1Santorini – Romance and Charm Year-Round

Santorini is synonymous with sunsets and honeymoon escapes, and unlike some other Cycladic islands, it keeps a significant portion of its businesses open beyond summer. Many hotels, restaurants, and wineries remain operational into the fall, especially in Oia and Fira.
Visiting Santorini in September or October offers an unforgettable experience. The caldera views are just as stunning, sunsets remain magical, and you’ll encounter fewer tourists, which makes dining and exploring much more intimate. Fall is also wine harvest season on the island, so wineries like Santo Wines host tastings and events where visitors can sip Assyrtiko and Vinsanto while overlooking the volcanic cliffs. Santorini combines natural beauty, culture, and off-season liveliness perfectly.