Santorini: Wine Tasting Sunset Tour & Dinner at 3 Wineries

Summary

Volcanic vineyards, cellar tours, sunset tastings and dinner in Santorini

You’ll wander Santorini’s volcanic vineyards with a local guide, taste ten unique wines—including Assyrtiko and Vinsanto—across three traditional wineries, and share a sunset dinner outdoors with your small group. Expect laughter over shared plates, cellar tours with earthy scents lingering in the air, and moments that linger long after you’ve left the island.

What’s the experience like?

The first thing I remember is the crunch of gravel under my sandals when we stepped out at the first winery—somewhere between Pyrgos and the caldera rim, the air already thick with that salty-sweet smell you get near the sea. Our guide, Eleni, waved us over to a row of twisted old vines. She said they’re called kouloura—basket vines—and showed us how they curl low to the ground to dodge the wind. I tried to say “Assyrtiko” like she did (I didn’t quite nail it), but she just grinned and poured our first glass. The wine was sharp and cold, almost lemony, which surprised me since it was so warm out.

We went on to two more wineries—each one felt different. At one place, there were cats weaving between our feet and a man in blue overalls who barely looked up from his barrels but nodded when we passed. The cellars smelled like stone and something earthy I couldn’t place. We tasted ten wines in all—I lost count after six, if I’m honest—and by then everyone in our little group was swapping stories about where we were from. There was a couple from Milan who kept asking about Vinsanto (the sweet dessert wine), so Eleni finally just brought out an extra bottle for us to try with some cheese that tasted faintly of thyme.

Dinner was outside as the sun started sinking behind Oia—the sky turned this weird peachy color that made everyone reach for their phones at once. The food came out family-style: tomato fritters (crispy edges), grilled fish that flaked apart under my fork, bread still warm from somewhere nearby. I caught myself just sitting back and watching everyone talk over each other, laughing about which wine was their favorite or how many photos they’d taken of the view already. It felt less like a tour by then and more like some odd little dinner party where nobody knew each other before sunset.

Step-by-step itinerary

Day 1 — Santorini wine tour and dinner

• Meet private wine expert sommelier
• Visit first traditional winery
• Tour winery cellar and production
• Taste local wines including Assyrtiko
• Visit second traditional winery
• Tour winery cellar and production
• Taste more Santorini wines
• Visit third traditional winery
• Tour winery cellar and production
• Taste sweet Vinsanto and other wines
• Enjoy memorable dinner experience

Top questions

How many wineries are visited on this Santorini wine tour?

The tour includes visits to three traditional wineries around Santorini.

Is dinner included during the Santorini wine tasting tour?

Yes, dinner is included as part of the experience after wine tastings.

How many wines do you taste during this Santorini tour?

You’ll taste ten different types of Santorini wines during the tour.

Is transportation provided for this Santorini wine sunset tour?

The tour includes pickup; public transportation options are also available nearby.

What is the maximum group size for this Santorini wine experience?

The small group tour accommodates up to eight people per group.

Are snacks or water included during the wine tasting?

Bottled water and snacks are provided along with wine tastings and dinner.

What types of wines are featured on this Santorini tasting tour?

You’ll try local varieties such as Assyrtiko, Nykteri, and Vinsanto sweet wine.

What’s included

Your day includes pickup for your small group (up to eight people), guided visits to three traditional wineries across Santorini with cellar tours, tastings of ten local wines including Assyrtiko and Vinsanto, bottled water and snacks along the way, plus an outdoor dinner featuring regional dishes before heading back in the evening—all taxes covered too.