Coastal Tuscany & Harvest Time in Umbria

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Overview

Coastal Tuscany & Harvest Time in Umbria
Tuscany & Umbria
Duration: 11 days
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Villaggio Tours
$5,899
Deposit: $750

COASTAL TUSCANY & HARVEST TIME IN UMBRIA

Introduction
COASTAL TUSCANY & HARVEST TIME IN UMBRIA image

Sept 1-11, 2027 / 11 Days

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About This Trip

Join us for a fall soft adventure that combines two of our favorite Villaggio experiences: three nights on the Isola del Giglio off the coast of Tuscany, followed by a full week of harvest season in Umbria. We’ll see the glorious Argentario promontory and cruise to Giglio aboard a private charter boat — this trip is offered only in September, the best time to visit, when summer crowds have left but the weather is still warm and wonderful.

From there, we settle into our own Six Keys Guesthouse in Allerona for seven nights of grape harvesting, cooking with Franca, hill town exploring, and thermal spa soaking. This trip is a bit more adventurous than our other tours, though it’s still suitable for nearly all visitors. It includes three nights on Giglio and seven nights in Umbria — 10 nights and 11 days in total.

Trip Overview

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At a glance

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About This Trip

Day 1 - Arrivals and Transfer to Giglio

01-Sep-2027
Day 1 - Arrivals and Transfer to Giglio image

Begin Your Adventure: Rome to Giglio by Sea

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Private Van Transfer from Rome Fiumicino to Porto Santo Stefano

Your driver will meet you at Rome Fiumicino airport (FCO) for private van transfer to Porto Santo Stefano, where we’ll have lunch before boarding a private mini-yacht for the hourlong cruise to Giglio.
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Lunch in Porto Santo Stefano

Lunch before boarding a private mini-yacht for the cruise to Giglio.
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Mini-Yacht Cruise to Isola del Giglio

Departure
Porto Santo Stefano
Destination
Isola del Giglio
Board a private mini-yacht for the hourlong cruise to Giglio.
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Hotel Saraceno or similar

Check into your rooms and have some time to relax, explore Giglio Porto or take your first dip in the sea.
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Explore Giglio Porto or Swim

Relax, explore Giglio Porto or take your first dip in the sea.
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Seafood Dinner at Waterfront Restaurant

We’ll have a seafood dinner (land-based options available) at a waterfront restaurant.
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Evening Passeggiata by the Seaside

Enjoy an evening passeggiata by the seaside, maybe with a gelato in hand!

Day 2 - Hiking Across Giglio

02-Sep-2027
Day 2 - Hiking Across Giglio image

Guided Hike, Vineyard Lunch, and Seaside Dinner

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Breakfast at Hotel Saraceno

Enjoy breakfast at the hotel before starting the day's activities.
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Taxi Transfer to Giglio Castello

Departure
Hotel Saraceno
Destination
Giglio Castello
Transfer by taxi to Giglio Castello for a guided tour of the hilltop fortress and town.
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Guided Tour of Giglio Castello

Enjoy a guided tour of the hilltop fortress and town of Giglio Castello.
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Hike to Terraced Vineyard

Hike downhill about an hour from Giglio Castello to a terraced vineyard.
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Private Al Fresco Lunch in the Vineyard

Enjoy a private al fresco lunch in the vineyard, with views for miles.
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Hike to Giglio Campese

After lunch, hike down to Giglio Campese, where you’re free to take a swim before transferring by van back to Giglio Porto.
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Free Time in Giglio Porto

Free time to rest or wander before dinner.
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Seaside Dinner

Meet for another lovely seaside dinner.
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Hotel Saraceno

Stay at Hotel Saraceno after a day of hiking and exploring Giglio.

Day 3 - Giglio by Sea

03-Sep-2027
Day 3 - Giglio by Sea image

Private Island Cruise, Swimming, and Waterfront Dining

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Breakfast at Hotel Saraceno

After breakfast, we’ll meet our chartered boat for a private cruise around the island, with stops for swimming, snorkeling and beach time, plus lunch on board.
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Private Cruise Around Isola del Giglio

Meet our chartered boat for a private cruise around the island, with stops for swimming, snorkeling and beach time.
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Lunch On Board

Lunch on board during the private cruise around Isola del Giglio.
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Dinner on Your Own in Giglio Porto

Dinner on your own in Giglio Porto, where the waterfront is lined with restaurants and snack bars.
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Hotel Saraceno

Stay at Hotel Saraceno after a full day experiencing Giglio by sea.

