Sicily Crewed Sailing Yachts

sicily crewed sailing yachts,rent a boat Sicily,sicily crewed boat rental

Chartering a crewed sailing yacht around Sicily and the Aeolian Islands is the ideal way to spend your summer holidays. A crewed sailing yacht will provide you with the true feeling of sailing with the wind in your hair, as well as the convenience of a crew to guide and advise you every step of the way! You can set up anchor anywhere you please and enjoy soaking up the Mediterranean sunshine on the deck and relax for the evening under the stars. 

Sicily is a wonderfully diverse island that is full of vibrant culture, ancient architecture, fragrant flora and delicious local delicacies. Mount Etna, one of the world's most active volcanoes, towers majestically over the island and enhances the almost supernatural setting. Combined with the dynamic capital city, Palermo, that boasts lively restaurants, bars and cafés, you will be sure to find something for everyone at this spectacular destination. 

The Aeolian Islands are also great for you and your charter group to explore. You can cruise around the unusual rock formations to find the natural wonders of Stromboli and Vulcano, as well as the beautiful islands of Lipari, Filicudi and Alicudi. Our brokers are very knowledgeable about the area and can provide you with individual service to find you and your guests the best crewed sailing yacht available. 

Sicily Yacht Charter Guide Enquire Now!

NEYINA - CNB Bordeaux 76 - 3 Cabins - Bonifacio - Porto Cervo - Cannes - Monaco VIEW 1 REVIEW 
NEYINA
    CNB Bordeaux 76 - 3 Cabins - Bonifacio - Porto Cervo - Cannes - Monaco
  • CNB Bordeaux 76 Luxury Crewed Sailing Yacht
  • Length: 23.16 m
  • Year: 2015
  • Cabins: 3
  • Berths: 6
  • From €20000 to €26000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 23.16 m (78' )
  • Year: 2015
VIEW 1 REVIEW
From €20000 to €26000
per week

BOATBOOKINGS SAYS:
"NEYINA is a modern and beautiful sail yacht! The crew are fantastic and enthusiastic, offering excellent local knowledge of both Corsica and Sardinia on your summer yacht charter."

AORI - Wally 24 m - 3 Cabins - Lavagna - Naples - Sicily - Sardinia - Riviera - Corsica
AORI
    Wally 24 m - 3 Cabins - Lavagna - Naples - Sicily - Sardinia - Riviera - Corsica
  • Wally 24 m Crewed Sailing Yacht
  • Length: 24 m
  • Year: 2004
  • Cabins: 3
  • Berths: 6
  • From €24000 to €32000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 24 m (81' )
  • Year: 2004
From €24000 to €32000
per week

BOATBOOKINGS SAYS:
"Explore the vast blue Mediterranean Sea on AORI."

FREEBIRD - Southern Winds 100 RS - 4 Cabins - Sardinia - Capri - Amalfi Coast VIEW 3 REVIEWS 
FREEBIRD
    Southern Winds 100 RS - 4 Cabins - Sardinia - Capri - Amalfi Coast
  • Southern Winds 100 RS Luxury Crewed Sailing Yacht
  • Length: 30.48 m
  • Year: 2011
  • Cabins: 4
  • Berths: 8
  • From €50000 to €58000 per week
VIEW 3 REVIEWS  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 30.48 m (103' )
  • Year: 2011
VIEW 3 REVIEWS
From €50000 to €58000
per week

BOATBOOKINGS SAYS:
"Try and find a better looking and performing sailing boat in this location!"

MY LOTTY - Benetti 26 m - 4 Cabins - Naples - Capri - Positano - Amalfi Coast - Italy
MY LOTTY
    Benetti 26 m - 4 Cabins - Naples - Capri - Positano - Amalfi Coast - Italy
  • Benetti 26 m Crewed Sailing Yacht
  • Length: 26.8 m
  • Year: 1983
  • Cabins: 5
  • Berths: 10
  • From €24000 to €35000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 26.8 m (91' 4")
  • Year: 1983
From €24000 to €35000
per week

BOATBOOKINGS SAYS:
"MY LOTTY is one of the finest motor sailers to explore the Aeolian Islands, discover Panarea, and be mesmerized by the fireworks of Stromboli!"

