Catamaran Sailing Holidays in Sicily – Explore the Aeolian Islands by Sea, Volcanoes, and Hidden Coves
1 August 2026 - 8 August 2026
Sicily, IT
7 days trip
8 places avaliable
Catamaran
11 reviews
Shared cruises may require a minimum number of guests.
Price may vary depending on the cabin type, occupancy and cruise date.
Reservations are subjected to acceptance after availability checks. In case, the selected cruise is not available we will contact you with similar offers.
Price per Person
€ 1500
Price may vary depending on the cruise date.
Reservations are subjected to acceptance after availability checks. In case, the selected cruise is not available we will contact you with similar offers.
Sail the Aeolian Islands by catamaran — discover volcanic landscapes, turquoise bays, and unforgettable adventures along Sicily’s dramatic coastline.
Discover one of Italy’s most captivating sailing adventures with a catamaran cruise through the Aeolian Islands. This UNESCO-protected archipelago off the coast of Sicily is a mosaic of volcanic landscapes, turquoise bays, and island villages rich in charm and tradition.
Set sail from Portorosa and journey across seven unique islands — each with its own rhythm, colors, and natural wonders. Bathe in the sulfuric hot springs of Vulcano, snorkel in the clear waters of Canneto in Lipari, hike to the panoramic cliffs of Salina’s Pollara Bay, and witness the fiery spectacle of Stromboli’s nighttime eruptions.
Why Choose This Catamaran Cruise: – Volcanic Adventure: Sail beside Stromboli’s glowing crater and explore black sand beaches. – Island Hopping in Sicily: Visit Lipari, Vulcano, Salina, Panarea, Stromboli, and Filicudi. – Authentic Flavors: Taste Sicilian specialties like granita, “pane cunzato,” and local Malvasia wine. – Nature & Culture: Swim in hidden coves, explore ancient seaside villages, and relax under the stars. – Flexible Options: Book a private catamaran or join a cabin charter — perfect for solo travelers and small groups.
Departures available from June to September. Every evening brings new views, whether dining in a small trattoria or enjoying an onboard dinner with the Stromboli volcano in the background.
Please note: The itinerary may be adjusted due to weather or operational conditions. A minimum of 4 participants is required for confirmed departures. All adjustments are made to ensure safety and comfort and do not constitute grounds for refund.
Boarding in Capo d’Orlando: Your Sicilian Sailing Adventure Begins
Your journey starts at Capo d’Orlando Marina, a modern and well-equipped harbor on Sicily’s north coast. After check-in and a welcome drink with the crew, you'll be introduced to life aboard the sailing catamaran. Take time to settle into your private cabin and explore the marina’s waterfront promenade. This first evening is all about relaxation before sailing, with views of the Aeolian archipelago on the horizon. For dinner, enjoy a casual aperitivo on deck or dine at a local restaurant. An ideal soft landing into your Aeolian Islands catamaran holiday.
Day2
Vulcano Island: Thermal Springs, Sulfur Mud Baths & Sea Caves
After breakfast on board, set sail towards Vulcano, the first of the Aeolian Islands and one of the most geologically active. Famous for its natural mud baths, sulfur hot springs, and therapeutic properties, Vulcano offers a unique mix of wild nature and wellness. Swim in the warm waters of Baia di Levante or explore the dramatic coastline, including Grotta del Cavallo and the mystical Piscina di Venere, a sea pool steeped in local legend. The day ends at anchor, where the volcanic slopes form a surreal backdrop for sunset.
Day3
Stromboli: Sailing to the Volcano of Fire
Sail northeast to Stromboli, the island that never sleeps. With one of the world’s most active volcanoes, Stromboli is a dramatic and unforgettable stop. Stroll through the whitewashed village of San Vincenzo, sip a fresh granita in the square, and admire Strombolicchio, the jagged sea stack just offshore. The true spectacle unfolds at night: from the deck of your boat, watch Stromboli’s glowing eruptions along the Sciara del Fuoco, an experience often described as nature’s own fireworks display.
Day4
Panarea: Underwater Thermal Bubbles & Chic Island Vibes
In the morning, we cruise to Panarea, the smallest but most glamorous island in the Aeolian chain. Known for its luxury retreats and hidden coves, Panarea is also home to a unique underwater geothermal field. Snorkel over Lisca Bianca, Dattilo, and Bottaro, where volcanic gases bubble up from the seabed in a surreal underwater landscape. Later, enjoy a walk through Panarea Village, filled with boutique shops, white alleys, and sunset bars with sea views. This is the perfect mix of natural wonder and island elegance.
