Tastings worldwide · OLIVE OIL AND WINE TASTINGS

15 Wine and Olive Oil Tastings Worth Flying For

171 tours  ·  from $20 a head

Where vines grow, olives usually grow on the next terrace, and the best estates pour both. These 15 wine and olive oil tastings span Crete, Tuscany, Dalmatia and Mendoza, with the price per glass of each.

Sorrento Farm and Food Experience including Olive Oil, Limoncello, Wine tasting - Walking through lemon and olive terraces
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Sorrento Farm and Food Experience including Olive Oil, Limoncello, Wine tasting

1.Sorrento Farm and Food Experience including Olive Oil, Limoncello, Wine tasting

★★★★★★★★★★5.0 · 2,524 reviews · 4 hours (approx.) · from $114Our pick

Meet in central Sorrento and ride into the hills to La Masseria Farm, a fourth-generation family property. You’ll walk among lemon and olive trees, learn how the farm produces oil and limoncello, taste honey, cheese, marmalade, and wine, then sit down to a farm-to-table lunch. Family members such as Eugenio and Raffaele may lead the visit.

“This was one of the best tours we did while visiting Sorrento and the Amalfi Coast. We got to learn about lemon farming while doing a tour through the farm, and we tried a few of the olive oils made by the farm, and finished off the evening with a farm to table meal, which was one of the best meals we had while in Italy.”

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From Mendoza: 3 Wineries, Olive Oil Factory Tour & Tasting - Hotel pickup from Mendoza and the 45-minute wait
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From Mendoza: 3 Wineries, Olive Oil Factory Tour & Tasting

2.From Mendoza: 3 Wineries, Olive Oil Factory Tour & Tasting

★★★★★★★★★★4.6 · 901 reviews · 6 hours · from $34Best value

Spend an afternoon in Maipú visiting an artisanal winery, an industrial cellar, a sweet-wine producer, and an olive oil factory. You will taste three wines at each winery, compare styles from young to aged, and sample olive oils with bread and local delicacies. English and Spanish guides, transport, entry fees, and tastings are included.

“I like that we visited local family wineries and that the tour guide solved the AC issue right away, providing a new transportation.”

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From Chania: Olive Oil, Wine, Cheese & Honey Tasting Tour - The ancient olive tree at Vouves
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From Chania: Olive Oil, Wine, Cheese & Honey Tasting Tour

3.From Chania: Olive Oil, Wine, Cheese & Honey Tasting Tour

★★★★★★★★★★4.6 · 490 reviews · 7 hours · from $49

Spend seven hours exploring Cretan food traditions with an English-speaking guide such as Linda or Electra. Visit the ancient olive tree of Vouves, a bakery, cheese maker, honey and olive oil producer, and Pnevmatikakis Winery. Tastings include local breads, cheeses, honey, olive oil, and up to 20 wines, with hotel pickup from much of the Chania coast.

“Our main guide Linda was excellent! She gave us lots of history of agriculture on Crete. We were able to see and sample many different products. A wonderful way to see the countryside as well.”

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From Chania: Wine and Olive Oil Tasting Tour with Snacks - The first family winery and five Cretan wines
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From Chania: Wine and Olive Oil Tasting Tour with Snacks

4.From Chania: Wine and Olive Oil Tasting Tour with Snacks

★★★★★★★★★★4.8 · 354 reviews · 6 hours · from $141

Travel from Chania into the Kissamos countryside with an English-speaking guide such as Andreas, Alex, or Kostas. Visit family wineries, an olive oil factory, and a village with a 3,000-year-old olive tree. Taste Vidiano, Muscat of Spina, international grapes, extra virgin olive oils, cheeses, and Cretan snacks.

“Andreas was an excellent tour guide with so much knowledge and interesting facts. We had a fantastic day and learned a lot. Would definitely recommend and would do it again in a heartbeat”

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Athens: Acropolis Wine Tasting with Cheese and Olives - Five wines, three whites, and two reds
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Athens: Acropolis Wine Tasting with Cheese and Olives

5.Athens: Acropolis Wine Tasting with Cheese and Olives

★★★★★★★★★★4.9 · 337 reviews · 1 - 1.5 hours · from $44

Meet near Tournavitou Street for a 1 to 1.5-hour tasting led in English or Greek by a certified wine expert. Try three whites and two reds, pair them with Greek cheeses, olives, and rusks, and follow a virtual tour of Attica vineyards, grape varieties, and ancient winemaking.

“Good introduction to Greek wines. Delightful Tonia as a guide.”

