Plan Your Trip
Login /
Sign up
Language
English
Currency
USD
Login /
Sign up
Language
English
Currency
USD
Lokalee | Arezzo | Outdoor Activities
Outdoor Activities
Need Help?
Chat With Us
Become a Lokalee Curator: Empower your skills
Earn Extra Income
Showcase Local Expertise
Expand Your Network
Make a Positive Impact
Apply now
Time of the Day
Clear Filters
Late Half Day (12)
Afternoon (11)
Morning (5)
All Day (4)
Features
Free Cancellation (30)
Private Tour (28)
Special Offer (11)
Rating
& up
& up
& up
& up
Duration
Up to 1 Hour
1 to 4 Hours (25)
4 Hours to 1 Day (26)
1 to 3 Days
3+ Days (3)
Price Range
0 - 1000
54 results found
Filters
Sort by
Featured
Rating
Price - Low to High
Price - High to Low
Duration - Short to Long
Duration - Long to Short
Brunello Wine Tour and Val D'Orcia Landscape
I was born and raised here in Tuscany and I know the best wine maker but the key is small wineries with high quality where they will call you by name and not by number.... Private experience for real. My English is quite good which will maximize your experience and that is very important. Also this tour as all of my tour are fully CUSTOMIZABLE..... is your tour..
(96)
4 hours
Free Cancellation
$ 261
/person
Private Tour: Montalcino Wine Tasting Experience
Private guided wine tour and tasting in Montalcino, Tuscany to discover Brunello and the most amazing wine estates and cellars that give birth to this extraordinary wine.
(67)
8 hours
Free Cancellation
$ 414
/person
Cortona - Easy guided eBike tour around the Etruscan City.
- Departure is guaranteed with 4+ guests. - We have discount codes for each booking—contact us before you book. - Contact us before if you have to have childrens. - This is a bike tour, so it’s important that you feel confident riding for your safety and the safety of the group. Please contact us before booking to avoid any issues during the tour. This is a shared tour. We limit the group to a maximum of 2–3 bookings to ensure everyone’s comfort. The eBike Ride: Explore Cortona by eBike, riding along cobbled streets and historic routes, discovering hidden gems and breathtaking views— inspired by the movie Under the Tuscan Sun. eBike Comfort: Our eBikes provide powerful pedal assist, so you can enjoy the Tuscan countryside without the physical effort of a traditional bike. The tour lasts 3 hours and covers about 12–14 km (9 miles) with 300 m (900 ft) of elevation gain, always adjusted to suit our guests. Other destinations: Tours are also available in the Val di Chiana, towards Montepulciano, and in Pienza.
(63)
From 2 hours to 3 hours
Free Cancellation
$ 175.5
/person
Cortona - eBike tour and wine tasting in the Val di Chiana [+40€]
- Guaranteed departure with 4+ guests. - This is a bike tour, so it’s important that you feel confident riding for your safety and the group’s. Please contact us before booking to avoid any issues during the tour. This is a shared tour. We limit the group to a maximum of 2–3 bookings to ensure everyone’s comfort. The eBike Ride: Set off to explore the Val di Chiana near Cortona, guided by local experts along breathtaking routes. The tour ends at a boutique winery for lunch and a tasting of selected wines (€40 extra, not included in the price). Riding Comfort: Our eBikes provide powerful pedal assistance, so you can enjoy the Tuscan countryside without the physical effort of a traditional bike. The tour lasts about 3 hours, 25 km (15 mi), and we always adjust the route based on our guests. Tours are also available around Cortona and in Pienza.
(42)
From 5 hours to 6 hours
Free Cancellation
$ 221.5
/person
Cortona Private Guided Tour
Cortona has become very popular several years ago thanks to the book by Frances Mayes, Under the Tuscan Sun (and the movie with Diane Lane) which is set in Cortona; the protagonist immediately falls in love with the town, its people, and villa Bramasole that she purchases and fixes up.
(26)
2 hours
Free Cancellation
$ 303.5
/group
Montepulciano Vineyards Wine Tour with 3 Estates Visit
Embark on a private, guided journey through the picturesque vineyards and historic cellars of Montepulciano, the home of the celebrated Vino Nobile di Montepulciano. This exclusive tour offers an immersive experience that captures the essence of Tuscan winemaking tradition. What to Expect Guided Visits to three renowned Wine Estates: Explore estates with centuries of winemaking expertise. Learn about the intricate process of crafting Vino Nobile di Montepulciano from passionate experts. Exclusive Wine Tastings: Savor a curated selection of exquisite wines at each estate. Lunch at the Second Estate: Indulge in a traditional Tuscan meal paired with exceptional wines. This intimate experience blends Tuscan culture, history, and gastronomy into a memorable day amidst the stunning countryside of Montepulciano. Whether you're a wine enthusiast or simply looking to enjoy a luxurious day in Tuscany, this tour is the perfect choice.