Day 4 - Goodbye, Giglio & Hello, Allerona

04-Sep-2027
Day 4 - Goodbye, Giglio & Hello, Allerona image

Ferry to Mainland, Allerona Village Tour and Welcome Dinner

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Breakfast

After breakfast, we’ll catch the 1-hour ferry back to the mainland, where our van will be waiting to take us to Allerona, our base for the rest of the week.
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Ferry from Giglio to Mainland

Departure
Giglio
Destination
Mainland
Catch the 1-hour ferry back to the mainland from Giglio.
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Van Transfer to Allerona

Departure
Mainland
Destination
Allerona
Our van will be waiting to take us to Allerona, our base for the rest of the week. We’ll arrive around lunchtime.
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Six Keys Guesthouse

We’ll get you checked our village guesthouse and then we’ll convene for a buffet lunch of local specialties.
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Buffet Lunch of Local Specialties

Buffet lunch of local specialties after checking in at the guesthouse.
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Afternoon Tour of Allerona

After some time to unpack and rest, we’ll take an afternoon tour of Allerona, where you’ll learn about the history of the village and some of its special places and hidden corners.
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Free Time in Allerona

Free time to relax, wander around town and take pictures.
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Welcome Aperitivo and Dinner in Private Cantina

We’ll enjoy a festive “welcome to Allerona” aperitivo and dinner in a private cantina.

Day 5 - Orvieto’s Medieval Wonders and Underground Caves

05-Sep-2027
Day 5 - Orvieto’s Medieval Wonders and Underground Caves image

Tour Orvieto’s Historic Center and Caves

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Guided Tour of Orvieto’s Centro Storico

We’ll meet our guide for a tour of Orvieto’s centro storico (historic center) followed by a visit to the Duomo.
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Lunch at Trattoria in Orvieto

Lunch at our favorite trattoria in Orvieto.
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Visit to Orvieto’s Underground Caves

After lunch, we’ll visit one of Orvieto’s many underground caves, carved out over the millennia for storage, shelter and raw materials.
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Return to Allerona and Dinner

Return to Allerona for the evening and dinner at our lovely fine-dining restaurant.
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Six Keys Guesthouse

Stay at Six Keys Guesthouse after a day exploring Orvieto’s historic center and underground caves.
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Breakfast

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Dinner at Fine-Dining Restaurant in Allerona

Dinner at our lovely fine-dining restaurant in Allerona.

Day 6 - Harvesting and Village Life in Allerona

06-Sep-2027
Day 6 - Harvesting and Village Life in Allerona image

Experience Grape Harvest and Umbrian Traditions

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Grape Picking or Outdoor Activity

Depending on seasonal conditions, we’ll get an early start for grape picking. If harvest timing doesn’t align (it changes year to year), we’ll sub this with mushroom hunting or some other outdoor activity, weather permitting.
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Private Lunch with Franca and Anna Rita

Bring your appetites to a private lunch, prepared and hosted by Paolo’s mom, Franca, and sister, Anna Rita. Friends who’ve visited us recall “lunch with Franca” as the highlight of their stay.
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Free Time After Lunch

Free time after lunch to rest and relax.
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Private Dinner in the Home of Allerona Friends

Private dinner tonight in the home of Allerona friends.
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Six Keys Guesthouse

Stay at Six Keys Guesthouse after a day of harvesting and village life in Allerona.
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Breakfast

Day 7 - A Little Bit of Lazio

07-Sep-2027
Day 7 - A Little Bit of Lazio image

Explore Civita di Bagnoregio and Wine Tasting

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Visit Civita di Bagnoregio

Civita di Bagnoregio (la città che muore, or the dying city) sits on a dramatic tufa plateau just a short distance from Orvieto. We’ll walk across the long bridge — the only way to access the nearly-deserted town — and spend some time exploring and taking photos.
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Lunch at Civita di Bagnoregio

We’ll have lunch at Civita, then stop for a fantastic photo op of Orvieto.
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Wine Tasting at Etruscan Cantina

