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Aeolian Islands Sailing: Bike & Hike in the South of Italy

Duration
8 days
Season
May through October
Group size
Up to 12 people
Accommodation
Comfort: Sundial or Tersane IV ship
Difficulty
Easy to Moderate: Good fitness required, hiking up to 3.5 hours per day & cycling up to 25 km (16 mi) on occasionally hilly areas
What's included
Guide, accommodation, all meals, e-bike, helmet

Island hopping is great, but volcanic island hopping in the south of Italy? That’s just unforgettable. The Aeolian Islands are a place where fire meets sea, with volcanic activity still shaping their beauty—and over 8 days, we’ll sail, bike, and hike through stunning views and authentic island life. Either aboard the Tersane IV or the Sundial, we’ll cruise the warm sparkling waters of the Tyrrhenian Sea, taste local Italian cuisine, and savor the magic of the Mediterranean.

Adventure highlights

  • Volcanic island hopping
    We’ll sail from one volcanic island to the next, observing active craters, fumaroles, and steaming vents along the way
  • All-inclusive journey
    Our aim is for you to relax and embrace the charm of southern Italy, with all logistics—meals, stays, and guides—handled by us
  • Gelatos, espressos, and more
    Food and drink are at the heart of life here, whether it’s fresh island fish, Sicilian cannoli, or a glass of limoncello enjoyed at sunset
Highlighted reviews from other travellers
D
David Morris

Can’t say enough about the gracious hospitality shown by our captain Salvatore, son Angelo, and daughter Vanessa. The Sundial is a family operation and a beautiful example of a wooden caique. The dinners prepared by Vanessa were OUTSTANDING and a high point of the tour. I greatly appreciated the opportunities to take a swim from the Sundial, and to visit other local beaches as well. The combination of swimming and biking was a big reason for choosing this tour. I was grateful for the headlamps provided for the nighttime Stromboli expedition. Thankfully there were no accidents and our able guide Jochen provided a helping hand when needed. Stromboli cooperated with continuous red-hot lava eruptions that were thrilling to watch. Ebikes were well maintained and fully charged each day, and very comfortable to ride. In the future, addition of rear view mirrors to the ends of the handlebars would increase the riders sense of safety. I would highly recommend this experience!!

j
julie hipp

Great tour. We went to multiple islands, and each had their unique setting. Great vistas, Vera, the guide was terrific – she communicated well, shared fun facts for each stop, and was fun. The boat was a Turkish Kate boat and the captain and first mate were conscientious and lovely with local knowledge. He watched the weather and guided us to multiple islands with great weather in September. We went to Lipari, Vulcano, Salina, Stromboli (excellent active volcano we did a hike at 7:00pm and wore headlights it was a highlight. The captain then sailed around the island afterward so we could see it from the water too) and Panarea (upscale very pretty island). Each stop was active and great. The Sundial cabins are very small but manageable. We swam off the back of the boat. Each had its own bathroom and AC. However, if you are a very tall person.. you may want to check before you go. The food was excellent!

Show all reviews

Available itineraries

Aeolian Islands Sailing: Bike & Hike in the South of Italy (Sundial)

Choose this itinerary if you’d like to stay aboard the Sundial. Regardless of the boat, the inclusions and the itinerary remain the same—with the exception of port of departure/arrival & Day 2.

The Aeolian Islands sailing, bike, and hike tour offers a perfect blend of adventure and relaxation among Sicily’s volcanic jewels. On board a charming ship, we’ll explore islands like Vulcano, Panarea, Salina, and Lipari, witnessing Stromboli’s active eruptions and tasting local delights like Sicilian granita. Each day combines cycling and walking excursions with cruising to a new destination, while meals, lodging, and packed lunches are provided. Fully guided or independent options with e-bikes make this an unforgettable, active journey through the Pearls of Sicily!

  • Individual arrival and transfer to Milazzo harbor. Embarkation is at 6pm. Get to know your crew and accommodation on board, and enjoy a welcome drink, dinner and presentation of the program. Overnight in the harbor of Milazzo.

    Meals: Dinner
    Accommodation: Cabin aboard the Sundial

    Milazzo Sicily
  • Today we’ll cycle towards Capo Milazzo, where we’ll have the chance to bathe in the wonderful “Venus Pool,” a protected natural sea pool. Once back in Milazzo, we can visit the castle and its ancient hamlet. We’ll spend the night in the harbor of Milazzo.

