Tastings · VINEYARD TOURS

15 Vineyard Tours Worth Flying For

30 tours  ·  from $21 a head

Out among the rows, usually on foot, sometimes in a jeep. These 15 are compared on how much walking is involved, what the soil explains about the wine, and how much of the day goes on the drive.

Douro Valley Tour: 2 Vineyard Visits, River Cruise, Winery Lunch - Lamego and the first family winery
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Douro Valley Tour: 2 Vineyard Visits, River Cruise, Winery Lunch

1.Douro Valley Tour: 2 Vineyard Visits, River Cruise, Winery Lunch

★★★★★★★★★★5.0 · 3,542 reviews · 10 hours (approx.) · from $101Our pick

Leave Porto at 8:30 am for a full day in the Douro Valley. Travel by air-conditioned vehicle, taste wine, honey, olive oil, and port at two family-run wineries, eat a four-course Portuguese lunch, and cruise from Pinhão in a traditional Rabelo boat. Guides such as Rita, Pedro, Tiago, Sara, and Juliana are known for adding local context.

“The wine tour is operated by EFun Tours, we visited Douro Valley on 26 Dec and it was amazing trip for wine newbies. Itinerary was Pickup spot to 1st wine taste, boat ride, lunch then 2nd wine taste before back to pickup spot. Special shoutout to Tiago, Joal and Luka (EFunTour tour guides, sorry if misspell) for making the trip smooth and fun. The 2 vineyard visit (Quinta de Sequeiros and Casa dos Barros) and the amount of wine tasting is just the eye-opening sweet spot for an asian newbie that can't hold liquor well (if u do drink just ask for more!) Tips for new travelers is that the…”

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Toledo Tour & Vineyard Walk with Wine Tasting from Madrid - Starting in central Madrid
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Toledo Tour & Vineyard Walk with Wine Tasting from Madrid

2.Toledo Tour & Vineyard Walk with Wine Tasting from Madrid

★★★★★★★★★★5.0 · 2,546 reviews · 8 hours (approx.) · from $133

Spend a full day pairing Toledo’s Jewish Quarter and old town with a winery visit in Bargas. An English and Spanish-speaking guide leads the city walk, while a local viticulturist explains wine making, aging, and estate wines before three tastings with Manchego and Iberian charcuterie. Cathedral entry is available as an upgrade.

“This was an amazing tour. Our tour guide Antonio was very knowledgeable. We would have liked to have more time at the winery, but overall we would recommend it.”

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Half day Chianti Vineyard Escape from Florence with Wine Tastings - Piazzale Montelungo and the 40-minute ride south
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Half day Chianti Vineyard Escape from Florence with Wine Tastings

3.Half day Chianti Vineyard Escape from Florence with Wine Tastings

★★★★★★★★★★4.5 · 2,196 reviews · 5 hours (approx.) · from $53

Ride from Florence to two Chianti estates with an English-speaking guide, taste up to six to eight wines with olive oil, cheese, and balsamic vinegar, and tour vineyards and cellars. Guides such as Alex, Lorenza, and Cecilia have earned praise for clear, friendly explanations, though the group may reach 43 people.

“The wine tour was very fun and informative! A nice bus ride through Tuscany and an experience of two different wineries. Both places were very accommodating and the wine & additional tasty treats were very good. We had a nice sunny cool day in December and the scenery was beautiful!”

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Douro Valley Wine Tour: 3 Vineyard Visits, Wine Tastings, Lunch - Leaving Porto for Lamego
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Douro Valley Wine Tour: 3 Vineyard Visits, Wine Tastings, Lunch

4.Douro Valley Wine Tour: 3 Vineyard Visits, Wine Tastings, Lunch

★★★★★★★★★★5.0 · 1,562 reviews · 10 hours (approx.) · from $133

Spend about 10 hours traveling from Porto to Lamego, Folgosa, and Sabrosa for three vineyard visits, DOC and Port tastings, and a four-course Portuguese lunch. Guides such as Pedro, Rita, Maria, and André are praised for their local insight. Pickup is available on small-group and private options, with groups capped at 19.

“The driver reached speeds of 140kmh sometimes with both hands of the steering wheel while talking to pax, the van had a bald tyre and bent rim all very dangerous. The driver was very informative but the driving at such high speeds was very off putting.”

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#1 Best 3hr Martha's Vineyard shared Island Tour from Oak Bluffs - Meeting the minibus near Oak Bluffs
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#1 Best 3hr Martha’s Vineyard shared Island Tour from Oak Bluffs

5.#1 Best 3hr Martha’s Vineyard shared Island Tour from Oak Bluffs

★★★★★★★★★★4.5 · 1,439 reviews · 3 hours (approx.) · from $65

This three-hour shared tour from Oak Bluffs covers Oak Bluffs, Edgartown, Vineyard Haven, and Aquinnah in a small group of up to 14. Your local driver-guide points out the Flying Horses Carousel, lighthouses, Gingerbread Cottages, Jaws locations, and island history, with a short Aquinnah Cliffs stop.