HELIOS - Perini Navi 45m - 4 Cabins - Leeward Islands - Virgin Islands - Croatia - Sicily
HELIOS
    Perini Navi 45m - 4 Cabins - Leeward Islands - Virgin Islands - Croatia - Sicily
  • Perini Navi 45m Luxury Crewed Sailing Yacht
  • Length: 45.3 m
  • Year: 2007 (2016 Refit)
  • Cabins: 4
  • Berths: 10
  • From $150000 per week
Details Enquire
  • Berths: 10
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 45.3 m (154' 6")
  • Year: 2007 (2016 Refit)
From $150000
per week

BOATBOOKINGS SAYS:
"One of our favourite Perini Navi sailing yachts, ideal for Caribbean getaways"

WIZARD - Yacht 2000 24 m - 4 Cabins - Riva Di Traiano- Naples - Sicily - Riviera - Sardinia - Corsica
WIZARD
    Yacht 2000 24 m - 4 Cabins - Riva Di Traiano - Naples - Sicily - Riviera - Sardinia - Corsica
  • Yacht 2000 24 m Luxury Crewed Sailing Yacht
  • Length: 24.3 m
  • Year: 2006
  • Cabins: 4
  • Berths: 8
  • From €23000 to €31000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 24.3 m (82' 6")
  • Year: 2006
From €23000 to €31000
per week

BOATBOOKINGS SAYS:
"Embark on a magical journey on WIZARD and discover the West Mediterranean Sea in comfort."

THEIA OF LONDON - CNB Bordeaux 60 - 3 Cabins - Corsica - Sardinia - Sicily - Antigua - BVI
THEIA OF LONDON
    CNB Bordeaux 60 - 3 Cabins - Corsica - Sardinia - Sicily - Antigua - BVI
  • CNB Bordeaux 60 Crewed Sailing Yacht
  • Length: 18.38 m
  • Year: 2012
  • Cabins: 3
  • Berths: 6
  • From €13000 to €16000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 18.38 m (62' 2")
  • Year: 2012
From €13000 to €16000
per week

BOATBOOKINGS SAYS:
"Designed for maximum comfort and a wonderful sailing experience"

FOLLIA - Custom Sailing Yacht 65 ft - 3 Cabins - Naples - Capri - Positano - Sicily
FOLLIA
    Custom Sailing Yacht 65 ft - 3 Cabins - Naples - Capri - Positano - Sicily
  • Custom Sailing Yacht 65 ft Classic Sailing Yacht
  • Length: 19.9 m
  • Year: 2009
  • Cabins: 3
  • Berths: 6
  • From €12000 to €15000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 19.9 m (67' 9")
  • Year: 2009
From €12000 to €15000
per week

BOATBOOKINGS SAYS:
"True happiness prevails aboard FOLLIA in your West Mediterranean Sea quest!"

LA VIDELLE - Felci Yachts 70 ft - 3 Cabins - Portisco - Sardinia - Naples - Sicily - Corsica - Riviera
LA VIDELLE
    Felci Yachts 70 ft - 3 Cabins - Portisco - Sardinia - Naples - Sicily - Corsica - Riviera
  • Felci Yachts 70 ft Crewed Sailing Yacht
  • Length: 21.6 m
  • Year: 2006
  • Cabins: 3
  • Berths: 6
  • From €16000 to €18000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 21.6 m (73' )
  • Year: 2006
From €16000 to €18000
per week

BOATBOOKINGS SAYS:
"Celebrate life in your mesmerizing West Mediterranean cruise on VIDELLE!"

CLASS IV - Franchini Yachts 75 ft - Punta Ala - Naples - Sicily - Sardinia - Riviera - Corsica
CLASS IV
    Franchini Yachts 75 ft - Punta Ala - Naples - Sicily - Sardinia - Riviera - Corsica
  • Franchini Yachts 75 ft Crewed Sailing Yacht
  • Length: 23.15 m
  • Year: 2001
  • Cabins: 4
  • Berths: 8
  • From €18000 to €22000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 23.15 m (78' 11")
  • Year: 2001
From €18000 to €22000
per week

BOATBOOKINGS SAYS:
"Experience class and comfort in your West Mediterranean cruise on CLASS IV this summer!"

