Destination
Tuscany region

Duration
11 Nights
12 Days

Hotel Category
4★ Hotels
5★ Hotels

Journey Introduction

This exclusive journey through Tuscany and the Tuscan Archipelago has been carefully designed to immerse you in the region’s most refined experiences, where history, landscapes, gastronomy and culture blend into an unforgettable luxury itinerary. From the Renaissance splendor of Florence to the golden vineyards of Chianti and Montalcino, from the thermal valleys of Val d’Orcia to the wild coastlines of the Maremma and the crystal waters of Elba Island, each day reveals a different facet of Tuscany’s timeless beauty.

You will explore UNESCO World Heritage towns, stroll through medieval villages frozen in time, and meet passionate artisans and winemakers who preserve centuries-old traditions. Private guides, curated tastings, and exclusive culinary experiences allow you to discover the authentic soul of Tuscany in comfort and elegance.

Your journey also includes encounters with Tuscany’s rural heritage, from traditional cooking classes to visits to historic wineries producing world-renowned wines such as Brunello and Bolgheri Superiore. Along the coast, dramatic cliffs, hidden coves, and refined seaside villages offer moments of relaxation and spectacular scenery.

Luxury accommodations have been carefully selected to enhance each destination, combining refined hospitality with a strong sense of place. Every step of this itinerary is designed to balance cultural discovery, gourmet pleasures, and relaxed moments surrounded by Tuscany’s most breathtaking landscapes.

Day 1

Arrival in Florence: The Gateway to the Renaissance

Private Transfer from Florence Airport
Luxury Check-In at Anglo American Hotel Florence – Curio Collection by Hilton
Sunset Aperitivo Experience in Florence

Day 2

Florence: Masterpieces of the Renaissance

Private Guided Tour of Florence & Accademia Gallery (Fee Entrance)
Piazza della Signoria & Ponte Vecchio Walk
Santa Croce Square & End of the Tour

Day 3

Medieval San Gimignano, Tuscan Cooking & Chianti Wine Experience

Scenic Drive Through the Tuscan Countryside
Tuscan Cooking Class Experience in Castello Oliveto
Chianti Winery Visit & Wine Tasting
San Gimignano – The Legendary Town of Towers – Free Time

Day 4

From Florence to the Val d’Orcia: Siena and the Tuscan Countryside

Scenic Transfer Through Medieval Siena to the Timeless Landscapes of Val d’Orcia
Private Guided Tour of Siena
Journey Through the Val d’Orcia Countryside
Arrival & Luxury Check-In at Adler Spa Resort – Bagno Vignoni

Day 5

Pienza & Montalcino: Flavors of the Val d’Orcia and Brunello Excellence

Visit to the Renaissance Village of Pienza
Montalcino – The Land of Brunello
Exclusive Brunello Winery Experience & Gourmet Lunch

Day 6

From Val d’Orcia to the Tuscan Coast: Pitigliano & Monte Argentario

From Hilltop Villages to the Mediterranean Sea
Journey from Bagno Vignoni to Pitigliano
Lunch Experience in Pitigliano
Arrival in Monte Argentario & Luxury Check-In in Porto Ercole

Day 7

Maremma Discovery: Butteri Cowboys & Wild Beaches of Alberese

Authentic Traditions and Untouched Nature of the Tuscan Maremma
Tenuta Alberese Farm Experience & Butteri Show
Traditional Farmhouse Lunch in the Maremma Countryside
Wild Beaches of the Maremma Natural Park – Alberese

Day 8

From Monte Argentario to Elba Island: Sailing to the Tuscan Archipelago

A Scenic Journey from the Tuscan Coast to the Island of Elba
Scenic Transfer from Porto Ercole to Piombino
Piombino Historic Center & Seaside Lunch
Ferry Crossing to Elba Island
Arrival & Luxury Check-In at Hotel Hermitage – Elba Island

Day 9

Elba Island Discovery: Portoferraio, Crystal Beaches & Island Winery

Exploring the Natural Beauty and Wine Traditions of Elba Island
Portoferraio – Historic Harbor Town
Capo Bianco – One of Elba’s Most Spectacular Beaches
La Chiusa Winery – Elba Wine Experience
Afternoon at Leisure by the Sea