“Such an amazing experience...so much history from a "local"! We REALLY enjoyed getting to know the amazingness of Martha's Vineyard...not just what the tourists know about the island.”

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From Barcelona: Penedés Vineyards Tour by 4WD w/Wine & Cava - Can Bas, estate wine, and the open-air 4x4 ride
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From Barcelona: Penedés Vineyards Tour by 4WD w/Wine & Cava

6.Penedés Vineyards Tour by 4WD w/Wine & Cava

★★★★★★★★★★4.8 · 808 reviews · 6 hours · from $85

Travel from Barcelona to Can Bas and Pere Ventura in the Penedès. You’ll taste three wines, four cavas, cheese, and charcuterie, then ride a convertible 4x4 through ancient vines with a local viticulturist. Guides such as Cristina, Rob, Anna, and Rosa bring the estates and cellar work to life.

“I highly highly recommend this day trip! It was a great day filled with delicious wine and tapas and beautiful views. Our guides were so knowledgeable and friendly, and I learned so much about the wine of the region and cava. The ride around the winery on the 4x4 was also very fun. Definitely book this if you can!”

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Private Self-Guided E-Bike Ride in Tuscany with Vineyard Visit - Getting out of Florence takes patience
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Private Self-Guided E-Bike Ride in Tuscany with Vineyard Visit

7.Private Self-Guided E-Bike Ride in Tuscany with Vineyard Visit

★★★★★★★★★★5.0 · 775 reviews · 4 to 7 hours (approx.) · from $96

Set out from central Florence on a self-guided e-bike route to Fiesole, olive groves, and a family-run vineyard near the Arno. John sets up your bike, helmet, and GPS route, then you ride at your own pace, stopping for coffee, wine, food, and views before returning via Piazzale Michelangelo.

“We took our 3 teens on this adventure and we all had a blast. 3 of my family members race mountain bikes so it was easy for them. My daughter and I had never been on an E-bike before so needed to get use to how heavy the bike was. The ride starts and ends in the city so you have to do a lot of starting and stopping and maneuvering around people and traffic. Once you are out of the city, it is a fantastic way to see the countryside. John was great to work with and the map was super easy to follow. Definitely stop at the winery.…”

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Porto: 3 Douro Valley Vineyards Tour with Lunch - The morning road to Sabrosa
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Porto: 3 Douro Valley Vineyards Tour with Lunch

8.3 Douro Valley Vineyards Tour with Lunch

★★★★★★★★★★4.8 · 705 reviews · 10 hours · from $129

Travel from Porto to three Douro Valley wine producers with an English, Portuguese, or Spanish-speaking guide. You’ll tour winery facilities, taste Port and DOC wines, enjoy a regional lunch, and follow the Douro River along National Highway 222. Small-group and private options are available, with guides such as Sara, Pedro, Rita, and Juliana frequently leading the day.

“Vitor was an excellent tourguide and the driver was great too! I highly recommend this trip!”

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Saint-Émilion: Bordeaux Vineyard Tour and Wine Tasting - Starting with a five-generation family story
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Saint-Émilion: Bordeaux Vineyard Tour and Wine Tasting

9.Saint-Émilion: Bordeaux Vineyard Tour and Wine Tasting

★★★★★★★★★★4.8 · 578 reviews · 1 hour · from $21Best value

Spend one relaxed hour at Château Saint-Georges Côte Pavie, a five-generation family vineyard on Pavie Hill. Your English or French-speaking guide, often Valentin, Chloe, or Matthieu, explains the soil, grapes, cellar, and aging process before serving three red wines. The château is walkable from Saint-Émilion and its train station.

“Excellent and informative tour, really enjoyed and super easy to get to on foot from the main road between the station and St Emilion.”

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Boston: Martha's Vineyard Day Trip with Optional Island Tour - The early Boston pickup and ride to Falmouth
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Boston: Martha’s Vineyard Day Trip with Optional Island Tour

10.Boston: Martha’s Vineyard Day Trip with Optional Island Tour

★★★★★★★★★★4.6 · 573 reviews · 13 hours · from $129

Spend about 13 hours traveling from Boston to Martha’s Vineyard by minibus and ferry. Visit Oak Bluffs, Edgartown, Gay Head Cliffs, and Aquinnah, then choose three hours with a local guide such as Tom or Anthony, or explore independently. Hotel pickup, snacks, ferry tickets, and island discounts are included.

