Sicily
Set sail across the Aeolian Islands. Explore a volcanic archipelago in the heart of the Tyrrhenian Sea.
About the trip
Sun soaked splendor
Rated 4.8/5 by Yacht Weekers
Navigate through secluded bays and hidden caves, explore charming island towns, and climb one of the world’s most active volcanoes. Savour the finest Italian cuisine, sip wine in Italy’s largest wine region, and enjoy cliffside venues with breathtaking views as the sun sets.
- Italy’s finest wineries
- Authentic Italian cuisine
- 5 gorgeous islands
- Sail in the Tyrrhenian sea
- Hike active volcanoes
- Swim in hidden bays
From €1,058/pp
Highlights
ROOFTOP VENUES
Find the best spots to capture Sicily’s breathtaking views. Sip Aperols. Soak in sunsets. Party the nights away with the best backdrops.
ITALIAN DELICACIES
Sicily takes Italian food to another level - with influences from around the world adding spice and complexity to traditional Italian classics.
MAJESTIC WINERIES
Visit Tenuta di Castellaro, an inimitable winery nestled on Lipari’s slopes. Enjoy a relaxed tour of the estate, tasting their signature, organically-crafted wines.
LOVED BY OUR GUESTS.
Top rated by Yacht Weekers.
Yachts
4.4/5
Parties
4.6/5
Music
4.4/5
Skippers
4.8/5
Hosts
4.8/5
Example Itinerary
The Aeolian Islands are calling.
Set sail across five stunning islands in the heart of the Tyrrhenian sea. Explore secluded grottoes like the ‘bay of love’. Hike up Stromboli, an active volcano. Light up your night skies with unforgettable parties - complete with a gorgeous Aeolian island backdrop. Enjoy thrilling, one-of-a-kind activities: lava-stone cultivated wine tastings, rooftop riviera parties, raft nights under the stars and sumptuous Italian meals infused with Sicilian flavours.
The route
A route that brings you the very best scenery, stops and nightlife on the Aeolian Islands.
Day by day
Day 1: PORTOROSA
The best place to start your journey across the Aeolian islands. And the perfect backdrop for our opening party in Sicily.
Day by day
Day 1: PORTOROSA
The best place to start your journey across the Aeolian islands. And the perfect backdrop for our opening party in Sicily.
Odyssey to Extraordinary
In 2025, we set sail for a journey like no other with our theme for Original Festivals: The Odyssey to the Extraordinary. Step into the world of elegance and intrigue. Here’s what to expect.
Riviera Radiance
Where: The Raya Rooftop, Panarea. What: Sunsets. Lanterns. Aperols. Vibes: Capri Chic. Sundowners & party bangers. Lanterns warm the evening sky, set against a twilight ocean. Show up in your finest linens, the air crisp, the music taking over, the stars beginning to dot the horizon. This is Riviera chic at its finest.
Moonlight Masquerade
Where: Turmalin Club, Lipari. What: Starry skies. Cliffside views. Moonlit intrigue. Vibes: Dress to impress. Dress to impress and come party in true Yacht Week style at Turmalin Club, Lipari’s vibrant nightlife spot. Dance the night away until the early hours of the morning under the stars atop a cliff.
How to pick
Let's help find you the perfect cabin or yacht for you and your crew.
What's included
6 nights, 7 days on yacht of your choice.
Professional skipper.
Special events, including circle and tunnel rafts.
Exclusive Yacht Week parties.
International DJs.
A highly curated Yacht Week crowd.
Join a global community
Your dream week starts here — hear directly from those who’ve lived it.
Need-to-knows
Gather your crew and set sail on the adventure of lifetime.
GETTING THERE
Let’s get you on your way to Yacht Week. Find essential tips on getting to Sicily and reaching your marina.
EATING & DRINKING
Eating out or on board? We’ve got tips to ensure you’re never hungry when you sail.
ADD A HOST
Adding a host to your booking ensures gourmet-level meals and desserts on board your yacht.
Talk to the team
You've got questions, they've got answers. Jump on a call with our Yacht Week experts and let's get you on the water this summer.
FAQs
Why should I choose Yacht Week's Sicily Route?
A new, limited-time route for 2025. Join an exclusive crew for stunning coastlines. Island hopping and great sailing. Incredible food and great nightlife at beautiful rooftop venues. This route is for those looking for adventure at every turn, from volcano hikes to wine tasting in one of Italy’s most prolific regions.
What's included in the price of a Yacht Week?
All Yacht Week packages include the yacht, skipper, exclusive access to all events and a host of DJs through the week. To understand more, visit our help centre.
What is the average age on the routes?
The average age of our events is 27, however, we have a range of guests varying from 20 to late 30s and beyond. Yacht Week also curates experiences for a more seasoned 40-ish crowd with its Refined Route. Please note, the minimum age to join our events is 20, or at least turning 20 in the year of travel.
Other Destinations
Get the inside line.
Get first-hand accounts from other Yacht Weekers. Be the first to see upcoming discounts and deals. And find our destination must-sees: from historic castle hikes to island-hopping cheat sheets.