LUCE GUIDA - Vismara 62 - 3 Cabins - St. Tropez - Riviera - Corsica - Sardinia - Naples - Sicily
LUCE GUIDA
    Vismara 62 - 3 Cabins - St. Tropez - Riviera - Corsica - Sardinia - Naples - Sicily
  • Vismara 62 Crewed Sailing Yacht
  • Length: 23.6 m
  • Year: 2011
  • Cabins: 3
  • Berths: 6
  • From €24000 to €30000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 23.6 m (80' 8")
  • Year: 2011
From €24000 to €30000
per week

BOATBOOKINGS SAYS:
"Feel the light aboard LUCE GUIDA on your cruise around Italy and the South of France!"

TERSANE IV - 24m Gulet - 6 Cabins - Milazzo - Palermo - Naples - Sicily
TERSANE IV
    24m Gulet - 6 Cabins - Milazzo - Palermo - Naples - Sicily
  • 24m Gulet Gulet
  • Length: 23.98 m
  • Year: 2006 (2015 Refit)
  • Cabins: 6
  • Berths: 12
  • From €14800 to €18800 per week
Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Crewed
  • Type: Sail
  • Length: 23.98 m (81' 10")
  • Year: 2006 (2015 Refit)
From €14800 to €18800
per week

JIKAN - Advanced Yachts A80 - Portisco - Naples - Sicily - Sardinia - Riviera - Corsica
JIKAN
    Advanced Yachts A80 - Portisco - Naples - Sicily - Sardinia - Riviera - Corsica
  • Advanced Yachts A80 Luxury Crewed Sailing Yacht
  • Length: 23.98 m
  • Year: 2018
  • Cabins: 3
  • Berths: 6
  • From €27000 to €30000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 23.98 m (81' 10")
  • Year: 2018
From €27000 to €30000
per week

BOATBOOKINGS SAYS:
"Make the most of your vacation in comfort and luxury on JIKAN while cruising the West Mediterranean Sea."

TESS - Sloop 24m - 4 Cabins - Sicily - South Italy - Malta - Naples - Riviera - Corsica - Sardinia
TESS
    Sloop 24m - 4 Cabins - Sicily - South Italy - Malta - Naples - Riviera - Corsica - Sardinia
  • Sloop 24m Crewed Sailing Yacht
  • Length: 24 m
  • Year: 1984 - refitted 2005 - interior refresh 2012
  • Cabins: 4
  • Berths: 8
  • From €20000 to €26000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 24 m (81' )
  • Year: 1984 - refitted 2005 - interior refresh 2012
From €20000 to €26000
per week

BOATBOOKINGS SAYS:
"TESS is the perfect sailing yacht to chill in the West Mediterranean!"

MALIZIA - Perini Navi 25m - 3 Cabins - Sicily - Lipari - Palermo - Italy
MALIZIA
    Perini Navi 25m - 3 Cabins - Sicily - Lipari - Palermo - Italy
  • Perini Navi 25m Crewed Sailing Yacht
  • Length: 25 m
  • Year: 1989
  • Cabins: 3
  • Berths: 7
  • From €24000 to €32000 per week
Details Enquire
  • Berths: 7
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 25 m (85' 4")
  • Year: 1989
From €24000 to €32000
per week

BOATBOOKINGS SAYS:
"Immerse in the rich Mediterranean culture onboard MALIZIA."

LOGICA - Compositeworks 27 m - Genoa - Naples - Sicily - Riviera - Corsica - Sardinia
LOGICA
    Compositeworks 27 m - Genoa - Naples - Sicily - Riviera - Corsica - Sardinia
  • Compositeworks 27 m Crewed Sailing Yacht
  • Length: 27.42 m
  • Year: 2002
  • Cabins: 4
  • Berths: 8
  • From €25000 to €29000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 27.42 m (93' 6")
  • Year: 2002
From €25000 to €29000
per week

BOATBOOKINGS SAYS:
"LOGICA is your ideal sailing yacht for a romantic cruise in Amalfi."

