The 11 Best Hiking & Trekking Tours

1.Malibu: Guided Vineyard Hike with Photo Stops and Wine

★★★★★★★★★★5.0 · 391 reviews · from $49Our pick

Spend about three hours on a guided 2.5-mile loop through a private Malibu vineyard. You’ll see golden hills, native oaks, an organic garden, and Chumash cave paintings, with guides such as Ben and Tug bringing local stories to life. The hike ends with two cans of wine to take away.

“Great time! Beautiful views. My husband and I enjoyed the tour and the frose was delicious! Would definitely recommend.”

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2.La Geria Vineyards Hiking Tour

★★★★★★★★★★4.9 · 182 reviews · 4 hours · from $55

Walk 9 kilometers through La Geria with guides such as Raquel or José, learn how farmers grew grapes in volcanic soil, climb near Gaida crater, then taste Dry Volcanic Malvasia with bread and cheese at Bodega Rubicón.

“Raquel is a wonderful guide. She passionately and energetically tells us about Lanzarote, its volcanism, and wine culture, switching effortlessly between different languages. She's a true guide because she keeps a close eye on the group. Our hike was on a very hot and humid day with calima in the air. During the climb, my wife, who is always very strong and despite having eaten and drunk well, was overcome by the heat. She was simply not having a good day. Raquel handled it incredibly well. That's what makes a true guide. Fortunately, my wife recovered, and we were able to rejoin the group. The wine tasting at the end,…”

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3.Vernazza: Panoramic Vineyard Trekking Tour w/ Wine Tasting

★★★★★★★★★★4.9 · 126 reviews · 3 hours · from $77

Join Luca or another English or Italian-speaking guide for a steep 30-minute walk from Vernazza to Eroico Vineyard. Taste three wines, local snacks, and family stories among the vines, then return by the same trail. Groups are limited to eight, with private tours available.

“We LOVED Luca and his mom!! It was truly magical to hike up to his family winery, and learn about its history as well as the history of Vernazza. The wines were so tasty and we got to sit in the middle of the vineyard. It was a beautiful experience. I would 100% recommend. We also got to try focaccia and his mom’s pesto which was delicious.”

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4.Vineyards of La Geria hiking tour

★★★★★★★★★★5.0 · 69 reviews · 5 hours (approx.) · from $60

Walk 5.9 miles through La Geria with guides such as José or Raquel, seeing vines planted in volcanic ash and shallow pits. The moderate route includes hills and loose paths, then ends at Bodegas Rubicón with Malvasia wine, local cheese, and snacks. Pickup is offered from selected Lanzarote resorts.

“Had a fantastic time on this trip. Great hike with amazing views. Rachel was very knowledgeable about the area, vineyards and wineries. Definitely worth doing.”

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5.BarCa Winery Cinqueterre Trekking & Wine Tasting & Pesto Class

★★★★★★★★★★5.0 · 48 reviews · 1 hour 30 minutes (approx.) · from $78

Meet Andrea at BarCa Winery in Volastra for a cellar visit, a short vineyard walk along the Manarola-Volastra path, three wine tastings, and a hands-on pesto class with focaccia. Expect a private, family-run experience with sweeping views toward Manarola and the Ligurian Sea.

“Andrea gave us a great experience!!! The entire group sat in awe of the scenery around us. If you enjoy red or rose this is a great experience, those are unique finds in cinque terre! Wear good shoes for the “trekking” part. Not a terrible walk at all but does require some navigating on dirt paths. We loved it. An absolute can’t miss!”

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6.Hiking Tuscany & Chianti Wine – 3 Organic Wineries with lunch

★★★★★★★★★★5.0 · 27 reviews · 8 hours (approx.) · from $236

Leave Florence with a local wine guide such as Lorenzo or Stefano, then hike about 7 km through Chianti’s hills to three organic wineries. You’ll taste 10-plus wines, olive oil, local meats, cheese, and a two-course Tuscan lunch. The group is limited to seven people.

“This experience is incredible. Lorenzo is a true local and will guide you to 3 Chianti wineries by trekking. This is a small company and truly cares for a meaningful experience. Highly highly recommend.”

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7.From San Sebastian: Guided Coastal Hike with Winery Tasting

★★★★★★★★★★4.9 · 14 reviews · 5.5 hours · from $188

Join local guides Jon or Telmo for a 5.5-hour coastal outing from San Sebastián. Ride the train to Zarautz, sample market foods, walk the Camino de Santiago, taste two or three txakoli wines, and finish in Getaria with time for lunch or the beach.

“Our guide Telmo was very informative , patient and knowledgeable. The entire tour was amazing. Along with wine tasting, it would’ve been great to actually see the process and if possible go inside the vineyard. Overall, the experience was pleasant and memorable.”

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8.Quad hike 3h30 Vineyards of Dordogne

★★★★★★★★★★5.0 · 10 reviews · 3 hours 30 minutes (approx.) · from $204

Join Nico and the Les Randos de Nico team near Ribagnac for a private 3.5-hour quad ride through forests, vineyards, orchards, and sunflower fields. You’ll pass near Château de Monbazillac, tackle paths matched to your ability, and may spot deer. Drivers must be 18+ with a license.

“Excellent fun, nice guys and very helpful. We did the quad and the electric off road bikes, very highly recommended.”

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9.Hiking Tuscany & Chianti wine 3 wineries and lunch

★★★★★★★★★★5.0 · 9 reviews · from $239

Spend eight hours walking the Chianti Classico hills with a small group of up to seven. Your guide takes you to three organic or biodynamic wineries, a saffron producer, and a family lunch, with 11 wines, olive oil, cheese, salami, and ham to taste.

“Lorenzo was an amazing guide. The passion and knowledge he has for the entire wine making process was infectious. You learn about the region’s history and feel connected to the wineries you visit. The hike was beautiful and Lorenzo took the time to tell us about other local fruits and flowers growing around us. Would recommend him and any other “Out of the box Tours”.”

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10.Guided Vineyard Hike and Wine Tasting

★★★★★★★★★★5.0 · 9 reviews · 5 hours · from $135

Meet your English-speaking guide at your Stellenbosch hotel for a 7 to 9 km guided walk through Banhoek Valley vineyards. Visit two award-winning estates for premium tastings and a cellar tour, then enjoy cheese, antipasti, and charcuterie with mountain views. Private groups and return transport are included.

“Great trip with an excellent guide. Fantastic wine tasting and a lovely stroll”

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11.Meißen: Wine hike in the Proschwitzer vineyards including a 3-part wine tasting

★★★★★★★★★★4.4 · 4 reviews · 3 hours · from $38Best value

Follow the Proschwitzer Katzensprung with a German-speaking wine guide, learning how vines grow on Meißen’s historic steep slopes. The three-hour walk includes three 0.1-liter wine samples and a scenic refreshment stop. Bring sturdy shoes, water, a snack, and weather-ready clothing.

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