Port call · WINE TASTING SHORE EXCURSIONS IN ITALY

15 Wine Tasting Shore Excursions in Italy to Build a Port Day Around

30 tours  ·  from $58 a head

Every cruise has one call too few. These 15 wine tasting shore excursions in Italy justify the day, priced and timed so you can decide in minutes and get back to the balcony.

Civitavecchia: Tuscany Full-Day Guided Trip w/Wine Tasting - The Civitavecchia pickup requires attention
Civitavecchia Shore Excursions, Food & Drink, Food & Market Shore Excursions, Food Shore Excursions in Civitavecchia, Food Shore Excursions in Italy, Full-Day, Guided, Italy Shore Excursions, Tour Reviews, Wine Tasting Shore Excursions, Wine Tasting Shore Excursions in Italy

Civitavecchia: Tuscany Full-Day Guided Trip w/Wine Tasting

1.Tuscany Full-Day Guided Trip w/Wine Tasting

★★★★★★★★★★4.5 · 69 reviews · from $243Our pick

From Civitavecchia, an English-speaking driver takes you through Maremma to Montemerano, Saturnia’s Cascate del Mulino, Pitigliano, and a Tuscan winery. Expect a small group of up to eight, local appetizers, wine tasting, and free time in medieval towns. Guides such as Mirko and Sandro are known for adding local stories and flexible stops.

“Our day was wonderful despite the nonstop rain. The scenery was magnificent and our driver Piere was very attentive and informative.”

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Naples/Salerno Port: Pompeii & Vesuvius - lunch or wine tasting - Meeting your guide at the port
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Naples/Salerno Port: Pompeii & Vesuvius – lunch or wine tasting

2.Naples/Salerno Port: Pompeii & Vesuvius – lunch or wine tasting

★★★★★★★★★★5.0 · 65 reviews · 8 hours (approx.) · from $156Top rated

Start with port pickup at 8:00 a.m., then spend two hours touring Pompeii with a local guide and two hours exploring Vesuvius National Park on your own. Naples cruisers receive lunch, while the ride includes onboard commentary. Guides may include Raffaello, TiTi, or Bruno.

“Kind tour guide, very informative, they met us on time exactly where they instructed us they would. Very polite. Lunch was delicious after Pompeii and needed before Vesuvius, which was also a great experience!”

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Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour - The road through Panzano and the Chianti Classico country
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Livorno Shore Excursion: Chianti and Tuscany Countryside Private Wine Tour

3.Chianti and Tuscany Countryside Private Wine Tour

★★★★★★★★★★5.0 · 56 reviews · 9 hours (approx.) · from $553

Spend about nine hours touring Tuscany from Livorno in a private air-conditioned car or minivan. Visit Greve and Panzano, tour Fattoria di Montecchio or Casa Emma, taste Chianti wine and olive oil, and add a Tuscan lunch at your own cost. Guides such as Carlo, Giovanni, Nicolette, and Leonardo have led this route.

“Nicolette was an exceptional guide who shared the history and important facts of the places we were visiting. She took us to the second leaning tower at a cathedral that we did not know about and was fun, beautiful, knowledgeable and we highly recommend her! 🫶🏻”

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Etna Private tour from Messina Cruise Terminal + Lunch at Winery - Walking among the Sartorius Craters at 1,700 meters
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Etna Private tour from Messina Cruise Terminal + Lunch at Winery

4.Etna Private tour from Messina Cruise Terminal + Lunch at Winery

★★★★★★★★★★4.5 · 24 reviews · 6 to 8 hours (approx.) · from $416

Travel by private car from Messina to Mount Etna, stopping for local honey, olive oil, wine, and liqueur tastings before walking around the Sartorius Craters at 1,700 meters. Finish at a family winery for a cellar visit, Sicilian lunch, and four Etna wines. Guides such as Marco, Maurizio, Alberto, and Roberto have led this route.

“We had such a blast with Roberto on this tour! He was so passionate and knowledgeable about his job around where he lives. The honey, olive oil, and liquor tasting was so fun and delicious! Then we visited the top of Etna where we got to learn about the history. And finished it all of with an amazing lunch and wine tasting with great views and a tour of the historic winery. Highly recommend and wish we could be back there now!”

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Private Etna tour from Messina Cruise Terminal+ Lunch at Winery - The drive through Sicily’s lava country
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Private Etna tour from Messina Cruise Terminal+ Lunch at Winery

5.Private Etna tour from Messina Cruise Terminal+ Lunch at Winery

★★★★★★★★★★5.0 · 21 reviews · 6 hours (approx.) · from $316

Travel by private car from Messina, Taormina, or Catania to Mount Etna with a local guide such as Massimo, Marco, Alberto, or Mauricio. Visit lava craters and a honey shop, then enjoy Sicilian food and four Etna DOC wines at a winery. A cable car and 4x4 ride to 3,000 meters costs extra.

