Sailboat charter Sicily in May
187 sailboats are free in Sicily in May – with final price and real dates.
Still free today for May: 99% of these boats.
- Boats available
- 187
- Week, from–to
- €1,519 – €16,000
- Typical week
- €3,131
- Price index (season = 100)
- 92
All available boats
1–20 of 187
Tittibè
Bavaria C38
- up to 7 people
- 3 cabins · 2 bathrooms
- 11 m
- With captain – further crew as stated by the provider
- Trapani · approx. 15 min from Trapani airport
- SUP board
- Snorkelling set
Instantly confirmed
Final price from€2,650for 1 day
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €665 per person
1 night, May 1 – 2
Only €239 (9%) due today
Deposit €3,000 with the provider
Anni
Jeanneau Sun Odyssey 449
- up to 9 people
- 4 cabins · 2 bathrooms
- 14 m
- Skipper on request
- Trapani · approx. 15 min from Trapani airport
- SUP board
- Snorkelling set
Instantly confirmed
Final price from€1,013for 1 day
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €255 per person
−9 % early booking by the provider
1 night, May 1 – 2
Only €223 (23%) due today
Deposit €3,000 with the provider
Granfio
Dufour 54
- up to 9 people
- 5 cabins · 5 bathrooms
- 17 m
- Boat licence required
- Capo d'Orlando · approx. 95 min from Catania airport
- SUP board
- Dinghy
- Generator
Instantly confirmed
Final price from€8,936for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €2,230 per person
−23 % early booking by the provider
14 nights, May 1 – 15
Only €4,093 (46%) due today
Deposit €3,500 with the provider
Kalypso
Dufour 48
- up to 9 people
- 5 cabins · 5 bathrooms
- 15 m
- Boat licence required
- Capo d'Orlando · approx. 95 min from Catania airport
- SUP board
- Dinghy
- Generator
Instantly confirmed
Final price from€6,770for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €1,690 per person
−23 % early booking by the provider
14 nights, May 1 – 15
Only €3,060 (46%) due today
Deposit €3,000 with the provider
Bedda Matri
Dufour 470
- up to 11 people
- 5 cabins · 5 bathrooms
- 15 m
- Boat licence required
- Palermo · approx. 30 min from Palermo airport
- SUP board
- Dinghy
- Generator
Instantly confirmed
Final price from€7,000for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €1,750 per person
−23 % early booking by the provider
14 nights, May 1 – 15
Only €3,175 (46%) due today
Deposit €3,000 with the provider
Taddarita
Dufour 530
- up to 13 people
- 6 cabins · 5 bathrooms
- 16 m
- Boat licence required
- Palermo · approx. 30 min from Palermo airport
- SUP board
- Dinghy
- Generator
Instantly confirmed
Final price from€8,683for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €2,170 per person
−23 % early booking by the provider
14 nights, May 1 – 15
Only €4,017 (47%) due today
Deposit €3,500 with the provider
Alas
Maxus 35
- up to 6 people
- 3 cabins · 1 bathroom
- 11 m
- Skipper on request
- Capo d'Orlando · approx. 95 min from Catania airport
- Air conditioning
- SUP board
- Wi-Fi
Instantly confirmed
Final price from€3,870for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €970 per person
−10 % provider discount
14 nights, May 1 – 15
Only €1,710 (45%) due today
Deposit €2,500 with the provider
Oceanis 34.1
Bénéteau Oceanis 34.1
- up to 8 people
- 3 cabins · 1 bathroom
- 11 m
- Skipper on request
- Trapani · approx. 15 min from Trapani airport
- SUP board
Instantly confirmed
Final price from€2,409for 8 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €600 per person
−9 % early booking by the provider
8 nights, May 1 – 9
Only €1,055 (44%) due today
Deposit €2,000 with the provider
Francesca
Hanse 410
- up to 9 people
- 3 cabins · 2 bathrooms
- 13 m
- Boat licence required
- Furnari · approx. 90 min from Catania airport
- SUP board
- Dinghy
- Wi-Fi
Instantly confirmed
Final price from€6,021for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €1,510 per person
−14 % early booking by the provider
14 nights, May 1 – 15
Only €2,651 (45%) due today
Deposit €3,000 with the provider
Silvia
Dufour 32
- up to 6 people
- 2 cabins · 1 bathroom
- 10 m
- Skipper on request
- Furnari · approx. 90 min from Catania airport
- SUP board
- Dinghy
- Wi-Fi
Instantly confirmed
Final price from€3,219for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €805 per person
−18 % early booking by the provider
14 nights, May 1 – 15
Only €1,300 (41%) due today
Deposit €2,500 with the provider
Aliclà
Dufour 41
- up to 8 people
- 3 cabins · 3 bathrooms
- 13 m
- Boat licence required
- Palermo · approx. 30 min from Palermo airport
- SUP board
- Dinghy
- Wi-Fi
Instantly confirmed
Final price from€5,055for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €1,260 per person
−15 % provider discount
14 nights, May 1 – 15
Only €2,253 (45%) due today
Deposit €2,000 with the provider
Ifigenia
Dufour 41
- up to 8 people
- 3 cabins · 3 bathrooms
- 13 m
- Boat licence required
- Palermo · approx. 30 min from Palermo airport
- SUP board
- Dinghy
- Wi-Fi
Instantly confirmed
Final price from€5,064for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €1,270 per person
−23 % early booking by the provider
14 nights, May 1 – 15
Only €2,257 (45%) due today
Deposit €2,000 with the provider
Valentina
Hanse 360
- up to 9 people
- 3 cabins · 2 bathrooms
- 11 m
- Skipper on request
- Furnari · approx. 90 min from Catania airport
- SUP board