Day 10

Elba Island Leisure: Mediterranean Relaxation & Island Elegance

A Day to Embrace the Serenity of the Tuscan Archipelago
Leisure Time at Hotel Hermitage Beach & Resort
Optional Exploration of Elba’s Hidden Bays & Villages

Day 11

From Elba Island to Florence via the Bolgheri Wine Region

From Mediterranean Shores to Tuscany’s Prestigious Wine Country
Ferry from Elba Island to the Tuscan Mainland
Bolgheri Winery Experience & Vineyard Lunch
Return to Florence & Final Evening in Tuscany
Luxury Check-In at Hotel Plaza Lucchesi – Florence

Day 12

Departure from Florence

A Graceful Farewell to Tuscany
Private Transfer to Florence Airport

TOUR FEATURES

First-class luxury hotels and refined boutique properties for 11 nights

Accommodation:
Deluxe / Superior Room Category

Included meals:
Daily buffet breakfasts
2 Gourmet Lunches
1 Cooking Class Lunch Experience
4 Wine Estate Tasting & Lunch Experiences
1 Pecorino di Pienza Cheese Tasting

Selected luxury hotels throughout your journey

2 NightsFlorence – Anglo American Hotel Florence, Curio Collection by Hilton — 5★ Luxury Hotel or similar
2 NightsBagno Vignoni (Val d’Orcia) – Adler Spa Resort Thermae — 5★ Luxury Spa Resort or similar
2 NightsPorto Ercole (Monte Argentario) – Hotel La Roqqa — 4★ Boutique Coastal Hotel or similar
3 NightsElba Island – Hotel Hermitage, Procchio — 5★ Seafront Resort or similar
1 Night – Florence – Hotel Plaza Lucchesi — 4★ Historic Riverside Hotel or similar

Culinary & Gastronomic experiences

Tuscan Hands-On Cooking Class Experience in the Chianti countryside
Traditional Pecorino di Pienza Cheese Tasting
Brunello di Montalcino Winery Visit & Gourmet Vineyard Lunch
Authentic Maremma Farmhouse Lunch Experience
Bolgheri Wine Estate Visit & Wine Tasting (Super Tuscan wines)
Elba Island Winery Experience – La Chiusa Estate

Wine Estate Experiences

Chianti Wine Estate Visit & Tasting
Brunello di Montalcino Premium Winery Experience
Bolgheri Super Tuscan Wine Estate Visit & Tasting
Elba Island Mediterranean Winery Experience

Priority Entrance Tickets Included

Skip-the-line access to:

  • Skip-the-line access to: Accademia Gallery

Private Guided Experiences

  • Private licensed guides in Florence Renaissance Siena Private San Gimignano

Private Transportation

  • Ferry Crossing Tuscan Mainland ↔ Elba Island
  • Private luxury vehicle and driver throughout the journey
  • Private airport transfers
  • All intercity transfers and touring included
  • Local licensed expert guides during scheduled tours

Receive the detailed Itinerary

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Travel dates

Highlights

  • Professional Multilingual Driver/Escort Service
  • Friendly and family oriented personalized service
  • Certified Local Guides Guaranteed departures with min. 2 passengers
  • Safety and customized programs
  • Efficiency and looking out for traveler’s interest and needs.
  • Experience and passion for travel

Payment schedule

First deposit

Cancellation

Final payment

CONTACTS

ITALY TRAVEL SPECIALIST® s.r.l.
Via Luigi Galvani 2, 50131 Firenze (FI) Italy
mail: info@italytravelspecialist.it
office phone +39 366 188 12 66

The quote excludes:

Hotel City tax not included according to new regulations and where applicable
Items of a personal nature: telephone calls, faxes, laundry, room service and other items of a personal nature not specifically mentioned.
Gratuities to Tour Manager, driver, and local guides.
Trip cancellation/interruption insurance. (available and highly recommended).
Airport taxes, excess baggage, meals not included in attached itinerary.
Passports and or visas necessary for entry into countries on itinerary.
(Note: passports must be valid 6 months beyond intended stay.)

Not included:

Flights
City tax / Tourist tax - average cost 6,00€ per person per night at Hotel 4 stars to be paid on spot locally
All that is not mentioned in "included" The last day of the tour is the customary time to extend gratuities to your guide and driver. The schedule is subject to change. An update will be given at the end of each day for the next day’s activities.
Your escort will be available throughout the tour for any questions or assistance.