“Johnny and Marco were wonderful guides. We had only a few brief cruise hours to spend. We saw Etna and got a comprehensive overview and a bit of a walk. When we spied an interesting food fest, they were flexible enough to accommodate our curiousity. The winery visit was delightful. Excellent pair to give you a taste of Sicily.”

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Private Guided Tour to Pisa and local Wine Farm from Livorno port - Pisa and the Leaning Tower: one focused hour can be enough
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Private Guided Tour to Pisa and local Wine Farm from Livorno port

6.Private Guided Tour to Pisa and local Wine Farm from Livorno port

★★★★★★★★★★5.0 · 19 reviews · 8 hours (approx.)

Leave Livorno with a private guide such as Valerio, Val, Dany, Miko, or Nicoletta for Pisa, medieval Lari, Castello dei Vicari, and a family-run wine farm dating to 1865. Expect flexible sightseeing, Tuscan views, a generous optional meal and wine tasting, and a return to port with your group only.

“We had the most amazing Tuscan experience with Nicoletta on this tour! It was exactly what we wanted after spending the previous day amongst the masses in Rome. Our first stop was in Pisa for an hour (more or less if you desire- it’s your tour) which was perfect to walk the grounds and get some great pictures. Afterwards, it was off to the countryside to visit a quaint village to include a castle and a family owned/run pasta making company! Last, it was off to a small winery where we experienced the most amazing lunch (bring a hearty appetite) with wine pairing! Everything was perfect and we are so…”

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From Civitavecchia: Tuscany-Latium Wine Tour with Tastings - What makes Maremma wine different
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From Civitavecchia: Tuscany-Latium Wine Tour with Tastings

7.Tuscany-Latium Wine Tour with Tastings

★★★★★★★★★★4.7 · 15 reviews · from $243

Leave Civitavecchia with a small group of up to eight and spend 6.5 hours in southern Tuscany’s Maremma wine country. Visit two cellars, taste six wines, sample cheese, salami, bread, and olive oil, and hear how local grapes become Morellino di Scansano. Guide Mirko is known for warm hosting and well-timed photo stops.

“We had a marvelous day! Mirko made our entire day so special. He knew all the best spots to document the trip with photo opportunities. The winery tour was intimate and top notch. For those who want to escape the hustle of the big cities and crowds this tour is nothing less than perfection!”

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Winery Tour & Wine Tasting with Food near Livorno & Pisa - What happens when you arrive at the winery
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Winery Tour & Wine Tasting with Food near Livorno & Pisa

8.Winery Tour & Wine Tasting with Food near Livorno & Pisa

★★★★★★★★★★4.9 · 15 reviews · 1.5 hours · from $58Best value

Visit the Etruscan Prince Warrior winery near Casale Marittimo with an English or Italian guide. Tour the vinification, barrel, and aging rooms, hear about the tomb in the vineyard, then taste four Costa Toscana and Montescudaio wines with cured meats, cheeses, and bread. Allow 1.5 hours, plus driving time.

“Opas oli erittäin osaava ja ystävällinen. Suosittelen lämpimästi. Hieno kokemus.”

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Florence and Wine Tasting Private Tour from Livorno - Michelangelo’s Square gives you Florence at a glance
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Florence and Wine Tasting Private Tour from Livorno

9.Florence and Wine Tasting Private Tour from Livorno

★★★★★★★★★★5.0 · 11 reviews · 9 hours (approx.)

You’ll ride from Livorno to Florence in a private air-conditioned vehicle, see the Duomo, Ponte Vecchio, and Piazza della Signoria, then head into Chianti for a winery visit, wine tasting, and light lunch. Drivers may include Alessio, Emanuele, Claudio, or Manuel. Florence time is about three hours.

