Discover Italy’s most desirable coastlines and create refreshing life-long memories on an Aeolian Islands flotilla vacation in Portorosa. Among the shimmering warm waters of the Mediterranean, cast off and explore together as you weave between a labyrinth of sensational volcanic islands. Enjoy relaxed sailing with consistent winds and short passages from one remarkable UNESCO-protected location to the next. With black sand beaches and authentic Sicilian culture beckoning on shore, your flotilla lead crew will lend support during every step of your nautical journey.
2023 Departure Dates:
- July 16, 2023**
- July 22, 2023**
- September 30, 2023**
2024 Departure Dates:
- July 13, 2024
- July 20, 2024
- Sep 28, 2024
To book an Aeolian Islands Flotilla, call 888 350 3568.
*The program may be changed due to weather conditions or particular/unforeseen events.
**The cost of participation is €240 per person, which includes lead yacht, assistance, fuel, welcome drink and happy hour. Cost of yacht, mooring fees and restaurants are not included.
Aeolian Islands - one week Flotilla
Highlights
- Relaxed sailing with fine winds
- Clear, warm waters ideal for snorkelling
- Spectacular black sand beaches
- Europe’s second-largest active volcano
- UNESCO-protected Aeolian Islands
Portorosa
The day's sailing
To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.
Suggested activities
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Sunbathing
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Snorkelling
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Diving
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Shopping
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Exploring

Begin your flotilla charter with a warm welcome and refreshing libation at the lovely Portorosa Marina, nestled in the northeast corner of Sicily. Spend the first day getting familiar with your yacht and getting to know fellow travelers at the base before reclining on one of Sicily's many beaches or exploring the nearby town of Tonnarella. Sleep on board your yacht and wake up to your morning flotilla yacht briefing.
Discover Portorosa
Portorosa to Vulcano
The day's sailing
To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.
Suggested activities
-
Sunbathing
-
Snorkelling
-
Diving
-
Shopping
-
Exploring

Set sail towards the other-worldly island of Vulcano, named for the steaming peaks that crown the island. You’ll anchor in Porto di Levente or Ponente Bay for good protection from easterly winds. Vulcano boasts a spectacular black sand beach, but its star attraction is Fossa di Vulcano. This fascinating smoldering crater is crystal-encrusted and features epic views once you’ve reached the peak. Vulcano’s south and northwest coasts are ideal for snorkeling and swimming. After a day of exploring, tempt your palate with mouth-watering seafood and local wines at a restaurant near the port.
Discover Vulcano
Vulcano to Panarea
The day's sailing
To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.
Suggested activities
-
Sunbathing
-
Snorkelling
-
Diving
-
Shopping
-
Exploring

Hoist the sails and head to Panarea, the chicest and picturesque of the Aeolian Islands. You’ll weave past the glamorous port town to arrive at the quiet anchorage of Zimmari Bay for the night. Dinghy ashore to take in sights of charming homes and browse artists’ bottegas or workshops, and local boutiques Camera in tow, climb the Punta del Corvo for exceptional panoramic views.
Discover Panarea
Panarea to Selena
The day's sailing
To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.
Suggested activities
-
Sunbathing
-
Snorkelling
-
Diving
-
Shopping
-
Exploring

Next, you’ll set off for Selena, an island renowned for its lush green mountains and freshwater springs. Embrace the island’s slower pace of life and opt for exploring its mighty peaks (Monte Fossa delle Felci, Monte dei Porri, and Monte Rivi) at your leisure. The group will moor overnight in the island’s port and end the day’s adventures with a group dinner at a local restaurant, where local seafood dishes are sure to satisfy after a splendid day of exploring.
Discover Selena
Selena to Filicudi
The day's sailing
To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.
Suggested activities
-
Sunbathing
-
Snorkelling
-
Diving
-
Shopping
-
Exploring

Next on our itinerary is Filicudi, the wildest and most beautiful Aeolian Island, characterized by its stunning blue grottos and a network of hiking trails. Flotilla guests have the opportunity to explore the Scoglio della Canna (Cane Reef), a rock obelisk located off the northwestern coast. At Capo Graziano, a short walk southeast of the port, discover the remains of a prehistoric village, dated 1800 BC. Hiking trails allow visitors to explore the island’s scenic interior and lead to the abandoned village of Zucco Grande and to Fossa Felci, a mountain in the centre of the island.
Discover Filicudi
Filicudi to Lipari
The day's sailing
To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.
Suggested activities
-
Sunbathing
-
Snorkelling
-
Diving
-
Shopping
-
Exploring

Next, we set course for Lipari, both the largest and oldest of the Aeolian Islands. You’ll moor overnight in the Port of Lipari. Enjoy an aperitif then stroll picturesque streets along the harbours lively seafront.
Discover Lipari
Lipari to Portorosa
The day's sailing
To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.
Suggested activities
-
Sunbathing
-
Snorkelling
-
Diving
-
Shopping
-
Exploring

Finally, on day 7, we head back to Portorosa for our last night on board and close out the island-hopping adventure with a group dinner.