“It was convenient and organized. Johnny Boston picked us up from the hotel and is knowledgeable and witty it made the 2-1/2 hour trip to Cape Cod not boring at all. From Cape Cod we rode the ferry Nantucket for about 30 mins and a local guide Tom was already there waiting. Tom grew up there and knows the history by heart. It’s our first time and I’m glad I took the optional island tour. This is the highlight of our trip and my husband and I really enjoyed it. Thank you New England Tours for making it happen. I give this company 5 star rating. Don’t hesitate. Sign up…”

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From Albufeira: 4x4 Off-Road Safari & Vineyard Wine Tasting - Orange groves, cork oaks, and village roads
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From Albufeira: 4×4 Off-Road Safari & Vineyard Wine Tasting

11.From Albufeira: 4×4 Off-Road Safari & Vineyard Wine Tasting

★★★★★★★★★★4.6 · 571 reviews · 4 hours · from $68

Ride from Albufeira into the Algarve hills in a 4x4, passing villages, orange groves, vineyards, and cork oaks. Your local guide may be Miguel, Fred, Hugo, or another member of the team. Expect off-road tracks, local produce, cork-making stories, and several wines served with bread, cheese, jams, and smoked ham.

“Guide was extremely knowledgeable and very passionate about his job and the area we visited. The guide at the vineyard was also very passionate and knowledgeable and made the tour interesting. A great afternoon and the wine tasting was the icing on the cake. Great experience. Thank you”

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Montserrat,Vineyard, Wine Tasting Small Group Tour & Hotel Pickup - Montserrat mountain and Natural Park
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Montserrat,Vineyard, Wine Tasting Small Group Tour & Hotel Pickup

12.Montserrat,Vineyard, Wine Tasting Small Group Tour & Hotel Pickup

★★★★★★★★★★5.0 · 513 reviews · 10 hours (approx.) · from $130

Travel from your Barcelona hotel or apartment in a group of up to eight. Visit Montserrat Basilica, hike or ride the funicular, then explore Sant Sadurní d’Anoia and a Penedès cava cellar. The €24.50 cellar visit and tasting fee is extra on the shared tour. Guides may include Ramón, Dulce, Alba, Xavi, or José.

“The tour was outstanding as was our guide Alba. The cava wine tour was very informative with great tasting wine! Very nice experience. The Montserrat tour was also breath taking. Not the best weather but loved it. Our oldest son got engaged in the basilica square. Alba was great and assisted with the engagement spot. High recommend her as a guide!!”

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Bordeaux: Vineyards Wine Tasting Half-Day Trip - Saint-Émilion: village lanes and a church below the ground
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Bordeaux: Vineyards Wine Tasting Half-Day Trip

13.Vineyards Wine Tasting Half-Day Trip

★★★★★★★★★★4.2 · 470 reviews · 5 hours · from $68

Spend five hours exploring Bordeaux wine country by coach with an English and French-speaking guide. Depending on your date, visit Saint-Émilion and its underground church, or tour two châteaux in Médoc, Graves, Sauternais, or Entre-deux-Mers. Friday combines Blaye’s citadel with a château tasting. Expect scenery, local wine, and small pours rather than a full meal.

“excellent trip, organised, well chosen chateux to visit. can highly recommend”

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Santiago: Concha y Toro Vineyard Tour w/ Transfer & Tasting - Don Melchor Square and the old Pirque estate
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Santiago: Concha y Toro Vineyard Tour w/ Transfer & Tasting

14.Santiago: Concha y Toro Vineyard Tour w/ Transfer & Tasting

★★★★★★★★★★4.2 · 455 reviews · 4 - 5 hours · from $82

Travel from Santiago to Concha y Toro in Pirque with hotel pickup, then tour the old park, family residence, vineyards, and Casillero del Diablo legend. You taste three wines, including Cabernet Sauvignon. A premium option adds four Marques de Casa Concha wines, a sommelier, and cheese. Guides may speak English, Spanish, or Portuguese.

“It was a fantastic tour. As we were the first ones to get picked up, it does feel like you are in the city a while before you reach but it's worth it just for the Casillero Del Diablo! Our tour guide in Concha y Toro was Felipe who was brilliant! The communication with the driver was good and clear as well.”

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Santiago: Maipo Valley Wine Tasting Tour with 4 Vineyards - The ride from Santiago to the Maipo River
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Santiago: Maipo Valley Wine Tasting Tour with 4 Vineyards

15.Santiago: Maipo Valley Wine Tasting Tour with 4 Vineyards

★★★★★★★★★★4.8 · 450 reviews · 10 hours · from $134

Join a small group of up to 15 people for a full day from Santiago to Maipo Valley. You will visit family-run Campo La Quirinca, Santa Ema, TerraMater for lunch, and historic Undurraga. Guides such as Pablo, Nacho, Esme, and Alexia lead the day in English or Spanish, with generous tastings and hotel pickup included.

“An enjoyable day spent visiting great wineries of different sizes (from small and family-run to big a bigger more corporate one). I learned a ton, drank so much wine, and enjoyed good company. Benjamin, our guide, was fantastic and made the trip even better. I would recommend this excursion if you are looking for something to do in Santiago.”

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