- Dinghy
- Wi-Fi
Instantly confirmed
Final price from€4,406for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €1,100 per person
−18 % early booking by the provider
14 nights, May 1 – 15
Only €1,868 (43%) due today
Deposit €2,500 with the provider
Senza Parole III
Bénéteau Oceanis 37.1
- up to 6 people
- 3 cabins · 2 bathrooms
- 12 m
- Boat licence required
- Furnari · approx. 90 min from Catania airport
- Dinghy
- Wi-Fi
- Kayak
Instantly confirmed
Final price from€4,213for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €1,050 per person
−15 % early booking by the provider
14 nights, May 1 – 15
Only €2,032 (49%) due today
Deposit €2,500 with the provider
Ninive - Water maker, Solar Panel
Dufour 41
- up to 10 people
- 4 cabins · 2 bathrooms
- 13 m
- Boat licence required
- Furnari · approx. 90 min from Catania airport
- SUP board
- Wi-Fi
- Snorkelling set
Instantly confirmed
Final price from€5,481for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €1,370 per person
−12 % early booking by the provider
14 nights, May 1 – 15
Only €1,509 (28%) due today
Deposit €2,500 with the provider
Jojo'
Dufour 37
- up to 8 people
- 3 cabins · 1 bathroom
- 11 m
- Skipper on request
- Furnari · approx. 90 min from Catania airport
- SUP board
- Dinghy
- Wi-Fi
Instantly confirmed
Final price from€4,390for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €1,100 per person
−18 % early booking by the provider
14 nights, May 1 – 15
Only €1,860 (43%) due today
Deposit €2,500 with the provider
Cassiopea
Dufour 41
- up to 8 people
- 3 cabins · 3 bathrooms
- 13 m
- Boat licence required
- Palermo · approx. 30 min from Palermo airport
- SUP board
- Dinghy
- Wi-Fi
Instantly confirmed
Final price from€5,153for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €1,290 per person
−19 % early booking by the provider
14 nights, May 1 – 15
Only €2,302 (45%) due today
Deposit €2,000 with the provider
Iulo
Dufour 37
- up to 4 people
- 2 cabins · 1 bathroom
- 11 m
- Boat licence required
- Palermo · approx. 30 min from Palermo airport
- SUP board
- Dinghy
- Wi-Fi
Instantly confirmed
Final price from€3,128for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €780 per person
−23 % early booking by the provider
14 nights, May 1 – 15
Only €1,339 (43%) due today
Deposit €2,000 with the provider
Senza Dubbi II
Bénéteau Oceanis 40.1
- up to 10 people
- 4 cabins · 2 bathrooms
- 12 m
- Boat licence required
- Furnari · approx. 90 min from Catania airport
- Dinghy
- Wi-Fi
- Kayak
Instantly confirmed
Final price from€5,505for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €1,380 per person
−15 % early booking by the provider
14 nights, May 1 – 15
Only €2,678 (49%) due today
Deposit €2,500 with the provider
Arianna - Water maker, Solar Panel
Bénéteau Oceanis 46.1
- up to 12 people
- 5 cabins · 3 bathrooms
- 15 m
- Boat licence required
- Furnari · approx. 90 min from Catania airport
- SUP board
- Wi-Fi
- Snorkelling set
Instantly confirmed
Final price from€6,315for 14 days
incl. mandatory extrasWhat does the final price include?
Included in the final price: the boat and all of the provider's mandatory extras, such as final cleaning. Not included: the security deposit and, where the provider asks for it, the onboard kitty and optional extras.
≈ €1,580 per person
−12 % early booking by the provider
14 nights, May 1 – 15
Only €1,733 (28%) due today
Deposit €2,500 with the provider
Departures in May
- Sat, May 1166 boats free · week from €1,519
- Sun, May 23 boats free · week from €2,145
- Mon, May 33 boats free · week from €2,145
- Tue, May 43 boats free · week from €2,145
- Wed, May 53 boats free · week from €2,145
- Thu, May 63 boats free · week from €2,145
As of today, from the providers' booking systems. Free dates change all the time.
Other months
Price index: median week price of the month compared with the whole season (= 100).
- October 2026106 boats · index 80
- November 2026110 boats · index 88
- December 202695 boats · index 100
- January 202789 boats · index 86
- February 202789 boats · index 84
- March 2027134 boats · index 87
- April 2027174 boats · index 86
- May 2027187 boats · index 92
- June 2027187 boats · index 108
- July 2027188 boats · index 130
- August 2027183 boats · index 136
- September 2027186 boats · index 99
Ports in Sicily
- Marina Portorosa, Furnari136 boats
- Capo d'Orlando Marina, Capo d'Orlando119 boats
- La Cala (Porto Palermo), Palermo27 boats
- Marsala Marina, Marsala20 boats
- Porto di Castellammare del Golfo, Castellammare del Golfo18 boats
- Marina Villa Igiea, Palermo14 boats
- Porto di Tropea, Tropea10 boats
- Trapani9 boats
By boat type
Frequently asked questions
- What does a sailboat cost in Sicily in May?
- A week costs between €1,519 and €16,000 today, typically €3,131. That is the final price including mandatory extras, from 1,033 offered week prices.
- When is the best time to book a sailboat for May?
- Today the cheapest departure is on Sat, May 1, from €1,519 a week. 99% of these boats are still free for the month.
- Is May more expensive than the rest of the season?
- No. In May the median week price is 8% below the season average.
- Do I need a boat licence?
- Not if you book with a skipper or crew. Without a skipper it depends on the boat; every boat page says what applies.