CoastaL Tuscany & Umbria Sampler

Highlights of our Coastal Tuscany & Umbria Sampler tour:

  • A sailboat ride to Isola del Giglio aboard a historic wooden schooner
  • A nature hike on Giglio, with an al fresco lunch in a vineyard
  • E-biking, swimming, snorkeling, zodiac rides and beach time
  • Foraging and cooking lessons in Allerona
  • A sightseeing day in Orvieto 
Villaggio tours - italy village tours to tuscany

LENGTH

8 days/ 7 nights

HIGHLIGHTS

Gorgeous remote beaches, coastal soft adventure, and the chance to experience both island and village life 

DATES

September 13-20, 2025 – SOLD OUT

September 13-20, 2026

TRIP SIZE

Up to 10 guests

Combine the wild coast of Tuscany with Umbrian village life

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Coastal Tuscany and Umbria Sampler

Fully escorted & (almost) all-inclusive
$5199
  • Per person, based on double occupancy
  • Maximum of 10 travelers
  • Single supplement available

Join us for a late summer soft adventure that includes some of our favorite areas of Italy that aren’t Umbria — the glorious Argentario promontory and the Isola del Giglio off the coast of Tuscany. This 8-day, 7-night adventure is more active than our other tours, and includes 3 nights on Giglio and 4 nights in Umbria.

Day 1: Arrivals & transfer to Giglio

Liz and your driver will meet you at Rome Fiumicino airport (FCO) for private van transfer to Porto Santo Stefano, from where we’ll board a private boat (sailboat or mini-yacht, depending on conditions) for the cruise to Giglio, with a lunch stop along the way. 

  • Check into your rooms and find a welcome snack. From there, you have a couple of hours to relax, walk around or take your first dip in the Mediterranean.
  • We’ll have a seafood dinner (land-based options available) at a waterfront restaurant.
  • Enjoy an evening passeggiata by the seaside, maybe with a gelato in hand!

Accommodations: Hotel Saraceno or similar
Meals: Lunch, dinner 

After breakfast at the hotel, we’ll join a local guide for a moderate hike to Giglio Castello, the hilltop fortress town that dominates the island.

  • Our hard work is rewarded with a private al fresco lunch in a vineyard, with views for miles.
  • After lunch, we’ll hike down to Giglio Campese, where you’re free to take a swim before we transfer by van back to Giglio Porto.
  • You’ll have some free time to rest or wander before we meet for another lovely seaside dinner.

Accommodations: Hotel Saraceno
Meals: Breakfast, lunch, dinner 

On this full day, we’ll experience Giglio by sea:

  • After breakfast, we’ll meet our chartered sailboat for a private cruise around the island, with stops for swimming, snorkeling and beach time, plus lunch on board. 
  • Dinner on your own in Giglio Porto, where the waterfront is lined with restaurants and snack bars.

Accommodations: Hotel Saraceno
Meals: Breakfast, lunch

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. We’ll arrive around lunchtime.

  • We’ll get you checked our village guesthouse and then we’ll convene for a buffet lunch of local specialties.
  • 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.
  • Free time to relax, wander around town and take pictures.
  • We’ll enjoy a festive “welcome to Allerona” aperitivo and dinner in a private cantina. 

Accommodations: Our Allerona guesthouse (opening fall 2025)
Meals: Breakfast, lunch, dinner 

We’ll spend the morning in Franca’s kitchen, plus visit a private noble palace.

  • Mid-morning, we’ll head to Franca’s for a cooking lesson. Handmade ravioli, ragu and tiramisu are on the menu!
  • At lunch, we’ll dine on the delicious food we prepared earlier, followed by a grappa tasting.
  • Your afternoon is free to rest and digest.
  • This evening, we’ll tour a village palace, the ancestral home of a local family, followed by tasting of local olive oil, wine and other products.

Accommodations: Our Allerona guesthouse 
Meals: Breakfast, lunch, light dinner 

Weather permitting, we’ll spend most of the day outdoors, learning about the ancient Etruscans, thermal baths and foraged foods.

  • 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.
  • We’ll end our walk at a cozy, wooded hosteria for a lunch of traditional Umbrian specialties and local wine.
  • 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. 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.
  • This evening, it’s pizza party time!

Accommodations: Our Allerona guesthouse
Meals: Breakfast, lunch, dinner 

Today, we’ll get to know Orvieto, the beautiful medieval city with Etruscan roots and a magnificent 14th-century cathedral. On the 20-minute ride to Orvieto, we’ll explain a little of the city’s history (and maybe a little about how Liz and Paolo met here!). 

  • We’ll meet our guide for a tour of Orvieto’s centro storico (historic center) followed by a visit to the Duomo.
  • Lunch at our favorite trattoria in Orvieto
  • After lunch, you’re free to explore on your own, though I’ll provide you with some suggestions for sightseeing and souvenir shopping. 
  • This evening, we’ll enjoy a festive cookout and get ready to say arrivederci

Accommodations: Our Allerona guesthouse
Meals: Breakfast, lunch, dinner 

After breakfast, we’ll say our farewells and, depending on your onward schedule, get you transferred to Rome airport of the Orvieto train station. 

Meals: Breakfast 

INCLUDED:

  • Pick up at Rome airport with private transfer to Porto Santo Stefano
  • Sailboat ride to Giglio and return by ferry
  • 7 nights accommodation with breakfast, including 1 night in Porto Santo Stefano, 2 nights on Giglio and 4 nights in Allerona
  • Guided Giglio hike with vineyard lunch, e-bikes and private boat tour with a beach stop
  • Almost all meals and wine, except where indicated
  • Ample snacks on the nights we don’t do dinner
  • Local transportation via minibus with driver
  • Private dinners and tastings and a cooking lesson
  • Private tours

EXCLUDED:

  • Airfare or train fare to or within Italy (other than train from Venice)
  • Travel insurance (strongly recommended)
  • Tips for drivers and guides
  • Optional meals and drinks not included in the tour itinerary
  • Souvenirs and incidentals

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