Day5
Salina: Wine, Cinema and Flavors of Sicily
Today we reach Salina, the greenest and most fertile of the Aeolian Islands. Famous for its Malvasia wine, salt pans, and volcanic bays, Salina invites both nature lovers and foodies. Swim in Pollara Bay, a dramatic cove framed by cliffs and known as the set of the film Il Postino. Then head ashore for a taste of local specialties like pane cunzato and Alfredo’s iconic granita. Optional: wine tasting at a local vineyard with sea views.
Day6
Lipari: Coastal Beauty and History
Sail to Lipari, the largest and liveliest of the Aeolian Islands. In the morning, visit the old town and archaeological museum, then head back on board for a stunning coastal cruise past the Faraglioni, Valle Muria beach, and the white pumice cliffs that make Lipari famous. These scenic stops are ideal for snorkeling, paddleboarding, or just soaking in the views. The evening is free to explore Lipari’s bustling harbor or enjoy dinner aboard under the stars.
Day7
Hidden Bays and Return to Capo d’Orlando
On your final sailing day, enjoy a leisurely breakfast and a swim at Canneto Bay, with its crystal-clear waters and white pumice seabed. Weather permitting, we’ll anchor at Donkey Bay on Vulcano for a last dip and a walk along the black sand shore. Keep your eyes open for wild donkeys among the shrubs. By late afternoon, we return to Capo d’Orlando Marina, where you can spend your last night onboard reminiscing about the adventure. Disembarkation is the following morning.
Cruise price details
Price per person
from € 1500
Accomodation on selected shared cabin, check out single use and details
Cabin type
Forward double cabin standard
Double cabin with private bathroom
cabin capacity
double bed
Use
Price/person
Shared
€ 1500/
Single
€ 2400/
Stern Double Cabin superior
Double cabin with private bathroom
cabin capacity
double bed
private bathroom
Use
Price/person
Shared
€ 1600/
Included in the price
Accommodation in selected double cabin Service of Crew: Captain Dinghy/Tender Boat insurance and equipment
Not included € 150 / person
Mandatory fees: €150/250 per person depending on the type of boat and the cruise formula (with or without cook service). It can be paid in advance or at the embarking time and it includes: Final cleaning; dinghy's outboard engine; 1 set of linens & small towels; first and last night at the base; first fill of water; kitchen gas; external cushions; etc. The choice to have or not the cook service is to be agreed before the booking is made. Cruise costs: Food & beverage, other marinas and/or buoys fees, boat's fuel (estimated cost per person from 180 euro to 250 euro - depending on the formula and high/low season periods) Local Activities Local Restaurants and outings
Extra services
Transfer Service from Airport (ask us for a personalized quotation) Beach Towels: 15€ per person Extra Towels Set: 20€ per person
Minimum guests for departure
1 person
Departure is guaranteed.
Entire yacht price
€ 9000
Book the entire yacht for a private trip
Included in the price
Private Boat Rental
Dinghy with oars
Boat and Galley Equipment
Safety Equipment
Yacht additional fees
Obligatory Extras*: from 650€ (final cleaning, external cushions, linens and towels for all passengers, dinghy with outboard engine, natural reserve permits) *price subjected to variations depending on catamaran model
Security Deposit*: from 3.500€ (to be left as a pre-authorization on a credit card either Visa or MasterCard) *specific amount to be confirmed depending on catamaran model and type
Cruise costs: food, fuel and marina or buoys fees) estimated from 1200 euro, depending on consumption
Local Activities
Local Restaurants and outings
Extra services
Service of Skipper 1.400€ + board
Service of Hostess/Cook 1.150€ + board
Transfer Service from Airport (ask us for a personalized quotation)
SUP or Kayak: 150€ / week
Beach Towels: 15€ per person (availability to be confirmed)
Extra Towels Set: 20€ per person (availability to be confirmed)
Other water toys to be requested and confirmed for availability
Provision service on spot (ask us for a personalized quotation)
Yacht - Catamaran Roulette from 40ft to 43ft of length
Catamaran Charter 40–43ft – Flexible Comfort Sailing on Lagoon & Bali Models
Step aboard a stylish sailing catamaran between 40 and 43 feet, carefully selected from leading brands such as Lagoon and Bali. Built between 2017 and 2023, each model in this category offers the perfect balance of performance, design, and comfort for island-hopping adventures across the Mediterranean or Caribbean. The specific model and layout will be confirmed prior to departure, guaranteeing a high-quality cruising experience while maintaining flexibility in selection.