“The tour organizer contacted me the night before and kindly let me know I had accidentally put Livorno Port as our pickup instead of La Spezia Port. We had originally planned to go to Florence from Livorno, but she assured me it was no problem and promised to make sure we had a fantastic day. She suggested changing the itinerary to avoid too much driving from La Spezia, and told us to leave it to her. Our driver, Emmanuel, picked us up promptly and took us to Portovenere for breakfast, followed by a leisurely stroll through the beautiful town and some shopping. Next, we visited Rio Maggiore, wandering the steep,…”

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Private Cooking Class with Wine Tasting in a Local Home in Civitavecchia - Graziella’s pasta, tiramisu, and fried artichokes
Civitavecchia Shore Excursions, Cooking Classes, Food & Drink, Food & Market Shore Excursions, Food Shore Excursions in Civitavecchia, Food Shore Excursions in Italy, Italy Shore Excursions, Private Shore Excursions, Private Shore Excursions in Civitavecchia, Private Shore Excursions in Italy, Tour Reviews, Wine Tasting Shore Excursions, Wine Tasting Shore Excursions in Italy, Workshops

Private Cooking Class with Wine Tasting in a Local Home in Civitavecchia

10.Private Cooking Class with Wine Tasting in a Local Home in Civitavecchia

★★★★★★★★★★5.0 · 7 reviews · 3 hours (approx.) · from $174

Meet a Cesarine host in a private home in Civitavecchia or nearby Lake Bracciano, where you will prepare Italian dishes, learn family recipes, and share the meal with wine. Hosts may include Francesca or Graziella. The three-hour class is private, offered in English, and costs $174.23 per person.

“What a wonderful experience! The chef opening her home to teach us Italian cooking and sharing a meal with her family made the experience heart warming and truly a unique adventure. Francesca was amazing showing us her garden & using her gardens produce in the meal that we prepared! Farm to table style Italian cooking! Highly recommended and we can’t wait to do it again when we visit Italy in the future!”

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PRIVATE EXCURSION: Volterra & San Gimignano + wine tastings (from Livorno Port) - Starting at the Livorno cruise terminal
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PRIVATE EXCURSION: Volterra & San Gimignano + wine tastings (from Livorno Port)

11.PRIVATE EXCURSION: Volterra & San Gimignano + wine tastings (from Livorno Port)

★★★★★★★★★★5.0 · 7 reviews · 8 hours (approx.) · from $324

Meet an English-speaking driver at your cruise ship in Livorno at 8:00 am for a private day in Tuscany. Visit Volterra and San Gimignano, tour the Chianti hills, and enjoy a three-course farm lunch with five wine tastings, olive oils, and balsamic vinegar. Andrea and Laura are praised for friendly, well-informed guiding.

“This was an absolutely AMAZING tour! Laura was so great and very knowledgeable! We couldn’t have asked for a better tour guide! We ♥️ Italy!”

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Lucca Tour & Pisa Tower + Wine Tasting by van from Livorno - The ride from Livorno through Tuscany
Florence & Pisa Shore Excursions, Food & Drink, Food & Market Shore Excursions, Food Shore Excursions in Italy, Italy Shore Excursions, Tour Reviews, Tours, Wine Tasting Shore Excursions, Wine Tasting Shore Excursions in Italy

Lucca Tour & Pisa Tower + Wine Tasting by van from Livorno

12.Lucca Tour & Pisa Tower + Wine Tasting by van from Livorno

★★★★★★★★★★5.0 · 6 reviews · from $180

Join Marco or another English, Italian, or Spanish-speaking driver-guide for an eight-hour trip from Livorno to Lucca, Pisa, and a Tuscan winery. You get port pickup, a small group of up to 15, time to walk inside Lucca’s old walls, Pisa photos, a cellar visit, wine tasting, and a light lunch.

“I organized a tour for 2 people in Tuscany to go wine tasting, visit the leaning tower of Pisa, and tour Lucca. Our tour guide Marco was excellent and picked us up from the Livorno cruise terminal on time, and we had a lovely time with 2 other groups in the van. The van was very comfortable and clean. We had time with the group and also time alone to walk in Lucca and Pisa. Lastly, the winery was beautiful and had great views. Marco did a great job accommodating my group's food allergies for lunch which was very nice. I would book again!”

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Bella Toscana Private Tour: 2 Chianti Wineries and San Gimignano From Livorno - The Chiantigiana road and the Tuscan countryside
Florence & Pisa Shore Excursions, Italy Shore Excursions, Livorno Shore Excursions, Private Shore Excursions, Private Shore Excursions in Italy, Private Shore Excursions in Livorno, Tour Reviews, Tours, Wine Tasting Shore Excursions, Wine Tasting Shore Excursions in Italy, Wine Tasting Shore Excursions in Livorno

Bella Toscana Private Tour: 2 Chianti Wineries and San Gimignano From Livorno

13.Bella Toscana Private Tour: 2 Chianti Wineries and San Gimignano From Livorno

★★★★★★★★★★5.0 · 6 reviews · 7 hours (approx.) · from $445

From Livorno, Massimo drives you through Chianti to two historic wineries and medieval San Gimignano. Expect private transport, wine-making visits, tastings, and a generous Tuscan lunch at extra cost. The seven-hour outing suits cruise passengers who want personal guidance instead of a large group excursion.

