Highlights

  • Enjoy a three-night stay at the spectacular Castel Monastero
  • Sample a traditional Tuscan dining at Contrada restaurant
  • Enjoy exclusive VIP tickets to a performance at Teatro del Silenzio
  • Take in beautiful views of the rolling Tuscan hills
  • Relax with treatments and massages at the Spa Monasterii

Enjoy VIP tickets to one of Italy's greatest musical showpieces as you travel to Tuscany to experience Andrea Bocelli performing at the Teatro del Silenzio, set amid the pretty hills of rural Tuscany. Its all paired with a relaxing three-night stay at the stunning Castel Monastero, an immaculately restored 11th-century castle complete with gourmet dining and a sumptuous spa, surrounded by rolling vineyards and ancient forests.


Dates for the 2026 concert are yet to be confirmed and the below itinerary is subject to change. Speak with our specialists or enquire online to register your interest in our 2026 departures.


Day 1

UK to Pisa

Begin your holiday in style with complimentary airport lounge access before your short flight to Pisa. On arrival, you'll be greeted with your private driver for your transfer to your luxury resort located right in the heart of the Chianti region. Set in a restored medieval hamlet from the 10th century, Castel Monastero is a historic castle offering an abundance of character, a tranquil ambience and beautiful views of the rolling hills of Tuscany.

Castel Monastero, Tuscany

Castel Monastero, Tuscany


Days 2 – 3

Andrea Bocelli Concert & Tuscany

On the day of the concert, you will first be transferred with a stop at a local Tuscan restaurant for a light buffet dinner, and then onto Lajatico, and the stunning Teatro del Silenzio armed with your included VIP tickets to enjoy a welcome cocktail in the hospitality area. Settle into some of the best seats in the house in the executive area for a spectacular performance by the great Andrea Bocelli himself and his special guests.

The following day offers ample time to make good use of the hotel's considerable facilities. Be sure to take advantage of daily access at the Monasteri spa, followed by a refreshing swim in the stunning black basalt pool. We would also recommend dinner at the outstanding La Cantina restaurant with its high vaulted ceilings and stone walls – in the medieval wine cellars of Castel Monastero where the estate's Chianti has rested for centuries – for a delightful evening of Tuscan cuisine using local ingredients.


Breakfast included

Andrea Bocelli concert

Andrea Bocelli concert

Andrea Bocelli concert

Andrea Bocelli concert


Day 4

Depart for the UK

Enjoy a final morning at the hotel before your included private transfer to Pisa for your flight home.

Breakfast included


About the itinerary

"Not only is this a rare opportunity to witness the great Andrea Bocelli perform in his hometown, you'll also experience it all in style, with VIP access and seats in the executive area. And if that wasn't enough to impress, I've paired it with a relaxing stay at a beautifully restored medieval former monastery in the heart of Chianti."

Andy Austen

Destination Specialist

Pricing information

Guide price from £3,275 pp excl. flights

July 2026 from: £3,275 pp

2026 performance

Andrea Bocelli is expected to host his annual concert at Teatro del Silenzio in July 2026. While specific dates are not yet confirmed, please speak to your specialist to join the waiting list.

Includes

  • Private return airport transfers
  • 3 nights accommodation in a Deluxe room on a B&B basis
  • Welcome amenities in your room on arrival
  • Shared transfers between hotel and Teatro del Silenzio
  • Pre-concert light buffet dinner and refreshments in a Tuscan restaurant
  • Access to the VIP area and assigned seat in the Executive Area for the Bocelli families 20th anniversary concert
  • One Dinner for two during your stay at Castel Monastero in Contrada restaurant (drinks excluded)
  • Daily access to the Monasterii Spa for two adults
  • One 50 minute Spa treatment per person by Castel Monastero Spa experts

Why are international flights excluded?

We believe that luxury and flexibility go hand in hand. That’s why our prices exclude international flights. Flight availability and fares vary daily, so when you’re ready to book, we’ll provide a quote based on your chosen airline, dates and departure airport. Or, if you prefer, you’re welcome to book your own flights. Either way, every detail is tailored to suit you.

Terms & Conditions

Prices are per person based on two people sharing a twin/double room; prices are subject to availability and possible change; normal booking conditions apply.

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