Brunello di Montalcino Helicopter Tour from Rome or Florence
Take to the skies on the ultimate VIP Tuscany tour that includes wine tasting and a gourmet lunch
Looking for the perfect luxury tour of Tuscany? It doesn’t get more luxurious than soaring through the Tuscan countryside by private helicopter! Whether you’re in Rome or Florence, our door-to-door service makes it easy to fly to the beautiful medieval town of Montalcino, famed for the beloved Brunello wine made in the surrounding vineyards. On this tailored private tour, spend your day tasting delicious local wines, strolling through gorgeous countryside, and enjoying a gourmet Tuscan lunch.
- Private tour from Rome or Florence
- VIP door-to-door service
- Your own private helicopter
- Fly over Tuscan landscapes
- Vineyard tours
- Private Brunello wine tasting
- Tuscan lunch with a view
- The finest regional food
- Winding streets of Montalcino
- The Medieval Castle
- A little more wine?
- Buon viaggio!
You'll begin your day as you mean to go on, with everything taken care of for you! This morning, a luxury private transfer will take you from your accommodation to the helipad, where your pilot and private Tuscany guide will be waiting to begin your exhilarating flight into Italy's premier wine region. Your private tour can start from either Rome of Florence, and can be fully customized the make sure your day in the surrounds of Montalcino is just as you dreamed it. We've planned a wonderful itinerary for your day in Tuscany, but we'll be in touch to ask if you'd like to change something.
Included today are two vineyard visits with multiple Brunello wine tastings, a gourmet Tuscan lunch tailored to your tastes, and time to explore the atmospheric hilltop town of Montalcino. On top of that, the chance the see the stunning Tuscan countryside fly by from the window of a private helicopter is hard to beat!
Montalcino Private Helicopter Tour Description
Your exclusive Tuscany day trip includes:
Start your tour in either Rome or Florence
Luxury return transportation from your hotel to the helipad
Private helicopter ride through Tuscany
Wine tastings at two leading Brunello vineyards
Explore the medieval town of Montalcino
Delicious Tuscan lunch at a renowned local restaurant or vineyard
Your own expert personal tour guide for the day
The Best Way to Travel to Tuscany!
Your VIP day in Tuscany starts as all good VIP days should. A private driver pick you up from your hotel in Rome or Florence with a luxury vehicle and take you to the helipad. From there you'll meet your pilot and guide, take a few photos on the the helipad, and begin your journey into Tuscany! The ride takes about 45 minutes and you'll get a view like no other as you soar over the stunning countryside below. Your guide will point out different landmarks, lakes, and destinations along the way, and you'll pass over picturesque hilltop towns such as Orvieto as you head towards Montalcino.
Landing in Montalcino
After your flight over Tuscany, you'll touch down in the grounds of one of our favorite vineyards where a private driver will be waiting to take you to your first tasting of the day.
This tour can be fully tailored to give you your ideal Tuscan wine experience. After booking, we'll contact you to discuss the experience you'd like to have. We will suggest vineyards based on our local knowledge, considering the wine produced, the beauty of their grounds, and the overall experience offered, but you will have the final say on where we go. Rest assured, there are plenty of wonderful options in this beautiful part of Italy.
Taste the Famous Brunello Wines
In the late morning, it'll be time for your first wine tasting, along with a tour of vineyard. A sommelier from the vineyard will walk you through the grounds and explain the history and techniques used to create the world-famous Montalcino di Brunello wine variety. You'll then stop for a tasting of their very best wines, with usually about four or five different wines on offer.
If you'd like to trust our choices, we'll take you to one of Montalcino's oldest and most famous estates on this first stop. They have an eclectic cellar with all of the rustic characteristics that you would expect from Tuscany.
Lunch with a Vista!
After your first tasting, you'll head off to have lunch at a local restaurant with a view or at a local vineyard, depending on your tastes. We'll happily provide our opinion on where to go and what to eat, and you'll have your expert Tuscany guide with you to curate your dining experience and ensure it is memorable. Enjoy amazing Tuscan dishes characteristic of the region, like Pappardelle al Cinghiale (pasta with wild boar meat) while sipping one of the region's top wines and enjoying one of Italy's best views.
