Sailboat Rental in Sicily

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Sailing in Sicily allows you to explore the island and nearby destinations like the Aeolian Islands, Taormina, and Palermo at your own pace. With Danielis Yachting, you can plan your route, anchor in quiet bays, and enjoy the comfort of a fully equipped sailboat.

50 available yachts

Marina Poseidon, Milazzo, Sicily
Bareboat or crewed
8 + 2 Berths 4 Cabins 14.15 m 4 WC
from € 2.100
/ week
Portorosa, Sicily
Bareboat or crewed
6 + 2 Berths 3 Cabins 11.25 m 2 WC
from € 1.900
/ week
Portorosa, Sicily
Bareboat or crewed
8 + 2 Berths 4 Cabins 14.15 m 4 WC
from € 3.200
/ week
Portorosa, Sicily
Bareboat or crewed AC: Only in port
10 + 2 Berths 5 Cabins 14.6 m 3 WC
from € 3.000
/ week
Portorosa, Sicily
Bareboat or crewed
6 + 2 Berths 3 Cabins 12.43 m 2 WC
from € 2.100
/ week
Portorosa, Sicily
Bareboat or crewed
6 Berths 3 Cabins 10.45 m 1 WC
from € 1.850
/ week
Portorosa, Sicily
Bareboat or crewed
6 + 2 Berths 3 Cabins 11.5 m 2 WC
from € 2.000
/ week

Discover Sicily by Sailboat – A Practical Guide for Your Charter

Sailboats are designed for both comfort and performance, allowing you to glide smoothly along Sicily’s coastline while making the most of the wind. Their efficient rig and stable hull make handling easier, even for less experienced sailors, and give you access to shallow bays that motorboats can’t reach. Sicily offers a perfect mix of scenic anchorages, historic coastal towns, and nearby islands like the Aeolian and Egadi archipelagos.

What Makes Sicily The Perfect Departure Point For Sailboat Rentals

The island’s ports and marinas are well-equipped, making departure smooth, while the coastline and nearby islands offer a variety of experiences for sailors of all levels. From historic towns to secluded anchorages, Sicily provides flexibility and convenience for planning your perfect sailing itinerary.

Benefits of choosing Sicily as your starting point:

  • Aeolian Islands – explore volcanic islands, crystal-clear waters, and quiet anchorages
  • Taormina Coast – beautiful cliffs, charming towns, and easy access to local culture and dining
  • Palermo – vibrant city with markets, historic architecture, and lively coastal marinas
  • Egadi Islands – short sails to peaceful islands with great snorkeling and diving spots.

How to Reach Sicily for Sailboat Adventure

The island has several well-connected airports, including Palermo, Catania, and Trapani, with frequent flights from major Italian cities such as Rome, Milan, and Naples. Sicily is also linked to key European destinations, with direct flights from cities like London, Paris, Frankfurt, and Barcelona, making it easy for international travelers.

For those arriving by sea, regular ferries connect Sicily with mainland Italy from ports like Genoa, Naples, and Civitavecchia, docking at Palermo, Trapani, Messina, or Catania.

Top Mediterranean Destinations to Sail from Sicily

Sicily’s marinas are an ideal base for sailboat charters, offering easy access to beautiful coastal routes and nearby islands. From ports like Nautico Polaris Marina, Marina di Portorosa, and Capo d’Orlando Marina, sailors can quickly reach hidden coves, scenic anchorages, and charming seaside towns. Here are some top destinations to include on your sailing itinerary:

  • San Vito Lo Capo – famous for its sandy beach and vibrant local atmosphere, ideal for a day stop
  • Isola delle Femmine – quiet bay with sheltered waters, great for anchoring and swimming
  • Favignana (Egadi Islands) – picturesque island with turquoise coves and relaxed fishing village charm
  • Mozia – small historic island with archaeological sites and tranquil surroundings
  • Cala Rossa (Pantelleria) – stunning red rock cliffs and clear waters
  • Aeolian Island of Filicudi – remote island with volcanic landscapes.

When to Charter a Sailboat in Sicily

The best time to rent a sailboat in Sicily is from May to October, when the weather is warm, the seas are calm, and sailing conditions are at their best. Daytime temperatures typically range from 20°C to 30°C, with mild evenings perfect for relaxing on deck. Gentle afternoon breezes make navigation easy, while rainfall is minimal, allowing for long sunny days to explore Sicily’s coastline. May and June are ideal for quieter trips, while July and August offer lively coastal towns and festivals, and September and October provide pleasant weather with fewer crowds.

Best Occasions to Rent a Sailboat in Sicily

There are many ways to make the most of a sailboat charter in Sicily. Whether you’re looking for relaxation, adventure, or unique experiences, here are some perfect reasons to set sail:

  • Escape the Routine – leave the crowded beaches behind and find your own quiet cove, just you and the sea
  • Celebrate in Style – birthdays, anniversaries, or special milestones feel different when the deck is your party venue
  • Adventure with Friends – discover Sicily together, try sailing for the first time, or just lounge in the sun on a spacious deck
  • Dive into Local Life – time your trip with a coastal festival, food fair, or traditional regatta and see Sicily from the water
  • Nature & Photography Lovers – capture volcanic landscapes, rugged cliffs, and turquoise waters while gliding silently between ports.