On the way back to Allerona, we’ll stop for a wine tasting at a cantina with cellars built by the Etruscans.
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Evening Drinks and Snacks or Rest

This evening, those who still have some energy and appetite can join us at the bar just outside of town for drinks and snacks (walking, or transport provided). Otherwise, you can just rest and relax with snacks at our guesthouse.
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Six Keys Guesthouse

Stay at Six Keys Guesthouse after a day exploring Civita di Bagnoregio and enjoying wine tasting.
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Breakfast

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Dinner

Day 8 - Cooking with Franca

08-Sep-2027
Day 8 - Cooking with Franca image

Hands-On Cooking, Family Lunch, and Grappa Tasting

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Cooking Lesson in Franca's Kitchen

Mid-morning, we’ll head to Franca’s kitchen for a cooking lesson. Handmade ravioli, ragu and tiramisu are on the menu!
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Family Lunch with Homemade Dishes

At lunch, we’ll have a family lunch with the delicious food we prepared earlier, followed by a grappa tasting.
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Free Afternoon to Relax

Your afternoon is free to relax.
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Evening Snacks or Dinner on Your Own

In the evening, we’ll provide snacks, or you can dine on your own at our restaurant in town.

Day 9 - Tuscany and the Umbrian Bosco

09-Sep-2027
Day 9 - Tuscany and the Umbrian Bosco image

Nature Hike, Etruscan Sites, and Pizza Party

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Nature Hike in Parco di Villalba

Midmorning, we’ll head up to Parco di Villalba and meet our friend Adio for coffee, followed by a ~2-hour nature hike, where he’ll offer an informal lesson on edible wild plants and herbs.
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Lunch at Woodland Osteria

We’ll end our walk at a cozy, wooded osteria for a lunch of traditional Umbrian specialties and local wine.
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Tour of San Casciano dei Bagni Archaeological Site

After lunch, we’ll ride about 20 minutes to San Casciano dei Bagni for a tour of the major Etruscan and Roman archaeological site that’s come to light there.
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Thermal Spa Visit

Then we’ll head up the hill to take a dip in the thermal pools of a luxury spa, where water bubbles from underground at a constant 104F.
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Pizza Party Dinner

This evening, it’s pizza party time!
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Six Keys Guesthouse

Stay at Six Keys Guesthouse after a day of outdoor activities and relaxation.
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Breakfast

Day 10 - Orvieto and Farewell Dinner

10-Sep-2027
Day 10 - Orvieto and Farewell Dinner image

Explore Orvieto and Enjoy Farewell Dinner

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Free Time in Orvieto

On your last day in Umbria, you’ll have some free time to shop for souvenirs in Orvieto.
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Transfer to Orvieto for Exploration

Mid-morning, our driver will take you to Orvieto, where you’ll have a few hours to explore and have lunch on your own.
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Return to Allerona

Return to Allerona mid- to late afternoon.
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Farewell Cookout Dinner

This evening, we’ll enjoy a festive cookout and say arrivederci to Allerona.
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Map

1. Rome Fiumicino Airport (FCO)

Via dell'Aeroporto di Fiumicino, 320, 00054 Fiumicino RM, Italy

2. Porto Santo Stefano

Porto Santo Stefano, 58019 Monte Argentario GR, Italy

3. Isola del Giglio

Isola del Giglio, 58012 Province of Grosseto, Italy

4. Giglio Porto

Giglio Porto, 58012 Isola del Giglio GR, Italy

5. Giglio Castello

Giglio Castello, 58012 Isola del Giglio GR, Italy

6. Giglio Campese

Giglio Campese, 58012 Isola del Giglio GR, Italy

7. Allerona

Allerona, 05011 Province of Terni, Italy

8. Six Keys Guesthouse

Via Roma, 6, 05011 Allerona TR, Italy

9. Orvieto

Orvieto, 05018 Province of Terni, Italy

10. Civita di Bagnoregio

Civita di Bagnoregio, 01022 Bagnoregio VT, Italy

11. Parco di Villalba

Parco di Villalba, 05011 Allerona TR, Italy

12. San Casciano dei Bagni

San Casciano dei Bagni, 53040 Province of Siena, Italy
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