Explore Montalcino Town
Before your next tasting, you can take a stroll through the medieval hilltop town of Montalcino. This picturesque little town is a real treat, and with the nearest train an hour away so you won't find big tourist crowds here—mostly just locals and wine-loving travelers like yourselves!
Explore the central castle, walk through Montalcino's winding streets, or simply find a quiet spot to sit and watch everyday Tuscan life play out around you.
Your Afternoon Tasting
After you've walked off your lunch, your private driver will take you to your second vineyard for an afternoon wine experience. Tour the grounds and even pick a grape off the vines if they're in season, before the sommelier delivers your second tasting of the day. Usually consisting of four or five different wines, your tasting experience often includes olive oil and balsamic vinegar pairings to bring out the flavors even more. You'll start to realize the difference a couple miles or even a couple hundred yards will have on the different flavors and aromas of the wine, and you'll gain a real appreciation of the wine culture of this stunning part of Tuscany.
Throughout the tour you'll have the chance to purchase wine or other products and ship them home, and you may even want a few bottles to take back to your hotel!
Back to the City in Style
As the sun begins to fade away, you'll return to your helicopter where your pilot will be waiting to take you back to Rome or Florence. Enjoy a scenic afternoon flight and arrive back in the city in true VIP style. A private driver will be be at the helipad ready to take you back to your accommodation.
What you get with this tour

See what people are saying
7 total reviews
Leave a reviewAn amazing day from start to finish!
Patrick Surrett
I can't say enough good things about this tour. We booked this for our parents' 59th anniversary trip to Rome. We wanted something that would be extremely special and something we would all remember. The folks at The Tour Guy hit a homerun with this one! Our driver, Luca, and our tour leader, Nida, met us at the hotel right on time. Nida, was fantastic. She was friendly, accommodating and engaging. We really enjoyed spending the day with her. The helicopter pilot, Filipo (I'm pretty sure that was his name), was equally as friendly. The driver, Claudio, who shuttled us around the vineyards and the local town was a pleasure to be around, too. The tastings were fun and provided a wide variety of Brunello wines to experience. The tour of the facilities and the description of the wine making process were interesting, too. The staff at both of the wineries were just as friendly as the folks from The Tour Guy. It really felt like we were spending time with friends we'd known for a while. I cannot recommend this tour enough. From the booking all the way through to the sunset landing at the airport, this tour was first class. Thank you to everybody who was involved in making this a magical experience. My family will always remember it!
MUST DO!!!
Cody Adelman
This was a once in a lifetime VIP experience. From the beginning to the end it was so fun and well organized. We had the best tour guide Teodora who picked us up from the hotel and was our guide all day long and made us feel so special the entire day. She was on top of everything from the timing and the wineries and very easy to talk communicate with. It was just the best day we had on our entire trip in Florence!! Would recommend this to anyone!!!
Bucket List Tour
Unverified Review
My husband and I have always tried to do unique and uncommon experiences, especially when traveling. This tour was definitely an unbelievable way to travel through Tuscany! The views from above, coupled with the VIP exclusive winery visits have topped our list for incredible experiences thus far. Put it on your Bucket List!
Frequently Asked Questions
What to bring?
Depending on the season, you should bring warm clothing and maybe rain gear. Tuscany has a cool damp climate so we recommend bringing extra clothing. You can always leave them in the chopper! Feel free to dress casual or elegant as there will not be much walking, but be prepare to walk across some uneven terrain during vineyard tours.
What to bring?
Depending on the season, you should bring warm clothing and maybe rain gear. Tuscany has a cool damp climate so we recommend bringing extra clothing. You can always leave them in the chopper! Feel free to dress casual or elegant as there will not be much walking, but be prepare to walk across some uneven terrain during vineyard tours.
I have some doubts about my mobility. Is this tour right for me?
If you have any doubts about your mobility then a private tour is your best bet. Please get in touch to let us know of any mobility issues so that we can plan accordingly.
Can I specify the vineyards I'd like to visit?
Of course! This is your experience and it can be tailored for you. We have some great recommendations too, if needed.