    Cycling: 15 km (9.4 mi)
    Meals: Breakfast, packed lunch, and dinner
    Accommodation: Cabin aboard the Sundial

    Capo Milazzo hiker
  • Today our caique will start navigating towards the island of Vulcano, the so-called “Sulphur Island,” where by bike we’ll explore the island’s hinterland around Piano Grillo, an ideal place to admire an amazing landscape. In the afternoon we’ll have free time, with plenty of interesting options: walk up to the crater of the volcano, take a mud bath at the island’s sulphur beach, or even swim among underwater fumaroles (volcanic vents). We’ll spend the night in the harbor of Vulcano.

    Cycling: 20 km (12.7 mi)
    Meals: Breakfast, packed lunch, and dinner
    Accommodation: Cabin aboard the Sundial

    Sunset Vulcano island
  • After breakfast we head towards Panarea, stopping for a swim near the little islands of Lisca Bianca, Bottara, and Dattilo, where volcanic activity is still clearly visible. Once in Panarea, the smallest of the Aeolian Islands, we’ll have lunch at anchor in a picturesque bay. Afterwards, our caique will navigate towards Stromboli, offering a superb view of the Sciara del Fuoco, Stromboli’s famous talus scree, which sometimes still features lava flows. In the late afternoon, we’ll take a walking trip up to 400 m (1,312 ft) above sea level to admire the volcanic activity at dusk. Then we’ll enjoy a picnic dinner at a scenic panoramic viewpoint. Please bring forehead lights, as the return will be at night. Tonight we’ll stay in a sheltered anchorage at Stromboli.

    Hiking: 3.5 hours
    Meals: Breakfast, packed lunch, and dinner
    Accommodation: Cabin aboard the Sundial

    Panarea Sicily
  • After breakfast, we’ll navigate back towards Panarea. After dropping anchor in the bay of Porto San Pietro, we’ll enjoy a pleasant walk to visit the little village of Panarea, as well as Drautto Beach and its prehistoric settlement. We’ll stop for a picnic lunch at Cala Junco before returning on board. In the afternoon, we’ll continue towards the island of Salina, where we can visit a local shop and sample local products. We’ll spend the night in the harbor of Salina.

    Hiking: 2.5 hours
    Meals: Breakfast, packed lunch, and dinner
    Accommodation: Cabin aboard the Sundial

    Beautiful Salina island
  • Today we’ll start cycling directly on the island of Salina. From Santa Marina on the east coast, we’ll ride to Pollara, a panoramic point on the west coast, and visit the lake of Lingua. In Pollara we can enjoy a delicious, refreshing granita. Back on board, our caique will navigate to the island of Lipari, where we’ll have time to stroll around its charming village. We’ll spend the night in the harbor of Lipari.

    Cycling: 20 km (12.7 mi)
    Meals: Breakfast, packed lunch, and dinner
    Accommodation: Cabin aboard the Sundial

    Pollara Salina Sicily
  • After breakfast, we’ll set off on a wonderful coast-to-coast bike ride. Starting from the hamlet of Lipari, we’ll pass through the beautiful village and beach of Canneto. We’ll stop for our picnic lunch at the panoramic viewpoint of Quattrocchi before returning to Lipari’s historical center, rich in shops and restaurants. Back on board, the Sundial will navigate to Milazzo. We’ll enjoy our last dinner at one of the many local restaurants and spend the night in the harbor of Milazzo.

    Cycling: 25 km (16 mi)
    Meals: Breakfast and packed lunch
    Accommodation: Cabin aboard the Sundial

    Lipari church Sicily
  • After breakfast, it’s time to pack up and leave the boat. Feel free to continue touring on your own, maybe even ask your guide for some tips!

    Meals: Breakfast

    Milazzo view boats
Aeolian Islands Sailing: Bike & Hike in the South of Italy (Tersane IV)

Choose this itinerary if you’d like to stay aboard the Tersane IV. Regardless of the boat, the inclusions and the itinerary remain the same—with the exception of port of departure/arrival & Day 2.

The Aeolian Islands sailing, bike, and hike tour offers a perfect blend of adventure and relaxation among Sicily’s volcanic jewels. On board a charming ship, we’ll explore islands like Vulcano, Panarea, Salina, and Lipari, witnessing Stromboli’s active eruptions and tasting local delights like Sicilian granita. Each day combines cycling and walking excursions with cruising to a new destination, while meals, lodging, and packed lunches are provided. Fully guided or independent options with e-bikes make this an unforgettable, active journey through the “pearls of Sicily.”

