Italy Wine tasting Trips in 2025/2026

Combine your Italy Wine tasting tours with Nearby Countries for an Unforgettable Trip

Explore Wine tasting tours with itineraries going through multiple countries, including Italy

Alternatively, explore other Top Activities in Italy: Cultural, religious and historic sites Tours, Art and architecture Tours or City sightseeing Tours.

Italian Escapade

4.8

(76 reviews )

No booking fees

Best price guaranteed

It was a very busy itinerary but in knew it would be in order to see so many wonderful sites in Italy! Fantastic trip!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Sorrento, Capri, Florence

Rome, Sorrento, Capri, Florence, Lake Maggiore, Venice, Assisi

Duration13 days

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Grand Italy & Sicily

4.7

(77 reviews )

No booking fees

Best price guaranteed

It covers so many areas in Italy We got exposed to so much history and culture

Wine tasting tours

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Palermo, Sorrento, Capri

Rome, Palermo, Sorrento, Capri, Alberobello, Giardini Naxos, Santa Margherita, Portofino, Lake Maggiore, Venice, Florence

Duration17 days

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Italian Intermezzo

4.6

(68 reviews )

No booking fees

Best price guaranteed

This tour is the BEST way to see all the infamous spots in Italy, plus local hidden gems, at a reasonable cost and if you are short on time (we had a school break time limitation). It covered everything! We budgeted for the add-ons, especially those with meals, but you could choose to have more free time if you wanted. The food was extraordinary, the bus was roomy and immaculately clean, our driver Antonello was superb, and our Travel Director Anneleis was amazing! She was so talented at integrating the tour highlights, guests, keeping it fun even in the rainy weather, knowledgeable, and able to troubleshoot anything to ensure we had the best experience of a lifetime!! I would love to go back and explore Southern Italy next. The hotels were elegant (only one was just "OK" only because it was in need of some renovations) and the service with our luggage, tipping, etc. was seamless. I highly recommend the Italian Intermezzo tour and Insight Vacations. Favoloso!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Rome, Venice, Florence

Duration8 days

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Country Roads of Italy

4.6

(65 reviews )

No booking fees

Best price guaranteed

This tour was a wonderful experience. A nice size at 28 happy people, luxurious coach, amazing driver & guide extraordinaire . Accommodations were very good & often pleasantly out of the ordinary. The optional activities are worth the extra expense. Highly recommend this tour.

Countryside and village visits

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Monteriggioni, Luc

Rome, Venice, Monteriggioni, Lucca, Sorrento, Todi

Duration16 days

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Best of Italy

4.8

(207 reviews )

No booking fees

Best price guaranteed

Our guide was very professional and knowledgeable which helped a great deal. It got us to places we never would have gone to by ourselves .

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, The Vatican, Florence, Ven

Rome, The Vatican, Florence, Venice, Assisi, Sorrento

Duration11 days

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Italy's Treasures Art, Food & Wine of Italy

4.9

(52 reviews )

No booking fees

Best price guaranteed

Great experiences, friends met and wonderful tour guide. Loved the places visited! New friends - Snails Forever!!

Food tours Wine tasting tours

Tour Type

Group Tour

Accommodation

Villa, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Venice, Lombardy & the Lakes, St

Venice, Lombardy & the Lakes, Stresa, Italian Riviera, Tuscany

Duration12 days

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Ultimate Italy

(34 reviews )

No booking fees

Best price guaranteed

It was a great experience with many highlights throughout our tour. We particularly enjoyed the many immersive stops (i.e. wine tasting, weaving, truffle hunting, pasta making, etc.) in addition to our guided tours. Our tour guide, was very well versed, knowledgeable, and helpful and provided good insights and tips throughout our trip. I can't imagine someone else doing a better job than she did! The local experts were also on top of their games.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Capri, Perugia, Sa

Rome, Venice, Capri, Perugia, San Gimignano, Florence, Rapallo

Duration12 days

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Amalfi Coast Walking - Coastal Hotel

(15 reviews )

No booking fees

Best price guaranteed

The low season Amalfi Coast walking holiday is highly recommended. The tour leader Matteo was knowledgable and enthusiastic about his home town and villages and made the whole area come to life with his local inside knowledge of the history, the people, and the walking routes. We got to explore and visit most of the 13 towns and villages on paths, many many steps and also using some public and private buses. In the early season we saw hardly any other walkers or tourists, making for easy walking and visiting, with spectacular views of the coast and valleys. The tour was well organised, with easy booking and good communication from the team. The hotel was comfortable and the planned itinary was interesting with walking that was sometimes a little challenging with lots of up and down hill, but at an achieveable pace, broken up with many facts about the area and time to explore.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Naples

Duration8 days

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A Taste of Tuscany - Hilltop Towns and Vineyards

4.8

(14 reviews )

No booking fees

Best price guaranteed

Trip was excellent. Tour Guide, Gus, was fantastic, very knowledgeable, great communicator, and made sure all of our needs were met. Food and wine tour could not have been better. Never really liked many wines but the tastings proved me wrong. The agricultural farms were great and the food fresh and abundant. Villages were quaint. Castle was very interesting - 34 generations living in it and continuously running a vineyard and producing wine since 1141 is unbelievable! Looking into another food tour in another country. Gave accommodations less rating because hotels were in old buildings and they made due with space available: 1) First 2 nights in Hotel Bologna, the room was very, very small and had 2 twin beds aligned in tandem against one wall - would not have fit any other way, 2) Hotel Le Cisterna, last 3 nights, walls were so thin we could hear every word people next door said.

Wine tasting tours Food tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Pisa

Duration8 days

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Tuscany Walking and Wine

4.7

(9 reviews )

No booking fees

Best price guaranteed

Excellent trip and very good guide in AJ. Only negative was hotel in Florence. Good location (change from original hotel) but was tired and cleanliness could have been better. Very cramped solo room 🙁 Highlights were Pienza and Castellina in Chianti. Great hotels, beautiful walks and really good food and wine. 😀

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Florence, Pisa, San Gimignano, T

Florence, Pisa, San Gimignano, Tuscany, Pienza, Montalcino

Duration8 days

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Italy Wine Tasting Trips 2025/2026

Create a customized Wine tasting tour to Italy

See Italy tours departing in

20 Wine tasting Trips in Italy with 642 Reviews

20 Wine tasting Trips in Italy with 642 Reviews

Combine your Italy Wine tasting tours with Nearby Countries for an Unforgettable Trip

Italian Escapade

Grand Italy & Sicily

Italian Intermezzo

Country Roads of Italy

Best of Italy

Italy's Treasures Art, Food & Wine of Italy

Ultimate Italy

Amalfi Coast Walking - Coastal Hotel

A Taste of Tuscany - Hilltop Towns and Vineyards

Tuscany Walking and Wine

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

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Italy Wine Tasting Trips 2025/2026

Create a customized Wine tasting tour to Italy

See Italy tours departing in

20 Wine tasting Trips in Italy with 642 Reviews

20 Wine tasting Trips in Italy with 642 Reviews