(22)
From 7 hours to 8 hours
$ 414
/person
Half Day Tour by Ebike Around Cortona
This e-bike tour around Cortona offers a unique and engaging way to explore Tuscany's stunning landscapes and rich history, featuring stops at Villa Bramasole, Fortezza del Girifalco, and the Basilica of Santa Margherita. The tour provides an immersive cultural experience, with insider insights from a knowledgeable local guide who shares fascinating stories about the area. Perfect for adventure seekers and families with children, the e-bike allows you to navigate Cortona's charming streets and hilly terrain effortlessly, ensuring you experience the best of the region’s natural beauty and architectural wonders. This tour promises memorable encounters with local traditions, offering a deeper connection to the enchanting town of Cortona.
(21)
From 2 hours to 4 hours
Free Cancellation
$ 177.5
/person
Val D'Orcia Dreaming!!
I was Born and raised in this magical region od Tuscany, I have key villagers that I have known for many years and you know in Italy is all about relationships...I go above and beyond to take care of my clients. One thing that makes me unique is that I have lived abroad for several years and my spoken English is excellent, this is very important for you to maximize your tour and investment, I comunicate well and I know how to relate to the culture overseas. One other thing is I can sure teach you history but what my clients love about me is the stories and secret I tell them and one thing is for sure...you will laugh and not be the usual boring tour!!!!!
(20)
4 hours
Free Cancellation
$ 232
/person
Private Tuscany Photo Tours
2022 and 2025 EUROPEAN TRAVEL AWARD WINNER - Our photography journey offers a unique opportunity to explore and capture the most captivating landscapes of Tuscany, from early morning light to sunset and dusk. It is a truly life-changing experience, revealing the breathtaking beauty and hidden secrets. During the Tour, you will be immersed in nature and in the authentic Tuscan culture and lifestyle, where history and art blend with outstanding food and wine. Guided by Marco Bulgarelli, an award-winning photographer, you will photograph both iconic views and lesser-known locations: magical landscapes, charming churches, vineyards, rolling green hills, and medieval hill towns and villages. The tour focuses on the finest viewpoints of Val d’Orcia and its surroundings, Crete Senesi, Montepulciano, Chianti, and Montalcino. We will always be in the right place at the right time. Participants will improve their photography skills and take home unforgettable images.
(18)
8 hours
Free Cancellation
$ 355
/person
Arezzo Private Tour with Official Guide
Sitting on top of a hill at the junction of the 4 valleys that compose its province, Arezzo was a great Etruscan and Roman city. In the Middle Ages Guido Tarlati, important Bishop in the XIV century, turned the city into a great cultural and artistic centre.
(13)
2 hours
Free Cancellation
$ 343
/group
Private Tasting of Organic Wines in the Cellar in Mugliano
In the cellar, in Mugliano, we offer the opportunity to taste our organic products combined with cutting boards made with local products in the different locations present, from the "Garden" to the "Barricaia", to the "Wine Rooms". The wine cellar and the garden atmosphere will guarantee the wine enthusiast a special experience.
(11)
2 hours
Free Cancellation
$ 35.5
/person
Cortona private walking Tour
Discover the iconic Tuscan town of Cortona (made famous in the book by Frances Mayes "Under The Tuscan Sun"). Located between Florence and Rome, Cortona is rich in Etruscan roots. Cortona is an easy city for everyone to really love. This is because of its atmosphere, its Etruscan past, its delightful medieval old town and also its splendid panoramas.
(10)
2 hours and 30 minutes
Free Cancellation
$ 175.5
/person
Cortona E-Bike Scenic Ride - Private Medieval Countryside tour
This is not simply an e-bike tour — it is a curated private experience for travelers who value authenticity, comfort, and true local elegance. Set among the timeless landscapes of the Val di Chiana and Cortona, the journey unfolds at a relaxed pace, allowing you to connect deeply with the territory rather than simply pass through it. Carefully selected panoramic routes avoid crowds, offering breathtaking views, silence, and the true rhythm of Tuscany. Effortless riding is ensured by premium-quality e-bikes with all modern comforts, while your **certified local guide** shares authentic insights, history, and storytelling, offering a genuine perspective of the region with refined attention to detail. Designed for couples, families, and discerning travelers seeking privacy and quality, this is an intimate and elevated way to discover Cortona — immersive, seamless, far removed from ordinary group tours, and tailored for each guest
(10)
From 3 hours to 4 hours
Free Cancellation
$ 330
/person
Easy guided eBike tour with photographer at Lake Trasimeno
Lake Trasimeno offers breathtaking views, beautiful to look at and to photograph! Live a unique experience; let yourself be accompanied, by a local MTB guide and professional photographer, in one of the most beautiful spots of the Trasimeno. After cycling on the hills we will make a photo stop in complete relaxation, I will give you some suggestions to create a memorable memory with your camera or smartphone. Half-day guided tour to discover our splendid territory in the best way; pedaling an E-Bike in the company of a local guide! You will find your bike at the starting point, ready to go with you. The E-Bike ride is easy and suitable for everyone, the help of the engine will make even the climbs pleasant.