  • Individual arrival and transfer to Capo d’Orlando Marina. Embarkation is at 6pm. Get to know your crew and accommodation on board, and enjoy a welcome drink, dinner and presentation of the program. Overnight in Capo d’Orlando Marina.

    Meals: Dinner
    Accommodation: Cabin aboard the Tersane IV

    Capo d'Orlando Sicily
  • We’ll enjoy a leisurely cycle around the Capo d’Orlando area, returning to the harbor to spend the night on board.

    Cycling: 15 km (9.4 mi)
    Meals: Breakfast, packed lunch, and dinner
    Accommodation: Cabin aboard the Tersane IV

    Messina Capo d'Orlando
  • Today our caique will start navigating towards the island of Vulcano, the so-called “Sulphur Island,” where by bike we’ll explore the island’s hinterland around Piano Grillo, an ideal place to admire an amazing landscape. In the afternoon we’ll have free time, with plenty of interesting options: walk up to the crater of the volcano, take a mud bath at the island’s sulphur beach, or even swim among underwater fumaroles (volcanic vents). We’ll spend the night in the harbor of Vulcano.

    Cycling: 20 km (12.7 mi)
    Meals: Breakfast, packed lunch, and dinner
    Accommodation: Cabin aboard the Tersane IV

    Sunset Vulcano island
  • After breakfast we head towards Panarea, stopping for a swim near the little islands of Lisca Bianca, Bottara, and Dattilo, where volcanic activity is still clearly visible. Once in Panarea, the smallest of the Aeolian Islands, we’ll have lunch at anchor in a picturesque bay. Afterwards, our caique will navigate towards Stromboli, offering a superb view of the Sciara del Fuoco, Stromboli’s famous talus scree, which sometimes still features lava flows. In the late afternoon, we’ll take a walking trip up to 400 m (1,312 ft) above sea level to admire the volcanic activity at dusk. Then we’ll enjoy a picnic dinner at a scenic panoramic viewpoint. Please bring forehead lights, as the return will be at night. Tonight we’ll stay in a sheltered anchorage at Stromboli.

    Hiking: 3.5 hours
    Meals: Breakfast, packed lunch, and dinner
    Accommodation: Cabin aboard the Tersane IV

    Panarea Sicily
  • After breakfast, we’ll navigate back towards Panarea. After dropping anchor in the bay of Porto San Pietro, we’ll enjoy a pleasant walk to visit the little village of Panarea, as well as Drautto Beach and its prehistoric settlement. We’ll stop for a picnic lunch at Cala Junco before returning on board. In the afternoon, we’ll continue towards the island of Salina, where we can visit a local shop and sample local products. We’ll spend the night in the harbor of Salina.

    Hiking: 2.5 hours
    Meals: Breakfast, packed lunch, and dinner
    Accommodation: Cabin aboard the Tersane IV

    Beautiful Salina island
  • Today we’ll start cycling directly on the island of Salina. From Santa Marina on the east coast, we’ll ride to Pollara, a panoramic point on the west coast, and visit the lake of Lingua. In Pollara we can enjoy a delicious, refreshing granita. Back on board, our caique will navigate to the island of Lipari, where we’ll have time to stroll around its charming village. We’ll spend the night in the harbor of Lipari.

    Cycling: 20 km (12.7 mi)
    Meals: Breakfast, packed lunch, and dinner
    Accommodation: Cabin aboard the Tersane IV

    Pollara Salina Sicily
  • After breakfast, we’ll set off on a wonderful coast-to-coast bike ride. Starting from the hamlet of Lipari, we’ll pass through the beautiful village and beach of Canneto. We’ll stop for our picnic lunch at the panoramic viewpoint of Quattrocchi before returning to Lipari’s historical center, rich in shops and restaurants. Back on board, the Tersane IV will navigate to Capo d’Orlando. We’ll enjoy our last dinner at one of the many local restaurants and spend the night in the harbor of Capo d’Orlando.

    Cycling: 25 km (16 mi)
    Meals: Breakfast and packed lunch
    Accommodation: Cabin aboard the Tersane IV

    Lipari church Sicily
  • After breakfast, it’s time to pack up and leave the boat. Feel free to continue touring on your own, maybe even ask your guide for some tips!

