Home > Tours > Europe Tours > Italy & Sicily Tours > Tuscany Tours > Italy: Tuscany and Umbria Vineyard Walks

Italy: Tuscany and Umbria Vineyard Walks

No Reviews No Booking FeesDedicated Travel Advisor
Our Price From
US$3,879
Save up To $138
Twin Share (Per Person)
 Trip Length
8 Days
 Trip Starts
Florence
 Trip Finishes
Rome
8 Day Italy: Tuscany and Umbria Vineyard Walks Itinerary (G Adventures)
Countries Explored: Italy
Trip Style
Geluxe Collection
Departures
Budget
Premium
Max. Group Size
16
Pace
Moderate
Guide Level
Fully Guided
Trip Code
EIFG

Overview

Book online and enjoy exclusive savings on G Adventures 8 Day Italy: Tuscany and Umbria Vineyard Walks. Spend time in the Tuscan countryside in landscapes dotted with farmhouses and castles all while experiencing Italy in perfect harmony with the land. Hike the same paths spiritual pilgrims once walked long ago, sit down for a picnic lunch in the vineyards of Lamole di Lamole and learn about the food and drink you consume in a storybook setting. Italy has long been known for its atmospheric cuisine, on this trip you’ll get a taste of Tuscany and its own unique identity and thousand-year-old history.

Itinerary

After an informative morning welcome briefing with your CEO you will travel to San Gimignano for a visit before today's trek. Discover one of the most well preserved Italian medieval sites by marvelling at both the Gothic and Romanesque architecture of the historical centre, and by sampling some of the regional delights at lunch in town. Your trek begins after lunch, heading to the final destination of Colle Val d'Elsa. Stay: Hotel Palazzo Pacini (D)

After the hike, explore Monteriggioni’s charming streets and well-preserved medieval walls. Then, relax and enjoy a well-earned lunch with local flavors before heading back to Colle di Val d’Elsa, where you will have some free time to explore this historic town at your own pace. Stay: Hotel Palazzo Pacini (B/L)

After a decadent and leisurely lunch, continue on to Greve in Chianti, considered the "gateway" to the Chianti region. Greve in Chianti is formed around a beautiful triangular piazza, at the centre of which is a statue of the explorer Giovanni da Verrazzano, one of the town’s most illustrious sons, who went down in history for discovering the bay of New York. End the day relaxing with a cold drink at your Tuscan Villa perched above the vineyards. Stay: Borgo Casa al Vento (B/L/D)

After lunch, sample four varieties from the local Tuscan estates, continuing to learn not only about the process of wine making in Tuscany, but about the people who make their life here in Chianti. Tonight enjoy a special wine pairing dinner. Stay: Borgo Casa al Vento (B/L/D)

Your morning walk concludes just in time to sample another Tuscan favourite, pecorino cheese. A tasting of locally produced pecorino and ricotta cheeses is served with a glass of Montepulciano wine. After indulging in a glass of Montepulciano wine, it's only fitting to visit the town itself. A local guide welcomes you to this ancient hilltop town and provides an in depth walking tour of the old centre. Here we leave Tuscany and head into Umbria to Città della Pieve. Stay: Hotel Vannucci (B)

After you devour the fruits of your cooking labor, alongside a few glasses of delicious wine, the afternoon is yours to spend at leisure. A local guide will lead a walking tour of Città della Pieve, our home while in Umbria, known as the birthplace of renaissance painter Pietro Vannucci. Stay: Hotel Vannucci (B/L)

Take a short orientation walk of Rome after arriving to the hotel. If you are up for more walking, join your local Roman guide and walk the historical centre, visiting Piazza Barberini and Piazza di Spagna. Drop a coin into the Trevi Fountain and sip a cappuccino in Piazza Navona. If you are ready for less walking, more adrenaline, hop on the back of a Vespa with a professional driver and whiz through Rome from Trastevere to the Colosseum and lots more. Stay: Mama Shelter Roma (B/D)

