18 by the glassPyrgos
The terrace tasting bar of the Santorini Union of Cooperatives sits on the cliff above Athinios port with panoramic caldera and volcano views. Walk-in flights cover the full PDO Santorini portfolio and Vinsanto from the cellar's library.
The list: Walk-in caldera-view tasting bar pouring 18 PDO Santorini wines by the glass from the cooperative's portfolio, including dry Assyrtiko, Nykteri and barrel-aged Vinsanto.
Pours: Santo Wines Assyrtiko, Santo Wines Nykteri, Santo Wines Vinsanto 4 Years
12 by the glassMegalochori
The terrace bar of Venetsanos Winery, founded 1947 and built into the caldera cliff above Athinios. The wine list focuses on the Venetsanos estate range with sunset flights as the signature service.
The list: Caldera-edge wine bar pouring the Venetsanos estate range. By-the-glass list features Assyrtiko, Aidani co-fermented whites and Vinsanto from the gravity-flow cellar.
Pours: Venetsanos Assyrtiko, Venetsanos Nykteri, Venetsanos Vinsanto
20 by the glassOia
Mystique's hidden wine cave is carved into the volcanic Skaros rock face beneath the suites. A sommelier-led list pairs Santorini Assyrtiko and Vinsanto with selections from across Greece for private tastings.
The list: Private cave wine cellar carved into volcanic rock with curated Greek wine list weighted toward Santorini PDO Assyrtiko and Vinsanto, plus international library bottles.
Pours: Domaine Sigalas Assyrtiko, Estate Argyros Vinsanto, Hatzidakis Mavrotragano
15 by the glassImerovigli
The private cellar bar at Astra Suites, perched on the Imerovigli caldera ridge with views toward Oia and the volcano. The sommelier guides flights from a Santorini-focused list of over 200 Greek labels.
The list: Curated cellar of over 200 labels with deep Santorini PDO bench-mark verticals. Sommelier-led flights match Assyrtiko vintages and Vinsanto library bottles to the cliffside terrace.
Pours: Sigalas Assyrtiko Kavalieros, Argyros Vinsanto 20 Years, Gaia Thalassitis
10 by the glassExo Gonia
Antonis Argyros's converted 1861 canava in Exo Gonia operates as a working art gallery, sculpture studio and winery cellar. Tastings flow through hand-dug tuff caves alongside curated exhibitions of contemporary Greek artists.
The list: Small-batch Argyros family wines poured in the volcanic-tuff cave gallery alongside contemporary art exhibitions, with a focus on Mavrotragano, Assyrtiko and oak-aged Vinsanto.
Pours: Art Space Assyrtiko, Art Space Mavrotragano, Art Space Vinsanto 8 Years
12 by the glassOia
The hilltop aperitivo terrace at Canaves Sunday in Oia, opened in 2023 as the sunset-focused outpost of the Canaves Oia collection. By-the-glass Santorini whites and Cycladic vermouth flights front a sweeping caldera view.
The list: Caldera-view aperitivo terrace pouring Santorini Assyrtiko, sparkling, vermouth and signature cocktails. Sommelier-curated by-the-glass program weighted to Santorini and Cycladic PDOs.
Pours: Santorini PDO Assyrtiko, Greek sparkling, Mavrotragano red
14 by the glassOia
The private wine balcony at Canaves Oia Suites overlooks the caldera at sunset. The sommelier serves curated Santorini flights and library Vinsanto in a one-table-at-a-time format for hotel guests and limited outside diners.
The list: Private balcony wine experience with a sommelier-led list weighted toward Santorini Assyrtiko, Vinsanto and notable Greek reds. Vertical Sigalas and Argyros flights available on request.
Pours: Sigalas Assyrtiko, Argyros Vinsanto, Mavrotragano blends
16 by the glassOia
The west-facing terrace lounge at Canaves Oia Epitome, opened on the Foinikia cliff in 2018. The bar program centres on local PDO Santorini wines by the glass with cocktails built around estate-aged Vinsanto.
The list: Caldera sunset bar pouring Santorini sparkling, Assyrtiko and Aidani by the glass alongside a curated Greek wine list and signature cocktails using Vinsanto reductions.
Pours: Santorini sparkling Assyrtiko, Aidani-Assyrtiko field blend, Vinsanto Old Fashioned
22 by the glassPyrgos
The lower cellar bar of Santo Wines, in the Pyrgos cooperative complex above Athinios. Sit-down tasting flights walk through the full five-tier portfolio with explanations of the kouloura basket-vine system from cooperative winemakers.
The list: The lower bar pouring all five tiers of the SantoWines portfolio including PDO Santorini, single-vineyard Grand Reserves and library Vinsanto verticals.
Pours: Santo Wines Grande Reserve Assyrtiko, Santo Wines Vinsanto 12 Years, Santo Wines Aidani
8 by the glassVourvoulos
The minimalist cellar bar at Vassaltis Vineyards in Vourvoulos opens directly onto 14 hectares of estate kouloura vines. Sit-down flights of the limited boutique production are guided by the cellar team.
The list: Cellar bar pouring the Vassaltis estate range including Nassitis single-vineyard Assyrtiko, the orange-skin-contact Plethora and limited Aidani bottlings.
Pours: Vassaltis Nassitis Assyrtiko, Vassaltis Plethora, Vassaltis Aidani
14 by the glassEpiskopi Gonias
The cellar bar of Estate Argyros in Episkopi Gonias holds an extensive old-vine Vinsanto library, with verticals stretching back roughly three decades.
The list: Sit-down cellar bar pouring the full Estate Argyros range with deep Vinsanto verticals back to the 1990s and rare bottlings from the family's 200-year-old ungrafted vine library.
Pours: Argyros Cuvée Monsignori Assyrtiko, Argyros Vinsanto 20 Years, Argyros Mavrotragano
10 by the glassMegalochori
A multi-generation family cellar in Megalochori, Gavalas Winery champions Santorini's rare indigenous grape varieties including Voudomato and Katsano alongside the more familiar Assyrtiko and Aidani.
The list: Family canava cellar tasting bar in Megalochori pouring small-production indigenous varietals including rare Voudomato and Katsano alongside the family's Assyrtiko and Vinsanto.
Pours: Gavalas Voudomato, Gavalas Katsano, Gavalas Vinsanto