Renting a Sailboat in Sicily: With or Without Crew

When chartering a sailboat in Sicily, you have several options depending on your sailing experience and preferences:

  • Bareboat Charter – Perfect for experienced sailors who want full control of the sailboat. You handle navigation, anchoring, and planning your own itinerary, giving you complete independence on the water.
  • Skippered Charter – Includes a professional skipper to take care of navigation, safety, and local knowledge. This option allows you to relax, enjoy sailing, and learn from an experienced sailor without worrying about technical details.
  • Crewed Charter – Comes with a full crew, including a skipper and additional staff such as a chef or hostess. The crew manages navigation, meals, cleaning, and all onboard services, offering a completely stress-free and luxurious sailing experience.

Choosing a skippered or crewed charter is particularly advantageous if you want to focus on exploring Sicily, enjoying small bays, or participating in local events, while leaving all the logistics and technical sailing to professionals.

Do You Need a License to Rent a Sailboat in Sicily

For a bareboat sailboat charter in Sicily, a valid sailing license is generally required. Certificates such as the ICC (International Certificate of Competence) or the RYA Day Skipper are widely accepted. IA VHF radio certificate may also be required depending on the charter company.

If you choose a skippered or fully crewed charter, no license is needed. The crew handles navigation, anchoring, and all onboard operations, allowing you to relax and focus on exploring Sicily’s coastline, hidden coves, and nearby islands.

Embark on Your Sicily Sailboat Adventure with Danielis Yachting

Our modern fleet of high-quality sailboats ensures comfort and performance on the water, while our professional crew or skippers provide expert guidance and support throughout your journey. Whether you want to plan your own route or let the crew take care of everything, Danielis Yachting allows you to enjoy Sicily at your own pace.

For more information and to start planning your adventure, visit our contact page.

Frequently Asked Questions

Can I take a shorter trip from Sicily instead of a full week?

In peak season most Sicily charters run as standard seven-day weeks, but shorter trips are sometimes possible outside the busy months - just ask and we’ll check what’s available.

What’s the best way to spend a week sailing from Sicily?

A week from Sicily usually means easy, scenic hops out to , Egesu, Datca, Turgutreis, with time to swim, eat ashore and anchor in a quiet bay each night. Our team can shape the route around your pace and the boat you choose.

How many people can a sailing yacht from Sicily accommodate?

The largest sailing yachts in Sicily sleep up to 12 guests, while smaller models suit couples and families. Each listing states its exact berth and cabin count.

How much does a sailing yacht charter from Sicily cost?

Sailing yachts from Sicily start at 1565 per week, with the final price depending on the boat, the season and your charter type. Each listing shows its own live rate.

When should I book a sailing yacht in Sicily?

For summer dates, it’s wise to book your Sicily sailing yacht a few months ahead - popular boats and peak weeks (July and August) go first. Off-season, shorter notice is usually fine.

Which marina does the sailing yacht leave from in Sicily?

Charters in Sicily depart from Capo D'orlando Marina, Marina Poseidon, Milazzo. The exact berth and check-in details come with your booking and are shown on the sailing yacht's page.

Do I need a licence to charter a sailing yacht in Sicily?

For a bareboat sailing yacht you’ll need a valid sailing licence and maybe a VHF certificate. No licence? Add a skipper at booking and a professional takes the helm - then none is needed.

Why book a sailing yacht in Sicily with Danielis Yachting?

We offer a large, well-kept fleet in Sicily and across Italy, with bareboat, skippered and crewed options and a team that knows the local waters. From first enquiry to disembarkation, we keep it simple.

Is Sicily a good starting point for a sailing yacht charter?

Yes - with 50 sailing yachts based here, Sicily is a well-established base with easy access to open sea and routes for every experience level.

Didn’t find your answer?

Didn’t find what you need in the FAQ? Contact our team for tailored guidance on yachts, availability, pricing, and itineraries. We’ll review your request and respond with clear recommendations.

What our clients say

James D.

Eolian islands, the perfect holiday

Nice boat, very beautiful islands, nice and helpful people,…
Marjan S.

Marjan, Slovenia

We just returned from a wonderfull vocation that did not leave us indifferent. Sailing is a totally different kind of vocation than we are m...
Valentina Z.

Excellent!

Everything was perfect.
Just one thing to improve, the forniture in the kitchen (pans e lids) old and uncomfortable
Bruno M.

36 feet

Sv grgur ilovik novalja, rab, fantastic!
Bojan �.

Fantastic holidays

Sailing in south Dalmatia as well as winetasting, dining, hiking, culture, swimming. Our skipper Marko was absolutely fantastic!
Tabor M.

Great journey on the first week of season.

Everything was straightforward.

Good to know

Number of sailing boats
50 Sailing yachts Available
Types of sailing boats
Bareboat or crewed
Median price
2.940,00 €
Minimum price
1.565,00 €
Maximum price
4.500,00 €
Cabins
2 - 6
Number of guests
4 - 12
Production year
2016 - 2026
Length
32 - 54 ft
Top models
Sun Odyssey 440 - 4 cab., Oceanis 51.1 - 5 + 1 cab., Dufour 430 GL, Dufour 460 GL, Dufour 470 - 5 + 1 cab., Oceanis 46.1, Dufour 382 GL, Dufour 390 GL, Dufour 412 GL, Dufour 470 - 4 + 1 cab.
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