Our wine tasting vacations & tours
Wine always tastes better when you’re drinking it straight from the cellar door, whether it is Cava in Catalonia, Malvasia in Croatia or Malbec in Mendoza. Best of all, sampling local wine gets you closer to the culture: you’re tasting the terroir of a new place and discovering how its geography, climate and history have shaped life there, one glass at a time. Here’s a small selection of wine tasting vacations aimed at people who enjoy their wine and want to discover a bit more about it. Raise a glass and toast some of the most beautiful places in the world.
Our top trips
South Africa vacation
From
£3120 to £4165
13 days
ex flights
Explore Cape Town, Winelands & the Garden Route
Tailor made
Northern Portugal small group tour
From
US $4630 to US $5590
8 days
ex flights
Discover culture & landscapes from Aveiro to Porto
Small group2027: 15 May, 25 Sep, 16 Oct, 6 Nov, 2028: 15 Apr, 13 May, 23 Sep, 14 Oct, 4 Nov
St Helena and South African winelands
From
£7452
19 days
ex flights
Discover remote St Helena & enjoy the best of the Cape
Tailor made
Champagne biking vacation, France
From
£2020 to £2505
5 days
ex flights
Tour stunning vineyards and taste true Champagne
Tailor made
Cycle Burgundy's Route de Grand Crus
From
£2600 to £2815
8 days
ex flights
Sumptuous wines & gourmet experiences in Burgundy
Tailor made
Prosecco Hills walking vacation, Italy
From
US $2715 to US $2945
8 days
ex flights
The Prosecco Road, Italy’s oldest wine route
Small group2027: 10 Apr, 17 Apr, 24 Apr, 1 May, 8 May, 22 May, 29 May, 5 Jun, 12 Jun, 26 Jun, 3 Jul, 28 Aug, 4 Sep, 18 Sep, 25 Sep, 2 Oct, 2028: 8 Apr, 15 Apr, 22 Apr, 29 Apr, 6 May, 20 May, 27 May, 3 Jun, 10 Jun, 17 Jun, 24 Jun, 1 Jul, 26 Aug, 2 Sep, 16 Sep, 23 Sep, 30 Sep
Walking and wine tasting vacation in Spain and Portugal
From
US $3260
12 days
ex flights
Journey from Madrid to Porto through the Ribera del Duero
Small group2027: 15 May, 29 May, 12 Jun, 18 Sep, 25 Sep, 2 Oct, 9 Oct
Bordeaux cycling vacations, city & vineyards
From
£1940
8 days
ex flights
Cycling in stunning Bordeaux with delicious wine
Tailor made
Tuscany food, wine and cookery retreat
From
£1200
5 days
ex flights
Small group food, wine & cooking retreats in Tuscany
Small group2027: 22 May
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Wine tasting vacation highlights
Where to go on a wine tasting vacation
Try the best of Old World wines in Italy, France and Portugal, where thousands of years of winemaking history mean you can conduct tastings in chateaux and stop in on Roman ruins on your wine route. Alternatively, head to the likes of South Africa, Argentina and Australia for a taste of New World wines and to soak up the stunning scenery where they are grown. We’ve also got a few more unexpected locations in the cellar: Croatia may not export much wine, but it doesn’t mean it doesn’t have fantastic bottles to buy when you’re there, and Georgia and Armenia harbour some of the oldest viticultural traditions in the world.
Tailor made and self drive
Small cosy cellars made for intimate tasting sessions, tiny tucked away boutique hotels with only a handful of rooms: wine tasting vacations make for fantastic tailor made breaks, and some wineries will give you highly personalised experiences. You don’t always need a car for our tailor made experiences: some are walking and cycling vacations and others come with transfers. If you want your own four wheels, though, our self drive vacations allow you flexibility to linger over that long lunch, or cram in a few more stops if you’re feeling curious. If one of you needs to be behind the wheel, make sure that you’ve agreed a designated driver each day.
Cycling and wine tasting
Wine country makes great cycling country. You’ve got rolling hillside, stunning scenery, quiet roads between wineries and short distances to cover if you’re hopping between small and independent businesses. On our wine tasting and cycling vacations, you could head to the Douro Valley in Portugal for riverside pedals in a UNESCO-listed landscape, to Catalonia for tastings in the Baix Emporda region, or into France’s Champagne region for a spot of effervescent exercise. No one appreciates a long leisurely lunch like a hungry cyclist: it’s fitting that many wine regions are also rich agricultural regions, producing high quality local food.
Latest reviews
4.6
75Wine tasting vacations reviews
Cynthia Howland11 Oct 2026
It was fantastic. 10 out of 10.read more
Richenda Askew10 Oct 2026
Excellent. Interesting. Would love to return another time.read more
James Turner09 Jun 2026
Cape Town was wonderful, and all but one of the five accommodations were superb. Simon did a fantastic job in understanding our needs.read more
Laura Davis07 Jun 2026
It was hard walking and the heat did not help. The best was the end the hotel and the viewread more
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