YCH2 - Leopard 90 ft - 3 Cabins - Naples - Sicily - French Riviera - Corsica - Sardinia - Leewards - Windwards - Caribbean
YCH2
    Leopard 90 ft - 3 Cabins - Naples - Sicily - French Riviera - Corsica - Sardinia - Leewards - Windwards - Caribbean
  • Leopard 90 ft Luxury Crewed Sailing Yacht
  • Length: 27.71 m
  • Year: 2009
  • Cabins: 3
  • Berths: 6
  • From €48000 to €45000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 27.71 m (94' 11")
  • Year: 2009
From €48000 to €45000
per week

BOATBOOKINGS SAYS:
"Create moments with love ones in your West Mediterranean and Caribbean luxury yacht charter on YCH2!"

RUNNING ON FAITH - Wally Yachts 30 m - 3 Cabins - Genoa - Tuscany - Sardinia - Naples - Sicily - Corsica - Riviera
RUNNING ON FAITH
    Wally Yachts 30 m - 3 Cabins - Genoa - Tuscany - Sardinia - Naples - Sicily - Corsica - Riviera
  • Wally Yachts 30 m Luxury Sailing Yacht
  • Length: 30.45 m
  • Year: 2002
  • Cabins: 3
  • Berths: 6
  • From €42000 to €49000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 30.45 m (103' 9")
  • Year: 2002
From €42000 to €49000
per week

BOATBOOKINGS SAYS:
"RUNNING ON FAITH is the perfect sailing yacht to live out an intimate and romantic West Mediterranean charter!"

HERITAGE M - Perini Navi 35.5m - 3 Cabins - Naples - Sicily - Riviera - Corsica - Sardinia
HERITAGE M
    Perini Navi 35.5m - 3 Cabins - Naples - Sicily - Riviera - Corsica - Sardinia
  • Perini Navi 35.5m Luxury Crewed Sailing Yacht
  • Length: 33.5 m
  • Year: 2000
  • Cabins: 3
  • Berths: 8
  • From €45000 to €58000 per week
Details Enquire
  • Berths: 8
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 33.5 m (113' 2")
  • Year: 2000
From €45000 to €58000
per week

BOATBOOKINGS SAYS:
"Classic and elegant, make the most out of your cruise in Sicily on HERITAGE M!"

TRINAKRIA - Gulet 49 m - 5 Cabins - South of France - French Riviera - Corsica - Naples - Sicily - Sardinia
TRINAKRIA
    Gulet 49 m - 5 Cabins - South of France - French Riviera - Corsica - Naples - Sicily - Sardinia
  • Gulet 49 m Gulet
  • Length: 49 m
  • Year: 1927
  • Cabins: 5
  • Berths: 10
  • From €65000 to €75000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 49 m (166' 4")
  • Year: 1927
From €65000 to €75000
per week

BOATBOOKINGS SAYS:
"Immerse in the West Mediterranean culture on the stunning luxury Gulet TRINAKRIA!"

ALMYRA II - Perini Navi 164 - 5 Cabins - Sicily - Naples - French Riviera - Corsica - Sardinia - Greece - Croatia - Caribbean
ALMYRA II
    Perini Navi 164 - 5 Cabins - Sicily - Naples - French Riviera - Corsica - Sardinia - Greece - Croatia - Caribbean
  • Perini Navi 164 Luxury Crewed Sailing Yacht
  • Length: 49.8 m
  • Year: 2000
  • Cabins: 5
  • Berths: 12
  • From $175000 to $190000 per week
Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 49.8 m (169' )
  • Year: 2000
From $175000 to $190000
per week

BOATBOOKINGS SAYS:
"ALMYRA II offers a perfect blend of comfort and class served by a top-notch crew!"

JASALI II - Perini Navi 53m - 5 Cabins - Naples - Sicily - Riviera - Corsica - Sardinia
JASALI II
    Perini Navi 53m - 5 Cabins - Naples - Sicily - Riviera - Corsica - Sardinia
  • Perini Navi 53m Luxury Crewed Sailing Yacht
  • Length: 52.9 m
  • Year: 1998
  • Cabins: 5
  • Berths: 10
  • From €155000 to €195000 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Crewed
  • Type: Sail
  • Length: 52.9 m (179' 10")
  • Year: 1998
From €155000 to €195000
per week

BOATBOOKINGS SAYS:
"Sail the West Mediterranean with luxurious comfort and style on the stunning JASALI II."

