Santorini tours & vacations
See Santorini through a local lens
Electric-blue seas, clifftop towns and sunsets that stop even seasoned travellers in their tracks – Santorini is the iconic image of the Greek islands. But as one of Europe’s busiest destinations, you’ll uncover much more with our legendary local leaders by your side. Join one of our small group adventures to hike along the caldera rim through traditional villages, sample volcanic wine at family-run vineyards or sail to Santorini and other Cycladic islands aboard your own private yacht.
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Santorini highlights
Sail to Santorini
Cruise the glistening waters of the Cyclades on a sailing adventure from Mykonos to Santorini. With a passionate local skipper at the helm of your private yacht, you’ll drop anchor in secluded coves to swim and snorkel, visit remote fishing villages far from the crowds and enjoy blazing sunsets from the deck.
Hike the caldera rim
Santorini’s epic landscapes were shaped by a massive volcanic eruption around 1500 BC. Hike the caldera rim from Thira to Oia, passing through traditional villages along the way. With sheer cliffs plunging into the Aegean and unique rock formations dotted along the black sand coast, the views are unforgettable.
Taste volcanic wine
The volcanic soil in Santorini gives its wine a distinct character – particularly its crisp Assyrtiko-based whites. Dive into the world of Greek wine and philosophy (the perfect pairing) at the Symposium Cultural Centre, then visit a family-run vineyard to sample a range of local drops and dishes.
Santorini tour reviews
4.9•706 reviews
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Sail Greece: Santorini to Mykonos
Mantas · Traveled June 2025
Review submitted 05 Jul 2025Athens to Santorini
Lauren · Traveled June 2025
Review submitted 05 Jul 2025Sail Greece: Santorini to Mykonos
Gabrielle · Traveled June 2025
Review submitted 02 Jul 2025Athens to Santorini
Susan · Traveled June 2025
Review submitted 02 Jul 2025Greece Sailing Adventure: Cyclades Islands
Charlotte · Traveled June 2025
Review submitted 03 Jul 2025SMALL GROUP TRAVEL THAT'S GOOD ALL OVER
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We're here to do good by creating positive change through the joy of travel.