Your adventure has come to an end, and you can depart at any time. (B)

Trip Inclusions

  • Your Welcome Moment: Meet Your CEO and Group
  • Your Foodie Moment: Molino di Grace Visit & Lunch, Panzano
  • Your Foodie Moment: Wine Pairing Dinner
  • Your Foodie Moment: Pecorino Cheese Tasting Your OM
  • G Day: Rome Walking Tour or Fully Guided Vespa Tour, Rome
  • Welcome lunch
  • Guided walking tour of San Gimignano
  • Guided walking tour of Montepulciano
  • Guided walking tour of Siena
  • Guided walking tour of Città della Pieve
  • Cooking class in Umbria
  • Walk Strove to Colle Val d'Elsa
  • Walk Monteriggioni to Siena
  • Walk Montefioralle to Panzano
  • Walk Volpaia to Lamole
  • Walk the Gladiator Trail
  • Visits to towns in the Italian countryside like Montefioralle, Greve in Chianti, and Panzano
  • Free time in Rome
  • Farewell dinner
  • All transport between destinations and to/from included activities
  • All tips for meals and activities, except for CEO and porterage

  • Accommodation, itinerary and inclusions subject to change.
  • Price is for land, cruise and internal flights as specified. Flights not specified are not included
Trip Style: Geluxe Collection
Trip Style: Geluxe Collection

Geluxe Active Adventure puts comfort first. Stay in handpicked accommodations, including one unforgettable “OMG Stay” for its wow-factor. Each trip features an “OMG Day” with two extraordinary experiences to suit hikers, history buffs, and food lovers. Enjoy extras like pre-paid tips, arrival transfers on most trips and more included dining than other G Adventures styles. Geluxe “rolls out the purple carpet” for travelers seeking style, depth and total comfort.

Play Youtube Video

Download Brochure

G Adventures Geluxe Collection (2025) Brochure

G Adventures Geluxe Collection (2025)

World, meet the grandest adventures on Earth. Get moving and go deeper into your destination with our growing line of premium active adventures expertly curated to keep you feeling oh-so comfortable. On a Geluxe trip, ‘ahhhh’ comes standard. You’ll stay in accommodations as comfortable as they are beautiful. You’ll eat meal after heavenly meal that’ll l moreeave you in a foodie state of bliss. Heck, even your itinerary will be paced for maximum enjoyment. These might be active adventures, but comfort is their middle name.

