medieval village and enjoy a tasting of its renowned Vino Nobile wine.
Meals: Breakfast

Day 3 | Montepulciano – Montalcino – Pienza – Montepulciano

Discover two of Tuscany's most beautiful hill towns. Admire the spectacular Val d'Orcia, explore UNESCO-listed Pienza and savour a tasting of the region's famous pecorino cheese before dinner.
Meals: Breakfast, Dinner

Day 4 | Montepulciano – Siena

Journey to medieval Siena to browse one of Tuscany's largest markets before joining a Local Specialist to explore the Piazza del Campo, Duomo and historic Contrada Museum.
Meals: Breakfast

Day 5 | Siena – Certaldo – San Gimignano – Siena

Visit the medieval towns of Certaldo and UNESCO-listed San Gimignano before enjoying a Be My Guest dinner, wine tasting and local hospitality at a traditional Tuscan agriturismo.
Meals: Breakfast, Dinner

Day 6 | Siena – Volterra

Explore the ancient hill town of Volterra, visiting its Roman Theatre, Cathedral and Palazzo dei Priori. Witness the centuries-old tradition of alabaster sculpting by local artisans.
Meals: Breakfast

Day 7 | Volterra – San Galgano – Grosseto

Enjoy free time in Volterra before visiting the striking roofless Abbey of San Galgano. Continue to the walled city of Grosseto for an orientation tour.
Meals: Breakfast, Dinner

Day 8 | Grosseto – Saturnia – Pitigliano – Grosseto

Visit the famous thermal pools of Cascate del Mulino before exploring the dramatic hilltop town of Pitigliano, known as "Little Jerusalem" for its rich Jewish heritage.
Meals: Breakfast

Day 9 | Grosseto – Capalbio – Rome

Visit the colourful Tarot Garden (Il Giardino dei Tarocchi) before returning to Rome. Celebrate your Tuscan journey with a farewell dinner.
Meals: Breakfast, Dinner

Day 10 | Rome

After breakfast, transfer to Rome Airport where your Tuscan adventure comes to an end.
Meals: Breakfast

Itinerary is subject to change.

Dates/Pricing

DepartReturnPrice fromSavings
4 Apr 202713 Apr 2027$6,615 pp10%
2 May 202711 May 2027$6,729 pp10%
27 Jun 20276 Jul 2027$6,705 pp10%
25 Jul 20273 Aug 2027$6,705 pp10%
22 Aug 202731 Aug 2027$6,705 pp10%

*Advertised pricing is based on per person twin share and includes savings where applicable. Offer available on selected departures. Other departures are available and may not include savings and may incur a surcharge. Pricing is correct as at 30 July 2026 and is subject to change and availability at the time of booking.

Booking terms and conditions apply.

* Term and conditions apply: All pricing subject to change and availability. Advertised prices are per person twin share unless stated otherwise. Offers may be withdrawn at any time. Itineraries are subject to change. Booking Conditions and Phil Hoffmann Travel Schedule of Professionalism* applies. Please speak to your Phil Hoffmann Travel Consultant for more information.

Destinations featured in this deal

Europe Italy Tuscany

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