(9)
3 hours and 30 minutes
Free Cancellation
$ 153
/person
Private tour Wine and cheese a perfect combinations val 'Orcia
Take a break in the countryside with a private tour that includes visits to boutique wineries and a sustainable, family run cheese farm. Enjoy a full day dedicated to wine and cheese, exploring the heart of Tuscany. Drive through the Val d'Orcia, a UNESCO World Heritage Site, and savor some of the region’s finest red wines, including Vino Nobile di Montepulciano and Brunello di Montalcino. Stroll through the medieval squares of Pienza and sample authentic Tuscan cheeses at a historic estate, featuring one of the most breathtaking terraces overlooking the Orcia Valley.
(7)
From 8 hours to 9 hours
Free Cancellation
$ 536.5
/person
Arezzo Private walking tour
During this 2-hour private tour, your expert guide will lead you through the most important and interesting sites of the beautiful city of Arezzo. You will be able to admire the medieval city and visit its historic shops.
(7)
2 hours
Free Cancellation
$ 153
/person
Private Guided Tour of Pienza on Foot
Born from a "dream of love and an idea of beauty", Pienza, the ideal city of the Italian Renaissance, is still today an intact testimony of an illustrious architectural project, commissioned by Pope Pius II Piccolomini and made concrete by the great Florentine architect Bernardo Rossellino. Built in a very limited period of time (1459-1462), the city of Pio is the result of a single master plan marked, by the will of the great humanist pope who gave it the name, by design criteria of harmony and aesthetic perfection still today. clearly visible in the small urban center that was Corsignano in the Middle Ages.
(6)
3 hours
Free Cancellation
$ 247
/group
PRIVATE TOUR: Savor Exquisite Wines, Brunello & Nobile Wine Tour
A superb Experience in the wonderful Val d'Orcia between Noble vines & Medieval cities • Our driver escort will pick you up at your location (hotel, B&B or private apartment) and take you on a drive through the sweet hills of Tuscany. • 1° stop in Montepulciano for a visit of the Historic Cellars. Here you'll find gigantic oak barrels, in which the famous Vino Nobile “rest”. We'll taste wines in 2 different cellars. • For lunch you will taste the famous pasta with "Pici", with delicious meat sauce (Ragù) and tuscan cold cuts • In the afternoon we will drive to Pienza, the town of the Pecorino cheese. The Pecorino is one of the best cheeses in Italy, especially the version 'sotto cenere' - ('under ashes') • Afterwards we will visit another farm in Montalcino. After visiting the spectacular vineyards and cellars, the tour will continue with 5 wine tastings in this prestigious winery, where the Brunello has been produced for generations. Take a look What to expect!
(6)
8 hours
Free Cancellation
$ 296
/person
Private Tour Siena San Gimignano and Chianti from Cortona
Kick off your day with a comfortable ride through the stunning Tuscan countryside. First, we’ll arrive in Siena, one of Tuscany’s most beautiful towns. Explore Piazza del Campo, famous for the Palio di Siena horse race, admire the breathtaking Duomo (Cathedral), and wander through the charming, narrow streets of the historic center. Wine Tasting & Light Lunch Next, we’ll head to a renowned winery for a light lunch paired with an amazing wine tasting experience. A sommelier will guide you through five exceptional wines, plus an olive oil tasting. After lunch, we’ll continue our journey with a spectacular drive through the rolling Vernaccia di San Gimignano vineyards, home to Tuscany’s most famous white wine. Stop in San Gimignano you’ll have free time to explore this medieval gem, known for its 14 towers dating back to the 13th century. The town’s atmosphere will transport you back to the Middle Ages! And of course, you can’t miss the world’s best gelato at Gelateria Dondoli.
(5)
From 8 hours to 9 hours
Free Cancellation
$ 478.5
/person
Private Walking Tour of Pienza with Licensed Tour Guide
During our visit we will discover everything about the past of this wonderful town, known as the "ideal city". We will talk about its origins and the way it was turned into a beautiful Renaissance city, mostly thanks to the efforts of the Pope Pius II. Not only will we discover every secret (Is the shape of the main square trying to send a hidden message? What happens twice a year?), but we will also go and look for the best corners and panoramic spots where to take great pictures. Last but not least, we won't leave Pienza without tasting its typical and super tasty Pecorino cheese! IMPORTANT: the tour schedule in the system is 10am and 15pm, but the tour times can be arranged directly with the guide upon request.
(4)
2 hours
Free Cancellation
$ 146
/person
1
2
3
Meet Our Lokal Curators
See all
Home
Things to do in Italy
Things to do in Tuscany
Things to do in Arezzo
Arezzo Tours