FARANDWIDE - Southernwind 100 - Rome - Naples - Capri - Palermo VIEW 1 REVIEW 
FARANDWIDE
    Southernwind 100 - Rome - Naples - Capri - Palermo
  • Southernwind 100 Luxury Crewed Sailing Yacht
  • Length: 30.2 m
  • Year: 2007 (2023 Refit)
  • Cabins: 4
  • Berths: 8
  • From €58000 to €60000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 30.2 m (102' 8")
  • Year: 2007 (2023 Refit)
VIEW 1 REVIEW
From €58000 to €60000
per week

BOATBOOKINGS SAYS:
"Sleek and elegant, a subtle Super Yacht with every comfort and a professional crew of 4 to attend to your every need."

MIAPLACIDUS - 3 Cabins - Italy - Spain - Sicily - Balearic Islands
MIAPLACIDUS
    3 Cabins - Italy - Spain - Sicily - Balearic Islands
  • 3 Cabins Luxury Crewed Sailing Yacht
  • Length: 20.4 m
  • Year: 1987
  • Cabins: 3
  • Berths: 8
  • From €11200 per week
Details Enquire
  • Berths: 8
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 20.4 m (69' 11")
  • Year: 1987
From €11200
per week

Terra di Mezzo III - Solaris 72 - Sicily - Milazzo - Naples - West Med
Terra di Mezzo III
    Solaris 72 - Sicily - Milazzo - Naples - West Med
  • Solaris 72 Luxury Crewed Sailing Yacht
  • Length: 21.9 m
  • Year: 2009
  • Cabins: 3
  • Berths: 6
  • From €20000 to €23000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 21.9 m (74' 6")
  • Year: 2009
From €20000 to €23000
per week

BOATBOOKINGS SAYS:
"The perfect choice for luxury charters across southern Italy and Sardinia."

PAIKEA - Luca Brent - 4 Cabins - Palermo - Naples
PAIKEA
    Luca Brent - 4 Cabins - Palermo - Naples
  • Luca Brent Crewed Sailing Yacht
  • Length: 22.6 m
  • Year: 2000
  • Cabins: 4
  • Berths: 8
  • From €21000 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Sail
  • Length: 22.6 m (76' 4")
  • Year: 2000
From €21000
per week

DERIYA DENIZ - 6 Cabins - Italy - Naples - Aeolian Islands
DERIYA DENIZ
    6 Cabins - Italy - Naples - Aeolian Islands
  • 6 Cabins Gulet
  • Length: 24 m
  • Year: 2002
  • Cabins: 6
  • Berths: 12
  • From €13000 to €18000 per week
Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Crewed
  • Type: Sail
  • Length: 24 m (81' )
  • Year: 2002
From €13000 to €18000
per week

BOATBOOKINGS SAYS:
"One of the most charming motor sailers cruising the Aeolian Islands."

MY BUBU - Custom Build 24 Metres - 7 Cabins - Capo d'Orlando - Palermo
MY BUBU
    Custom Build 24 Metres - 7 Cabins - Capo d'Orlando - Palermo
  • Custom Build 24 Metres Gulet
  • Length: 24 m
  • Year: 2000
  • Cabins: 7
  • Berths: 12
  • From €13420 to €21960 per week
Details Enquire
  • Berths: 12
  • Cabins: 7
  • Crew: Crewed
  • Type: Sail
  • Length: 24 m (81' )
  • Year: 2000
From €13420 to €21960
per week

BOATBOOKINGS SAYS:
"This Luxury Crewed Gulet is perfect for enjoying beautiful views of the Italian coastline!"

FREE AT LAST - Marina 94 ft. - Palermo - Sicily - Naples - Sardinia - Corsica - Riviera
FREE AT LAST
    Marina 94 ft. - Palermo - Sicily - Naples - Sardinia - Corsica - Riviera
  • Marina 94 ft. Crewed Sailing Yacht
  • Length: 28.8 m
  • Year: 2000
  • Cabins: 3
  • Berths: 8
  • From €32000 to €39000 per week
Details Enquire
  • Berths: 8
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 28.8 m (97' )
  • Year: 2000
From €32000 to €39000
per week

BOATBOOKINGS SAYS:
"The true essence of freedom awaits aboard FREE AT LAST, get a taste of it in your West Mediterranean and Caribbean cruise!"

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