    Meals: Breakfast

    Capo d'Orland lighthouse
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Life on board

5.00(2 reviews)
D
David Morris

Can’t say enough about the gracious hospitality shown by our captain Salvatore, son Angelo, and daughter Vanessa. The Sundial is a family operation and a beautiful example of a wooden caique. The dinners prepared by Vanessa were OUTSTANDING and a high point of the tour. I greatly appreciated the opportunities to take a swim from the Sundial, and to visit other local beaches as well. The combination of swimming and biking was a big reason for choosing this tour. I was grateful for the headlamps provided for the nighttime Stromboli expedition. Thankfully there were no accidents and our able guide Jochen provided a helping hand when needed. Stromboli cooperated with continuous red-hot lava eruptions that were thrilling to watch. Ebikes were well maintained and fully charged each day, and very comfortable to ride. In the future, addition of rear view mirrors to the ends of the handlebars would increase the riders sense of safety. I would highly recommend this experience!!

j
julie hipp

Great tour. We went to multiple islands, and each had their unique setting. Great vistas, Vera, the guide was terrific – she communicated well, shared fun facts for each stop, and was fun. The boat was a Turkish Kate boat and the captain and first mate were conscientious and lovely with local knowledge. He watched the weather and guided us to multiple islands with great weather in September. We went to Lipari, Vulcano, Salina, Stromboli (excellent active volcano we did a hike at 7:00pm and wore headlights it was a highlight. The captain then sailed around the island afterward so we could see it from the water too) and Panarea (upscale very pretty island). Each stop was active and great. The Sundial cabins are very small but manageable. We swam off the back of the boat. Each had its own bathroom and AC. However, if you are a very tall person.. you may want to check before you go. The food was excellent!

Show all reviews
5.00(2 reviews)
D
David Morris

Can’t say enough about the gracious hospitality shown by our captain Salvatore, son Angelo, and daughter Vanessa. The Sundial is a family operation and a beautiful example of a wooden caique. The dinners prepared by Vanessa were OUTSTANDING and a high point of the tour. I greatly appreciated the opportunities to take a swim from the Sundial, and to visit other local beaches as well. The combination of swimming and biking was a big reason for choosing this tour. I was grateful for the headlamps provided for the nighttime Stromboli expedition. Thankfully there were no accidents and our able guide Jochen provided a helping hand when needed. Stromboli cooperated with continuous red-hot lava eruptions that were thrilling to watch. Ebikes were well maintained and fully charged each day, and very comfortable to ride. In the future, addition of rear view mirrors to the ends of the handlebars would increase the riders sense of safety. I would highly recommend this experience!!

j
julie hipp

Great tour. We went to multiple islands, and each had their unique setting. Great vistas, Vera, the guide was terrific – she communicated well, shared fun facts for each stop, and was fun. The boat was a Turkish Kate boat and the captain and first mate were conscientious and lovely with local knowledge. He watched the weather and guided us to multiple islands with great weather in September. We went to Lipari, Vulcano, Salina, Stromboli (excellent active volcano we did a hike at 7:00pm and wore headlights it was a highlight. The captain then sailed around the island afterward so we could see it from the water too) and Panarea (upscale very pretty island). Each stop was active and great. The Sundial cabins are very small but manageable. We swam off the back of the boat. Each had its own bathroom and AC. However, if you are a very tall person.. you may want to check before you go. The food was excellent!

Things to know

  • Included:

      • Experienced cycling guides with extensive knowledge of the area
      • 8-day (fully guided cycling and walking tours)
      • Accommodation for 7 nights aboard the Sundial or Tersane IV (twin-share cabins)
      • 7 breakfasts, 6 packed lunches, 6 dinners
      • Coffee and tea on board, welcome drink, ½ liter of water per person for lunch and water jars on the table at dinner
      • Bed linen and towels (1 change of towels per week, daily cleaning of the cabin)
      • Rental e-bike
      • Rental helmet
      • Use of a waterproof pannier bag
      • Harbor fees
      • WiFi (only in harbors)
      • Digital tour information
      • Carbon offset payment to the non-profit organization Justdiggit
      • SGR Insolvency Protection

    Add-ons:

      • Single occupancy cabin — possible to arrange, contact us before booking

    Not included:

      • Transportation to/from starting/end point
      • 1 dinner
      • Entrance fees & excursions
      • Any transfers not mentioned in the itinerary
      • Drinks on board
      • Insurance — available to add at checkout
      • Guide gratuities — optional
  • In order to join this Aeolian Islands sailing, bike, and hike tour, good fitness is required. You’ll be hiking or cycling for 6 days in a row, and an e-bike will make your days easier. The most you’ll hike within a day is around 3.5 hours, the most you’ll cycle is up to 25 km (16 mi). While this tour is beginner-friendly, good fitness is still a must, as there will be a fair amount of hilly sections.