Dates & Pricing USD USD

Monday 20 Apr 2026 20 Apr 26 Florence
Monday 27 Apr 2026 27 Apr 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $3,999
US$3,879
Save $120
Twin Share (Per Personpp)
Tuesday 21 Apr 2026 21 Apr 26 Florence
Tuesday 28 Apr 2026 28 Apr 26 Rome
Details
Definite Departure
Our Price
US$3,999
Twin Share (Per Personpp)
Sold Out
Monday 04 May 2026 04 May 26 Florence
Monday 11 May 2026 11 May 26 Rome
Details
Definite Departure
Our Price
US$4,599
Twin Share (Per Personpp)
Sold Out
Tuesday 05 May 2026 05 May 26 Florence
Tuesday 12 May 2026 12 May 26 Rome
Details
Definite Departure
Our Price
US$4,599
Twin Share (Per Personpp)
Sold Out
Monday 18 May 2026 18 May 26 Florence
Monday 25 May 2026 25 May 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $4,599
US$4,461
Save $138
Twin Share (Per Personpp)
Tuesday 19 May 2026 19 May 26 Florence
Tuesday 26 May 2026 26 May 26 Rome
Details
Definite Departure
Our Price
US$4,599
Twin Share (Per Personpp)
Sold Out
Monday 08 Jun 2026 08 Jun 26 Florence
Monday 15 Jun 2026 15 Jun 26 Rome
Details
Definite Departure
Our Price
US$4,399
Twin Share (Per Personpp)
Sold Out
Tuesday 09 Jun 2026 09 Jun 26 Florence
Tuesday 16 Jun 2026 16 Jun 26 Rome
Details
Definite Departure
Our Price
US$4,399
Twin Share (Per Personpp)
Sold Out
Monday 22 Jun 2026 22 Jun 26 Florence
Monday 29 Jun 2026 29 Jun 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $4,399
US$4,267
Save $132
Twin Share (Per Personpp)
Tuesday 23 Jun 2026 23 Jun 26 Florence
Tuesday 30 Jun 2026 30 Jun 26 Rome
Details
Definite Departure
Our Price
US$4,399
Twin Share (Per Personpp)
Sold Out
Monday 06 Jul 2026 06 Jul 26 Florence
Monday 13 Jul 2026 13 Jul 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $3,999
US$3,879
Save $120
Twin Share (Per Personpp)
Tuesday 07 Jul 2026 07 Jul 26 Florence
Tuesday 14 Jul 2026 14 Jul 26 Rome
Details
Definite Departure
Our Price
US$3,999
Twin Share (Per Personpp)
Sold Out
Monday 24 Aug 2026 24 Aug 26 Florence
Monday 31 Aug 2026 31 Aug 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $3,999
US$3,879
Save $120
Twin Share (Per Personpp)
Tuesday 25 Aug 2026 25 Aug 26 Florence
Tuesday 01 Sep 2026 01 Sep 26 Rome
Details
Definite Departure
Our Price
US$3,999
Twin Share (Per Personpp)
Sold Out
Monday 07 Sep 2026 07 Sep 26 Florence
Monday 14 Sep 2026 14 Sep 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $4,599
US$4,461
Save $138
Twin Share (Per Personpp)
Tuesday 08 Sep 2026 08 Sep 26 Florence
Tuesday 15 Sep 2026 15 Sep 26 Rome
Details
Definite Departure
Our Price
US$4,599
Twin Share (Per Personpp)
Sold Out
Tuesday 15 Sep 2026 15 Sep 26 Florence
Tuesday 22 Sep 2026 22 Sep 26 Rome
Details
Definite Departure
Our Price
US$4,599
Twin Share (Per Personpp)
Sold Out
Saturday 19 Sep 2026 19 Sep 26 Florence
Saturday 26 Sep 2026 26 Sep 26 Rome
Details
Definite Departure
Our Price
US$4,599
Twin Share (Per Personpp)
Sold Out
Monday 21 Sep 2026 21 Sep 26 Florence
Monday 28 Sep 2026 28 Sep 26 Rome
Details
Definite Departure
Our Price
US$4,599
Twin Share (Per Personpp)
Sold Out
Tuesday 22 Sep 2026 22 Sep 26 Florence
Tuesday 29 Sep 2026 29 Sep 26 Rome
Details
Definite Departure
Our Price
US$4,599
Twin Share (Per Personpp)
Sold Out
Tuesday 29 Sep 2026 29 Sep 26 Florence
Tuesday 06 Oct 2026 06 Oct 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $4,599
US$4,461
Save $138
Twin Share (Per Personpp)
Monday 05 Oct 2026 05 Oct 26 Florence
Monday 12 Oct 2026 12 Oct 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $4,399
US$4,267
Save $132
Twin Share (Per Personpp)
Tuesday 06 Oct 2026 06 Oct 26 Florence
Tuesday 13 Oct 2026 13 Oct 26 Rome
Details
Definite Departure
Our Price
US$4,399
