Sicily welcomes you between the green peaks of the Nebrodi Mountains and the shimmering Tyrrhenian Sea, where your bikes are fitted for a ride toward the coast with the Aeolian Islands rising on the horizon. A private lunch overlooks the water before you board a private boat for the crossing to Vulcano, arriving at Therasia Resort Sea & Spa for a Michelin-starred welcome dinner over the sea.

Climb to the Gran Cratere of Vulcano for extraordinary views across Lipari, Salina, Panarea, Stromboli, Filicudi and Alicudi, with fumaroles and volcanic rock underfoot as proof that this island is still very much alive. By afternoon, trade hiking boots for a sea kayak, paddling beneath volcanic cliffs and into hidden coves with plenty of chances to swim.

A scenic bike loop around Lipari leads to an unforgettable lunch at the private home of a local friend—the kind of intimate, home-cooked experience no restaurant could match. From there, continue by boat to Salina for an evening at Hotel Signum, capped by a Michelin-starred dinner from one of Sicily's most celebrated chefs.

Discover the wilder, greener side of the Aeolian Islands on a hike through Salina's Valle Spina, followed by lunch in the home of a local friend. As night falls, cruise by private boat toward Stromboli and watch the Sciara del Fuoco light up the volcano's flank—one of the Mediterranean's most extraordinary natural spectacles.

Say farewell to the Aeolian Islands and return to island of Sicily. Set out by bike on the slopes of Mount Etna, past lava fields and vineyards to Pietradolce for a wine tasting and lunch. Continue riding, or opt for a relaxed transfer, into Taormina and the iconic Four Seasons San Domenico Palace.

An expert volcanologist leads the way into Etna's otherworldly terrain of lava flows, craters and pumice slopes, with sweeping views across eastern Sicily and an exclusive picnic along the trail. Toast to an unforgettable week at a farewell dinner at the Four Seasons San Domenico Palace.