7 Day Aeolian Islands Flotilla Itinerary
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.
*We will do our utmost to accommodate all the listed stops. However, please be aware that routes may change due to weather conditions or availability.
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
2026 departure dates:
05-23 | 06-20 | 07-11 | 09-19
2027 departure dates:
05-22 | 06-19 | 07-10 | 09-18
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 €295 per person, which includes lead yacht, assistance, fuel, welcome drink and happy hour. Cost of yacht, mooring fees and restaurants are not included.
Day 1
Portorosa
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.
*We will do our utmost to accommodate all the listed stops. However, please be aware that routes may change due to weather conditions or availability.
Things to do
Sunbathing, Snorkelling, Diving, Shopping, Exploring
Facilities
None
Discover Portorosa
Tonnarella
Explore the charming town of Tonnarella and sample world-renowned Sicilian cuisine. Relax on lovely sandy beaches that stretch along either side of the beautiful harbour.
Day 2
Portorosa - Vulcano
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.
The day’s sailing
- 3 Hr Sailing time
- 15 Nautical miles
To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.
Mooring
*Mooring fees not included.
Things to do
Sunbathing, Snorkelling, Diving, Shopping, Exploring
Facilities
None
Discover Vulcano
Natural hot spring and therapeutic mud
Visit the Faraglione della Fabbrica, a unique phenomenon formed from the effects of the island’s intense volcanic activity. Soak in natural thermal springs and grottos filled with mud that are said to have therapeutic qualities.
Day 3
Vulcano - Panarea
Leaving Vulcano’s unique landscapes, we will stop at the beautiful and stylish island of Panarea. If you would prefer a longer stretch of sailing, you are welcome to sail to Stomboli. Discover the island’s black sand beaches, or spend the afternoon at the small village of Ginostra, where an interesting blend of Neapolitan and Sicilian sweet delicacies meet rural Sicilian countryside.
The day’s sailing
- 5 Hr Sailing time
To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.
Mooring
Anchoring options
*Mooring fees not included.
Things to do
Sunbathing, Snorkelling, Diving, Shopping, Exploring
Facilities
Water, Taxi, Shower, Rubbish, Restaurants, Provisioning, Bars, Electricity, Ice, Gift Shop
Day 4
Panarea - Salina
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.
The Day’s Sailing
- 2 Hr Sailing time
- 11 Nautical miles
To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.
Mooring
Anchoring options
Things to do
Sunbathing, Snorkelling, Diving, Shopping, Exploring
Facilities
Water, Taxi, Showers/ Toilets, Rubbish, Restaurants, Provisioning,Bars, Electricity, Ice, Gift shop
Discover Selena
Rinella
Movie buffs can pay a visit to Rinella, located on the south end of the island. Rinella’s small harbour is set in a picturesque bay that provided the scenic backdrop in the Italian movie “Il Postino “.
Sunset in Pollara
If there is time, visit Pollara on the northwest coast and unwind with beautiful sunset views overlooking the small islands of Allicudi and Filicudi.
Day 5
Selena - Filicudi
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 center of the island.
The Day’s Sailing
- 2 Hr Sailing time
- 11 Nautical miles
To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.
Things to do
Sunbathing, Snorkelling, Diving, Shopping, Exploring
Facilities
Provisioning, Bike hire, Electricity, Fuel
Discover Filicudi
The Grotta del Bue Marino
Consider exploring the Grotta del Bue Marino, a huge sea cave on the west coast of Filicudi. You’ll marvel in the scale and depth of its natural wonder as the afternoon sun’s rays reflect off the water and transform the cave into a dazzling cobalt blue grotto.
La Canna & Punta Zotta
A natural basalt finger rising from the sea, the La Canna rock formation is home to the rare Eleonora’s falcon. An excellent place to snorkel, you can drop anchor in the bay of Punta La Zotta before heading to the rock.
Day 6
Filicudi - Lipari
Heading towards the largest Aeolian Island of Lipari, we will anchor at the famous white pumice beach “spiaggia Bianca di pomici” before docking in marina Lunga for the night. In the evening, we will join together for dinner in a traditional agriturismo.
The day’s sailing
- 3.5 Hr Sailing time
- 16 Nautical miles
To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.
Things to do
Sunbathing, Snorkelling, Diving, Shopping, Exploring
Facilities
Restaurants, Provisioning, Bars, Fuel, ATM
Day 7
Lipari to Portorosa
From Lipari, you can plot a direct 22nm route back to Portorosa, or opt for a more relaxed route, winding your way back to our base. Pop into the Vulcano National Park for a scenic final stop, or set a course for the Milazzo Peninsula. On your return, you will complete a quick but thorough debrief, after which you are free to enjoy your final night on Sicily as you please.
The Day’s Sailing
- 4.5 Hr Sailing time
- 22 Nautical miles
To be used as a guide only. Based on suggested sailing lanes and average wind speed for the area.
Things to do
Sunbathing, Snorkelling, Diving, Shopping, Exploring
Facilities
Restaurants, Provisioning, Bars, Fuel, ATM
On your way to Portorosa
Vulcano National Park
Pop into the Vulcano National Park for a scenic final stop, or set a course for the Milazzo Peninsula.
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