Brunello di Montalcino Helicopter Tour from Rome or Florence
Soar above Tuscany on an exclusive VIP tour, complete with private wine tastings and a gourmet lunch
Soar above Tuscany’s breathtaking landscapes on a private helicopter tour that redefines luxury. Glide over rolling hills, cypress-lined roads, and picturesque vineyards before touching down at a prestigious estate for an unforgettable day. Indulge in world-class wine tastings and a gourmet dining experience, paired perfectly with the region’s stunning views. Departing from either Rome or Florence, this exclusive adventure combines elegance, flavor and the unmatched beauty of Tuscany from above.
- PRIVATE HELICOPTER DAY TRIP
- 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!
Start your day exactly as you envision—completely stress-free and perfectly organized for you! A luxury private transfer will whisk you from your accommodation to the helipad, where your pilot and personal Tuscany guide will be ready to take you on an unforgettable flight over Italy's premier wine region. Whether departing from Rome or Florence, your private tour is fully customizable to ensure your day in the enchanting Montalcino area is everything you’ve dreamed of. We’ve crafted a wonderful itinerary for your time in Tuscany, but we’ll be in touch to see if you'd like to make any adjustments.
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 adventure in Tuscany begins as all extraordinary journeys should—with luxury at every turn. A private driver will collect you from your hotel in Rome or Florence in a high-end vehicle and escort you to the helipad, where your pilot and guide will be eagerly awaiting your arrival. Take a moment for some photos before embarking on a breathtaking 45-minute flight into Tuscany. As you soar above the stunning countryside, your guide will highlight key landmarks, shimmering lakes, and charming destinations below, including the picturesque hilltop town of Orvieto, as you make your way toward Montalcino.
Landing in Montalcino
After an exhilarating flight over the Tuscan landscape, you’ll land in the beautiful grounds of one of our favorite vineyards. A private driver will be on hand to take you to your first wine tasting of the day. This tour is entirely customizable, allowing you to shape your ideal Tuscan wine experience. After booking, we’ll reach out to discuss your preferences and offer expert recommendations based on our deep local knowledge. Whether you’re drawn to the reputation of a vineyard, the beauty of its surroundings, or the overall experience it offers, the choice is yours.
Taste the Famous Brunello Wines
As the late morning unfolds, your first vineyard visit begins with a guided tour led by a knowledgeable sommelier. You’ll explore the vineyard grounds and learn about the rich history and time-honored techniques that produce the renowned Brunello di Montalcino wines. The tour culminates in a tasting of their finest offerings, typically featuring four or five exquisite wines.
If you prefer to trust our expertise, we’ll take you to one of Montalcino’s oldest and most prestigious estates, where the eclectic cellar embodies the rustic charm of Tuscany.
Lunch with a Vista!
Following your initial tasting, you’ll head to a local restaurant or vineyard for a lunch experience that’s as delicious as it is scenic. Whether you dine at a local eatery with panoramic views or a vineyard with a more intimate atmosphere, your Tuscany guide will curate a memorable meal. Savor regional delicacies like Pappardelle al Cinghiale (pasta with wild boar) paired with some of Tuscany’s top wines, all while taking in one of the most beautiful vistas in Italy.
Explore Montalcino Town
Before your next wine tasting, take a leisurely stroll through the medieval hilltop town of Montalcino. This quaint and picturesque town is a true gem, free from the overwhelming crowds found in more accessible tourist spots. Wander the winding streets, explore the central castle, or simply relax and watch as the rhythms of everyday Tuscan life unfold around you.
Your Afternoon Tasting
Once you’ve worked up an appetite for more, your private driver will take you to your second vineyard for an afternoon of indulgence. Explore the vineyard grounds, perhaps picking a grape right off the vine if they’re in season, before enjoying another expertly guided tasting. Typically featuring four or five wines, this tasting experience may also include olive oil and balsamic vinegar pairings, enhancing the flavors and showcasing the diversity of Tuscany’s terroir. As you taste, you’ll begin to appreciate the subtle differences in flavor and aroma that even a few miles or a couple hundred yards can make in the world of wine.
Throughout the tour, you’ll have the opportunity to purchase wines and other local products to ship home or take back to your hotel.
Back to the City in Style
As the day draws to a close and the sun begins to set, your helicopter awaits to take you back to Rome or Florence. Relish a scenic afternoon flight as you return to the city in true VIP fashion. Upon landing, a private driver will be ready to whisk you back to your accommodation, concluding your unforgettable day in Tuscany.
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.
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