“Our guide, Massimo, warned us not to fall in love with Tuscany. We laughed—how could seven hours make us fall in love? Well, he was right. We stopped in Livorno on our cruise and wanted to go wine tasting in Tuscany. After lots of research, we booked this tour, and while it was expensive, it was worth every penny. It ended up being our favorite experience from our two-week trip. Massimo met us right at the cruise terminal (super easy!) and was incredibly knowledgeable and proud of his country. The drive itself was stunning—we stopped several times for photos—and our visit to San Gimignano was a highlight. The wineries were…”

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Pisa, Lucca, and Lunch at a Tuscan Winery from Livorno - Pisa without the long bus walk
Florence & Pisa Shore Excursions, Italy Shore Excursions, Livorno Shore Excursions, Lunch Experiences, Shore Excursions with Lunch, Shore Excursions with Lunch in Italy, Tour Reviews, Wine Tasting Shore Excursions, Wine Tasting Shore Excursions in Italy, Wine Tasting Shore Excursions in Livorno

Pisa, Lucca, and Lunch at a Tuscan Winery from Livorno

14.Pisa, Lucca, and Lunch at a Tuscan Winery from Livorno

★★★★★★★★★★5.0 · 5 reviews · 7 to 8 hours (approx.) · from $473

Travel from Livorno with an English-speaking driver such as Nikki, Sabrina, or Claudia. See Pisa’s Campo dei Miracoli, spend three hours in walled Lucca, then enjoy a homemade Tuscan lunch and 6 to 8 wine pairings at Fattoria Carmignani. The private tour lasts 7 to 8 hours, but lunch costs extra.

“We had a great tour with Nikki and Sabrina. We went to the leaning tower of Pisa, rode a bike on the city wall of Lucca and had lunch at a local winery. The overall experience is wonderful and it turned out to be the excursion that our family (7 adults and 5 kids) enjoyed the most among our four excursions in Italy.”

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Private Pisa, Pasta and Chianti Lovers Wine Experience Livorno Shore Excursion - Is $371.44 per person good value?
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Private Pisa, Pasta and Chianti Lovers Wine Experience Livorno Shore Excursion

15.Private Pisa, Pasta and Chianti Lovers Wine Experience Livorno Shore Excursion

★★★★★★★★★★5.0 · 5 reviews · 7 hours (approx.) · from $371

Leave Livorno with a private driver-guide and spend seven hours combining Pisa, the Leaning Tower, Pasta Martelli, and a winery near Terricciola. Emilia and Massimo are praised for personal service, flexible stops, and easy cruise timing. Pasta Martelli is closed Sundays and holidays, and lunch with wine tasting costs 40 euros extra.

“Great tour of Pisa, pasta making, and Winery. Massimo our guide was fantastic! Great food and wine at the winery”

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PRIVATE EXCURSION: Florence & Chianti with Wine Tasting Experience from Livorno - Three hours in Florence, with the city outdoors
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PRIVATE EXCURSION: Florence & Chianti with Wine Tasting Experience from Livorno

16★ 5.0PRIVATE EXCURSION: Florence & Chianti with Wine Tasting Experience from LivornoFrom $2485 reviews
Private Chianti and SuperTuscan Tour 2 wineries with Light Lunch from Livorno - The second estate brings wine and food together
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Private Chianti and SuperTuscan Tour 2 wineries with Light Lunch from Livorno

18★ 4.5Private Chianti and SuperTuscan Tour 2 wineries with Light Lunch from LivornoFrom $4905 reviews

New in Wine Tasting Shore Excursions in Italy

★ 5.0Wine Tour Bolgheri Half day Shore Excursion from Piombino Port2 reviews
★ 5.0Wine Tour Bolgheri Half Day Shore Excursion from Livorno Port3 reviews
★ 5.0Private San Gimignano Wine Tour from Livorno Port3 reviews
★ 5.0San Gimignano and Winery Experience with Lunch from LivornoFrom $2043 reviews
★ 5.0Pisa, Lucca and wine experience Private Day TripFrom $4163 reviews
★ 4.5Livorno port to Bolgheri wine region and Etruscan castle2 reviews
★ 5.0Wine and Cheese Tastings Southern Tuscany ShoreExcursion from Civitavecchia PortFrom $5922 reviews
★ 5.0Pisa, Lucca and wine experience Private Shore Excursion from La Spezia portFrom $4643 reviews
★ 5.0Siena, San Gimignano & Chianti Wine Excursions3 reviews

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