Life on board is designed to be both sociable and private. Cabins are located below deck to ensure a peaceful rest, with most featuring private bathrooms and showers, and some offering shared facilities. The bright interior saloon creates a welcoming space to gather, cook, or simply unwind, while the exterior cockpit provides shaded seating for al fresco dining with panoramic sea views. At the bow, a sun-soaked lounging area with soft cushions invites guests to relax and enjoy the breeze while under sail or at anchor.
These catamarans are known for their smart use of space and three separate living zones, making them ideal for those who appreciate open-air freedom without sacrificing comfort or privacy. Whether you're gliding past coastal cliffs or anchored in a tranquil bay, the layout promotes a relaxed, intuitive onboard lifestyle.
Equipped with a fast rigid tender, each catamaran also makes it easy to explore beaches, towns, and secluded coves. This type of boat is ideal for travelers who want a spacious, well-equipped sailing vessel without the need to choose a specific model in advance. It’s the right choice for those who value adventure, comfort, and discovery in equal measure.
Volcano Hiking on Stromboli – Sunset Trekking to Witness Lava Eruptions in the Aeolian Islands
Stromboli offers one of the most awe-inspiring natural spectacles in Europe — an active volcano that has erupted continuously for thousands of years. Join a certified mountain guide for a sunset hike to the crater, where you’ll experience the raw power of nature as lava bursts illuminate the night sky. The trek, suited for fit hikers, provides panoramic views over the archipelago and the open Tyrrhenian Sea. For a lighter option, follow the trail to Punta Labronzo, a scenic viewpoint where you can safely admire minor eruptions without reaching the summit. This adventure is ideal for nature lovers and thrill-seekers and is consistently rated as one of the best things to do in the Aeolian Islands.
Wine Tasting in Salina – Malvasia Vineyards, Local Flavors, and Aeolian Hospitality
Explore Salina’s fertile volcanic terrain through its most iconic product: Malvasia delle Lipari, a rich and aromatic dessert wine cherished since ancient times. On this curated experience, you’ll visit a traditional winery set among the island’s lush hills. Your host will guide you through the vineyard and cellar, explaining the influence of volcanic soil and coastal climate on each bottle. The tasting includes multiple vintages paired with local delights like caper pâté, sun-dried tomatoes, Sicilian cheeses, and olive oil — all produced on the island. The terrace overlooks the sea, offering a stunning sunset backdrop. It’s a perfect cultural and culinary activity for foodies, wine enthusiasts, and anyone looking to taste the essence of Salina.
Cultural Heritage Tour in Lipari – Archaeology and Island Life in Sicily’s Aeolian Capital
Lipari, the largest island in the Aeolian archipelago, is also its historical and cultural heart. Step back in time with a visit to the Museo Archeologico Eoliano, one of the Mediterranean’s most prestigious collections of artifacts spanning millennia — from prehistoric obsidian tools to Roman amphorae and ancient theatrical masks. The museum is housed in a former acropolis overlooking the harbor, offering a dramatic setting for this cultural immersion. After the museum, take a guided walk through the old town of Lipari, visiting local artisan shops, traditional piazzas, and seaside cafés. This experience is perfect for travelers interested in archaeology, Sicilian folklore, and the maritime legacy of the Tyrrhenian Sea.
Travel organizer tips
What to pack for a sailing holiday?
Pack smart for your yacht charter: choose a soft bag instead of a hard suitcase, bring lightweight layers, reef-safe sunscreen, and non-slip shoes for onboard use. A couple of swimsuits and motion sickness remedies can also make a big difference. Each boat has limited storage, so pack light—but wisely! Need help building the perfect list? Read our full guide: What to pack in a suitcase for a yacht charter
What’s a Typical Day Like on a Yacht Charter?
Start your day with a swim in a quiet bay, sail to hidden beaches or seaside villages, and enjoy a slow lunch on deck. Afternoons mean snorkeling, sunbathing, or exploring ashore. As the sun sets, your boat anchors in a scenic cove or near a harbor—ready for a relaxed dinner and a night under the stars. Curious about the full experience? Discover more in our guide: What’s a typical day like on a sailing holiday?