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Sorrento: Lemon, Olive Oil and Wine Tasting Tour with Lunch - From Sorrento to the Gargiulo family farm
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Sorrento: Lemon, Olive Oil and Wine Tasting Tour with Lunch

6.Sorrento: Lemon, Olive Oil and Wine Tasting Tour with Lunch

★★★★★★★★★★5.0 · 300 reviews · from $115

Meet the Gargiulo family at La Masseria Farm near Sorrento. Raffaele, Eugenio, and family members lead you through olive groves, 800 lemon trees, beehives, animals, an old wine cellar, and oil mill before a generous homemade lunch with wine and limoncello. Expect some steep paths and wear comfortable shoes.

“The trip was excellent, Raphalle and his brother were funny and knowledgeable , the farm is lovely and the family are all so welcoming. The home cooked food was delicious and the animals were very friendly . I would totally recommend this trip.”

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Alghero: Wine and Olive Oil Tasting at a Local Farm - What happens when you take your seat
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Alghero: Wine and Olive Oil Tasting at a Local Farm

7.Alghero: Wine and Olive Oil Tasting at a Local Farm

★★★★★★★★★★4.8 · 294 reviews · 1 hour · from $43

At Ledà d'Ittiri Wine Resort, a guide such as Valeria leads you through five Sardinian wines, local pecorino, bread, olives, and olive oil. You’ll hear how the farm began, learn about grape varieties and pairings, then walk among the vines and olive trees. The indoor tasting lasts about an hour, with time afterward for photos and shopping.

“Lovely wines in such a beautiful setting. Highly recommend. Taxi from alghero was about €30 each way”

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Crete Wine and Olive Oil Tour - Anoskeli Winery and Olive Mill
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Crete Wine and Olive Oil Tour

8.Crete Wine and Olive Oil Tour

★★★★★★★★★★5.0 · 272 reviews · 6 hours (approx.) · from $145

Travel from Chania through the Kissamos countryside with an English-speaking guide and wine specialist. Visit Anoskeli Winery and Olive Mill, see the ancient olive tree at Vouves, then taste more wine and food at Manousakis Winery. Guides may include Andreas, Alex, Yannis, Costas, or Maria.

“Had such a great time getting to explore Crete on this wine and olive oil tour! Our guide was extremely knowledgeable along with the hosts at the different wineries.”

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Crete: Full-Day Cretan Wines, Olive Oil, Raki and Food Tour - The olive grove and mill in Skalani
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Crete: Full-Day Cretan Wines, Olive Oil, Raki and Food Tour

9.Crete: Full-Day Cretan Wines, Olive Oil, Raki and Food Tour

★★★★★★★★★★5.0 · 264 reviews · 8 hours · from $141

Spend eight hours with a small group of up to eight people visiting an olive mill, organic winery, raki distillery, village taverna, and pottery studio. Guides such as George and Antonis add local stories and good humor. Expect generous tastings, a full lunch, scenic drives, and hands-on pottery in Thrapsano. The pottery studio is closed Sundays.

“Absolutely amazing! George was an incredibly friendly and knowledgeable guide and covered so much ground in one day. This tour was a highlight of our trip!”

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Balestrate: Olive Grove Tour with Wines & Olive Oil Tasting - The 45-minute walk among the olive trees
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Balestrate: Olive Grove Tour with Wines & Olive Oil Tasting

10.Balestrate: Olive Grove Tour with Wines & Olive Oil Tasting

★★★★★★★★★★5.0 · 241 reviews · 2 hours · from $59

Francesco leads a 45-minute walk through his family’s olive grove near Balestrate, explaining cultivation and oil production. You then visit his grandparents’ typical Sicilian home for a generous tasting of extra virgin olive oil, wines, balsamic vinegar, balsamic glaze, limoncello, and traditional dishes. Transport between the meeting point and grove is not included.

“This was an amazing experience - not to be missed. The tour of the olive farm was very informative and a beautiful setting. This is a family owned company - olive oils and wine. The food pairings for the olive oil and wine tasting were delicious - very authentic (his grandmother cooked for us). Would highly recommend this tour. Their products to purchase are very reasonable and they can ship to you.”

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Bardolino: Vineyard Tour with Wine, Olive Oil & Food Tasting - Walking the vineyards above Bardolino
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Bardolino: Vineyard Tour with Wine, Olive Oil & Food Tasting

11.Bardolino: Vineyard Tour with Wine, Olive Oil & Food Tasting

★★★★★★★★★★4.6 · 221 reviews · 2 hours · from $42

Walk through a family-run vineyard and olive grove above Bardolino with guides such as Marco or Jack, then taste five wines, homemade extra virgin olive oil, local cheeses, and cold cuts on a terrace overlooking the vines. The two-hour English tour is limited to 10 people.