Twin Share (Per Personpp)
Sold Out
Monday 12 Oct 2026 12 Oct 26 Florence
Monday 19 Oct 2026 19 Oct 26 Rome
Details
Definite Departure
Our Price
US$4,399
Twin Share (Per Personpp)
Sold Out
Tuesday 13 Oct 2026 13 Oct 26 Florence
Tuesday 20 Oct 2026 20 Oct 26 Rome
Details
Definite Departure
Our Price
US$4,399
Twin Share (Per Personpp)
Sold Out
Tuesday 20 Oct 2026 20 Oct 26 Florence
Tuesday 27 Oct 2026 27 Oct 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $3,999
US$3,879
Save $120
Twin Share (Per Personpp)
Monday 04 May 2026 04 May 26 Florence
Monday 11 May 2026 11 May 26 Rome
Details
Definite Departure
Our Price
US$5,938
Solo (Own Room)
Sold Out
Monday 18 May 2026 18 May 26 Florence
Monday 25 May 2026 25 May 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $5,938
US$5,760
Save $178
Solo (Own Room)
Monday 08 Jun 2026 08 Jun 26 Florence
Monday 15 Jun 2026 15 Jun 26 Rome
Details
Definite Departure
Our Price
US$5,738
Solo (Own Room)
Sold Out
Monday 22 Jun 2026 22 Jun 26 Florence
Monday 29 Jun 2026 29 Jun 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $5,738
US$5,566
Save $172
Solo (Own Room)
Monday 06 Jul 2026 06 Jul 26 Florence
Monday 13 Jul 2026 13 Jul 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $5,338
US$5,178
Save $160
Solo (Own Room)
Monday 24 Aug 2026 24 Aug 26 Florence
Monday 31 Aug 2026 31 Aug 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $5,338
US$5,178
Save $160
Solo (Own Room)
Monday 07 Sep 2026 07 Sep 26 Florence
Monday 14 Sep 2026 14 Sep 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $5,938
US$5,760
Save $178
Solo (Own Room)
Saturday 19 Sep 2026 19 Sep 26 Florence
Saturday 26 Sep 2026 26 Sep 26 Rome
Details
Definite Departure
Our Price
US$5,938
Solo (Own Room)
Sold Out
Tuesday 29 Sep 2026 29 Sep 26 Florence
Tuesday 06 Oct 2026 06 Oct 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $5,938
US$5,760
Save $178
Solo (Own Room)
Monday 05 Oct 2026 05 Oct 26 Florence
Monday 12 Oct 2026 12 Oct 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $5,738
US$5,566
Save $172
Solo (Own Room)
Monday 12 Oct 2026 12 Oct 26 Florence
Monday 19 Oct 2026 19 Oct 26 Rome
Details
Definite Departure
Our Price
US$5,738
Solo (Own Room)
Sold Out
Tuesday 20 Oct 2026 20 Oct 26 Florence
Tuesday 27 Oct 2026 27 Oct 26 Rome
Details
Definite Departure
Exclusive Savings
Was: $5,338
US$5,178
Save $160
Solo (Own Room)
Show more dates...
Note
A definite departure means minimum numbers have been reached for this departure to operate. Your Global Journeys Travel Advisor will check the availability of your departure date when you Inquire. Additional savings may apply. T&C’s apply.
Note
Tour & cruises prices are per person. Prices shown have savings applied, are subject to availability and may be withdrawn at any time without notice. Pricing and trip details are correct at this point in time, however are subject to confirmation at the time of booking and are subject to change by G Adventures. For cruise itineraries, cabin images are sourced from the cruise-line and should be treated as indicative only. Cabin inclusions, upholsteries and room layout may differ to the image(s) shown depending on the ship selected and your sailing dates.

Similar Tours

9 Day Highlights of Italy (G Adventures)

9 Days Rome Venice

Operated By: G Adventures

From 1,815
Save 524
9 Day Solo-ish Italy (G Adventures)

9 Days Florence Venice

Operated By: G Adventures

From 2,334
Save 588
9 Day Christmas in Italy: Rome to Venice (G Adventures)

9 Days Rome Venice

Operated By: G Adventures

From 2,094
Save 317
8 Day Italy Family Journey: Venice to Rome (G Adventures)

8 Days Venice Rome

Operated By: G Adventures

From 3,734
Save 124