Who Handles Cooking and Cleaning on a Yacht Charter?
On skipper-only charters, guests usually share cooking and cleaning duties—think salads, pasta, and good teamwork. If there's a hostess, light meals and tidying are included, but it's still a casual, collaborative vibe. On fully crewed yachts, you’ll enjoy full service with a chef and crew managing everything. Want to know what’s included in your setup? Read the full guide: Who takes care of cooking and cleaning on a sailing charter?
What Happens in Case of Bad Weather During a Sailing Holiday?
Summer sailing holidays rarely face major weather issues—but when the sea gets rough, skippers adjust the route for your safety. Expect protected bays, marina stops, or a change in plan. These moments often lead to unexpected gems: local towns to explore, time to relax on board, or cozy dinners ashore. Curious about how crews handle these changes? Read the full FAQ: What to do in case of adverse weather conditions or changes to the itinerary
Traveler reviews
Eleni P.
2024-08-11
Sailing the Aeolian Islands was the perfect way to experience this magical corner of Italy. The boat felt like a floating home, with cozy cabins and plenty of outdoor space. Every morning started with a swim or coffee facing the sea, and every afternoon brought a new island to explore. I especially loved Panarea for its beauty and calm, and Salina for the food—granita and “pane cunzato” were so good! The volcanic energy of Stromboli was intense and beautiful. I didn’t expect to feel so connected to each place we visited, but walking in tiny villages and chatting with locals made the trip feel truly immersive. The crew was kind and professional, always making sure everyone was comfortable. Whether it was hiking, relaxing, or just enjoying the views, this journey had it all. Highly recommend to anyone who wants to see Sicily in a more authentic, peaceful way.
Sofia L.
2023-05-13
I’ve done several island vacations, but nothing compares to sailing through the Aeolian Islands. Everything about the trip felt intentional and smooth. On board, we had plenty of time to relax—whether sunbathing on deck or sharing stories over dinner. The meals were fresh and local, and the atmosphere felt welcoming from day one. What stood out most was the variety: from snorkeling in the quiet bays of Vulcano to wandering through Panarea’s tiny alleys, every day was something new. I really enjoyed the cultural touches too—like the visit to Lipari’s archaeological museum and the wine tasting in Salina. Watching the volcano erupt from the boat in Stromboli was the highlight of the week! If you're looking for a balance between scenic sailing, delicious food, and beautiful destinations, this is the perfect trip. I would absolutely recommend it to friends and solo travelers alike.
Miguel H.
2022-11-13
Sailing around the Aeolian Islands was hands down one of the best travel experiences I’ve had. The crew made the whole week comfortable and easy, and it felt like we were discovering a different world every day. I loved the peaceful mornings anchored near secluded coves, and the clear waters were perfect for swimming and snorkeling. Salina was my favorite stop—great wine, incredible views, and a very relaxed vibe. Stromboli was a total surprise, watching the volcano erupt while we had dinner on deck was unforgettable. On land, there was just enough time to explore the towns without feeling rushed. The mix of nature, food, and history was perfect. The group on board also made the trip fun and social. If you're thinking about exploring Sicily in a different way, I’d say this is it. Just go—you won’t regret it.
Lars H.
2021-06-06
This sailing trip through the Aeolian Islands completely exceeded my expectations. From the moment we boarded in Capo d’Orlando, the crew made everything smooth and relaxed. The meals on board were delicious, and the itinerary was well-paced—we always had time to enjoy a swim or a drink on deck. On land, each stop felt special. Stromboli’s lava show was unreal, and I’ll never forget the cliffs of Pollara at sunset. In Lipari, I spent the morning at the archaeological museum and then walked through the charming old town. The balance between organized activities and free time was just right. It never felt rushed, just full of amazing moments. I'd recommend this experience to anyone looking for a unique way to see Sicily and the islands. A perfect mix of culture, nature, and good company—book it if you want something truly memorable!
Shared cruises may require a minimum number of guests.
Price may vary depending on the cabin type, occupancy and cruise date.
Reservations are subjected to acceptance after availability checks. In case, the selected cruise is not available we will contact you with similar offers.
per Person
€ 9000
Price may vary depending on the cruise date.
Reservations are subjected to acceptance after availability checks. In case, the selected cruise is not available we will contact you with similar offers.