    For more bike adventures in Italy, click here!

  • Rental e-bikes are included in this Aeolian Islands sailing & bike tour. They are tailormade Granville Urban—relatively light and have a comfortable low entry. It is equipped with a smooth functioning 9-speed chain shift and reliable hydraulic Shimano disc brakes as well as a powerful central motor from the Bosch Active+ line.

    Please note that it’s not possible to bring your own bikes due to lack of space on board.

  • Here’s a list of the equipment you need to bring:

      • Day pack large enough to carry everything you might need throughout the day (around a 25-40L bag)
      • Water bottle or hydration bladder (2L capacity)
      • Lightweight/hiking shoes
      • Comfortable cycling/hiking clothes 
      • Spare clothes for layering
      • Waterproof rain jacket
      • Sunhat
      • Swimsuit
      • Toiletries (sunscreen, hand sanitizer, bug spray, tissues, etc.)
      • Sunglasses
      • Camera — optional (but recommended)

    Dress comfortably and for the weather in clothes you can move in. We suggest bringing clothing appropriate for the season. Layers are best and don’t wear jeans.

  • Group sizes and pricing

      • For this Aeolian Islands sailing & bike tour, the usual client-to-guide ratio is 12:1.
      • The maximum group size is set at 12 participants.
      • If you’d like to join as a solo traveller, please note that the single occupancy cabin is mandatory.  It’s not possible to join as a solo traveller and share a cabin with another guest. Please contact us before booking if interested.
      • If you’re boarding the Tersane IV, price is based on twin-share cabins.
      • If you’re boarding the Sundial, price is based on twin-share smaller cabins, but an upgrade to a bigger cabin will be available at checkout. Please note that cabin availability may vary depending on the date, and an upgrade to a larger cabin may be required—this will be communicated after booking.

    Aeolian Islands sailing & bike tours can be arranged for larger groups. Contact us to make arrangements.

    Min. age requirements

      • If you are older than 18, you’re good to go.
      • Minors younger than 18 may be permitted to join the Aeolian Islands sailing & bike tour on a case-by-case basis, but must be in the presence of a parent or legal guardian.

    If your group has participants under the age of 18, contact us prior to booking to make arrangements.

  • The starting point of your Aeolian Islands sailing & bike tour is Sicily, Italy. To get there, most people fly into Catania Airport (CTA) or Palermo Airport (PMO)

    Your embarkation point depends on the ship: guests boarding Tersane IV will start from Capo d’Orlando Marina, while those sailing on the Sundial will embark in Milazzo. To get to either of these departure points, it will likely take you 2-4 hours from Catania or Palermo Airport, depending on your transfers.

    Embarkation begins at 6pm on Day 1.

  • We highly recommend that you cover all your bases with insurance. To make your booking and traveling experience as carefree as possible, you’ll be offered to simply insure your trip with Redpoint at checkout.

    Redpoint—the official 57hours insurance partner—tailors protection packages for adventure travel, offering a comprehensive travel program, even in remote locations! Trip cancellation, natural disasters, pandemic coverage, medical evacuation, primary medical expenses—regardless of the travel interruption that may happen, Redpoint will have you covered.

  • Deposits

    Secure your spot with a 30% deposit upon booking! The remaining 70% of the trip price must be paid 90 days prior to departure at the latest. If booking within 90 days of departure, the full amount is required at the time of booking.

    Cancellations

    Booking fees are non-refundable after a 48-hour grace period. During checkout, however, you can choose one of 57hours’ flexibility options—Basic, Flexible, or Super Flexible. Depending on which one you choose, a different cancellation policy will apply to your booking.

    Basic

      • If cancelled within 48 hours of booking, a full refund will be issued.
      • If cancelled 90 or more days before departure, a 70% refund of the total trip price will be issued.
      • If cancelled within 89 days of departure, no refund will be issued.

    Flexible

      • If cancelled within 48 hours of booking, a full refund will be issued.
      • If cancelled 90 or more days before departure, a full refund of the total trip price will be issued.
      • If cancelled 60-89 days before departure, a 50% refund of the total trip price will be issued.
      • If cancelled within 59 days of departure, no refund will be issued.

    Super Flexible

      • If cancelled within 48 hours of booking, a full refund will be issued.
      • If cancelled 60 or more days before departure, a full refund of the total trip price will be issued.
      • If cancelled within 59 days of departure, a 50% refund of the total trip price will be issued.
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