“Jack (shortened) was a fantastic guide we saw the beautiful vineyards and olive trees. The wine was superb and the meat and cheese went down a treat! Would highly recommend as the scenery and setting was just sensational! A must see!!”

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Tuscany Bike Tour with Wine, Oil and Food in the Florentine Hills - Villas, vineyards, and olive oil lessons
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Tuscany Bike Tour with Wine, Oil and Food in the Florentine Hills

12.Tuscany Bike Tour with Wine, Oil and Food in the Florentine Hills

★★★★★★★★★★5.0 · 209 reviews · 4 hours (approx.) · from $95

Ride a geared touring bike from Florence’s Oltrarno through Porta Romana, Medici estates, vineyards, olive groves, and Arcetri. Your guide, perhaps Giuseppe, Eli, Claudio, or Alessandro, leads a small group toward Florence’s finest viewpoints, with Chianti wine, olive oil, bread, cheese, and cold cuts at a countryside farm. Expect four hills and a real workout.

“We had a wonderful ride with Toto as our guide! Seeing Florence from above was thrilling, and all the views were just stunning. I suggest e-bikes, but my husband did okay without one, though it was definitely hilly! Highly recommend!”

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Wine & Olive Oil Tour with Lunch at Milia Mountain Retreat - Vouves and its ancient olive tree
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Wine & Olive Oil Tour with Lunch at Milia Mountain Retreat

13.Wine & Olive Oil Tour with Lunch at Milia Mountain Retreat

★★★★★★★★★★5.0 · 194 reviews · 7 to 8 hours (approx.) · from $181

Spend 7 to 8 hours exploring western Crete in a small 4WD group. Visit the 3,000-year-old Vouves olive tree, taste olive oils and five local wines at Anoskeli, then enjoy a generous Cretan lunch at Milia Mountain Retreat. Guides such as Nikos, Yiannis, Dimitris, and Nasos add local history and practical insight along the way.

“This was a highlight of the trip For me believe it or not. On the one hand it was a trip to an olive Grove and a mountaintop restaurant. But, the history and culture you learn and feel throughout the trip is remarkable and memorable. The Milia mountain resort,,restaurant is gorgeous in its rustic charm,,and the meal enjoyed there was in the top three I had of my 2 weeks in Crete, probably the best. Loved it.”

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Florence: Tuscany Bike Tour with Wine & Olive Oil - Villa Poggio Imperiale and the Tuscan hills
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Florence: Tuscany Bike Tour with Wine & Olive Oil

14.Florence: Tuscany Bike Tour with Wine & Olive Oil

★★★★★★★★★★4.9 · 174 reviews · 4 hours · from $100

Ride 11 km through Florence’s southern hills with an English or Italian guide, passing villas, olive groves, and quiet country roads. Guides such as Giuseppe, Claudio, Luca, and Ale add local history along the way. The tour ends with Chianti, olive oil, fresh bread, and Tuscan appetisers. Regular bikes suit active riders; e-bikes cost €20 extra.

“Very good. Nice way to spend a few hours. Definitely pay extra for e-bikes as the hills would be challenging for any athletic person in the heat of Florence. Would recommend!!”

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Florence: Great Chianti Wine and Olive Oil Trail with Lunch - Riding through the Chianti Hills
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Florence: Great Chianti Wine and Olive Oil Trail with Lunch

15.Florence: Great Chianti Wine and Olive Oil Trail with Lunch

★★★★★★★★★★4.8 · 160 reviews · 5 - 7 hours · from $104

Spend 5 to 7 hours touring Chianti from Florence with an English-speaking guide, visiting three wineries, an historic olive oil mill, and Greve in Chianti. Expect generous tastings, a three-course lunch, scenic hill roads, and a small-group ride in a Mercedes minivan. Guides such as Francesco, Chiara, and Peter are known for warm, informative hosting.

“This was a very enjoyable day trip. Our drivers / guides, Tanya and Claudia, were very friendly and knowledgeable. The three boutique wineries that we visited were charming, the countryside was absolutely beautiful and the wines amazing. We were very fortunate to be able to observe the olive pressing process.”

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Private Tour-Knossos Palace Zeus Cave Olive Oil Mill & Wine - Mesa Lasithi and the village coffee tradition
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Private Tour-Knossos Palace Zeus Cave Olive Oil Mill & Wine

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