Connoisseur Wines of Tuscany Tour

Dedicated to Lovers of Elegant Wines

The connoisseur wines of Tuscany tour includes:
Personalized visits to family wineries
Tasting of 90+ rated Chianti & Super Tuscans
Guided cellar tours
Private room & table for lunch
Home cooking with paired wine tasting
Scenic drive of the iconic Tuscan countryside
Multiple stops for your holiday photos.
Pick up from your doorstep
Spacious recent model minivan with AC
Guidance in perfect English

Scroll down for pricing


I’ve designed my Connoisseur’s tour with the intention of satisfying even the most refined palate. It’s a step up from my already premium Wine Lover’s Special tour. A no compromise day of highly rated wines, with a four course home cooked lunch, and scenic tour of the Tuscan countryside. Though I’m suggesting it’s a tour for aficionados, it’s open to everyone. If you love good food and wine,  even on a casual basis…you’ve qualified. It will be my pleasure to help you understand the wines of Tuscany, and how best they can be enjoyed. Last but certainly not least, we’ll be enjoying a leisurely drive through the iconic countryside, with stops for photos and contemplation.

Given the number and quality of wines the being tasted, and the four course meal, this tour has a higher price point than my other tours…but only by a small amount.

connoisseur wines of tuscany

We’ll be visiting two wineries, each of which places the utmost importance on the tiniest detail. This results in wines that are the epitome of elegance, finesse, and complexity. I’ll be taking you to “less famous estates,” which however are held in high regard by myself, the press, and most importantly of all…by the local sommeliers associations.

You may be thinking; “connoisseur wines of Tuscany, hmmm? I bet they’re expensive!” Well here’s the good news. The only thing we’ll be missing is the price tags associated with the famous names. Of the twelve wines you’ll be tasting, only one is over $100. The others range between $20 and $70, and I’ll let you let you in on a secret…my personal favorite is the “cheapest” one.

As you’ll be tasting approx 12 wines, and the time at each estate will be extended. This to give you time to reset your taste buds between each glass, and also enjoy the experience without being rushed.

The visit to the first estate will also include a four course home cooked feast. Each course will be paired with the estate’s highly rated wines. It’s a unique opportunity to get away from restaurants (however good), and discover genuine Tuscan food as prepared at home.

2022 price list: minivan guidance & all travel fees included

2 participants €235 per person
3 participants €160 per person
4 participants €150 per person
5 participants €135 per person
6 participants €125 per person
7 participants €115 per person
8 participants €107 per person

Four course lunch, paired wine tasting and cellar tour: €40 per person

Second winery & tasting of eight wines: €40 per person

Pricing example: Tour for two people is €630 total


Connoisseur wines of Tuscany: The day, the wineries

09.00am: Our day in Tuscany departs directly from your accommodation, and we enjoy a morning drive through the gorgeous Tuscan countryside. The drive will be leisurely, and we’ll make a number of stops for photos. I’ll explain the history and agriculture of the Chianti region as we travel, and at each stop.

Late morning we reach Monterinaldi winery, where we’ll also be enjoying lunch.

Then during the afternoon we’ll be visiting either Gagliole or Castello di Radda. See below for more info on the wineries.

Monterinaldi Winery

Monterinladi is an ancient property, and was once the farming estate of a castle sitting on a nearby hill. Today it boasts a beautiful 1800’s villa, and underground cellars from the same period. Their highly rated wines, for which you can see the reviews here, are representative of Tuscan traditions. This means wines to accompany food, and traditional wine making methods. However, they’ve recently introduced a number of new products, with a more international appeal, and they’re rapidly gaining consent.

Your visit to Monterinaldi starts with a guided tour of the cellars. Then around mid-day you’ll be invited to take a seat in the estate’s 1800’s villa. Here you’ll be enjoying the luxury of a private room and table, and you’re in for a four course feast. It will be genuine home cooking, prepared by Margherita who isn’t a chef, “just” a great cook in a traditional and homely sense. The meal will consist of a starter course, a pasta course, a meat course, and sweet to close. Each course will be accompanied by the estate’s 90+ Chianti and Super Tuscan wines.

Gagliole Winery

Early afternoon will have us visiting Gagliole winery (or Castello di Radda see below). Another ancient property, now beautifully and lovingly restored. We start with a guided tour of the cellars where we’ll see how no expense has been spared for the latest in cutting edge technology. This is backed up by the know how of a highly qualified staff, perfect growing conditions, and lots and lots of care. For example: the manual sorting of each berry before crushing. Only the perfect ones are used, the rest (which many would still use) are discarded and used as compost.

Gagliole pride themselves (and rightly so) for the elegance of their wines, and you can see the reviews here. You’ll be tasting eight of their high scoring Chianti and Super Tuscan wines, and of course, you’ll be given ample time to allow your taste buds to recover between one glass and the other.

Castello di Radda Winery

Castello di Radda is owned by the Beretta family who are well known for the historical Sparviere estate, which produces Franciacorta sparkling wines in northern Italy. They Castello di Radda in 2003 and undertook a vast project, that involved the recovery of vineyards that had been abandoned. After a number of years of care and attention, the old vines not only returned to their former splendor, but underwent a vast improvement.

At the same time a new building and cellars were built with respect for the traditions of the area. Thus we have a modern construction, but finished in stone just like the old farm houses of the Chianti region.

The estate works with some of Italy’s most sought after wine makers, and the results are there to be tasted. The press have given Castello di Radda many excellent write ups, and 90+ points, but it’s not about the press. It’s about the local sommeliers, who’s opinion I deem to be much more important…and they’re saying great things too.

Our Connoisseur wines of Tuscany tour comes to an end around 04:30pm, and we head back to Florence which will take about an hour. Drop off at your accommodation is at approx 05:30pm

FAQ in brief

Can I Buy Wine?
Yes of course. Price lists are placed on the table for your information, but there is no implied obligation, and you will not be asked if you wish to make a purchase. Only you can express that desire.

What is Chianti?
Chianti is a strictly regulated appellation wine. It can only be produced in central Tuscany within defined geographical boundaries.

What is Chianti Classico?
The Chianti production area has been expanded over the years, and is fairly large. Chianti Classico is the wine that’s made in the original and much smaller historic production zone. By law it has to contain a minimum of 80% Sangiovese grapes.

What is a Super Tuscan?
Super Tuscans are a creative approach to wine making. Apart from defining the geographic area where the grapes are grown, and the wine is made, there are few rules. There is however an underlying concept which all reputable estates adhere to, and that’s the quest for the highest quality possible. The grapes tend to be Cabernet, Merlot & Syrah.

The cellars at Monterinaldi
Hand selection of grape berries Galgliole winery
Gagliole-Conca-d'Oro panorama
Cement vats seen on a private wine tour of Tuscany
Pouring wine at a tasting
Castello di Radda winery Tuscany

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