Sicily and the Aeolian Islands Bareboat Sailing

sicily, Sicilia yacht charter, Sicily boat rental

Sicily is the largest bareboat sailing island in Italy, famed for its impressive natural beauty, endless lemon trees and bustling markets. The Island of Sicily is a goldmine of rich historical and cultural influence, ancient Arab domes and arches are intermingled with Byzantine mosaics and classic Italian charm. Just off the north-eastern coast of Sicily are the stunning Aeolian Islands, a set of islands with beautiful bright blue waters and volcanic beaches. These islands have everything from clear blue waters for swimming and diving and ancient volcanoes for mountain trekking.

There could be no better place to start your Italy bareboat yacht charter; these exquisite and relatively undiscovered islands make for a stunning holiday aboard your private yacht. The delightful cuisine and warm climate make Sicily and the Aeolian Islands the perfect destination. Simply browse through the boats below, then send an enquiry to start planning your bareboat charter in Sicily today!

Sicily Yacht Charter Guide

Oceanis 45
    4 cabins (4 double) - 2019 - Portorosa - Cap dOrlando - Milazzo
  • 4 cabins (4 double) Bareboat Sailing Yacht
  • Length: 13.94 m
  • Year: 2019
  • Cabins: 4
  • Berths: 4
  • From €3698 to €5691 per week
Details Enquire
  • Berths: 4
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 13.94 m (47' 2")
  • Year: 2019
From €3698 to €5691
per week

BOATBOOKINGS SAYS:
"This family-friendly Oceanis 45 is suitable for adventurous charters around the breathtaking Aeolian islands."

Lagoon 42
    4 + 2 cabins (4 double 2 cabins) - 2019 - Capo d`Orlando - Milazzo - Aeolian Islands
  • 4 + 2 cabins (4 double 2 cabins) Bareboat Catamaran
  • Length: 12.8 m
  • Year: 2019
  • Cabins: 4
  • Berths: 8
  • From €3690 to €5690 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 12.8 m (43' 8")
  • Year: 2019
From €3690 to €5690
per week

BOATBOOKINGS SAYS:
"Want to charter in ultimate luxury? Get onboard this Lagoon 42 for an unrivaled charter around the Aeolian Islands, Sicily!"

Lagoon 400 S2
    4 Cabins - 2016 - Sicily
  • 4 Cabins Bareboat Catamaran
  • Length: 12.2 m
  • Year: 2016
  • Cabins: 4
  • Berths: 8
  • From €4200 to €7400 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 12.2 m (41' 8")
  • Year: 2016
From €4200 to €7400
per week

BOATBOOKINGS SAYS:
"Fabulous Catamaran built for comfort and speed."

Fountaine Pajot Saba 50
    4 Cabins - 2016 - Sicily
  • 4 Cabins Bareboat Catamaran
  • Length: 14.98 m
  • Year: 2016
  • Cabins: 4
  • Berths: 8
  • From €6500 to €14300 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 14.98 m (50' 10")
  • Year: 2016
From €6500 to €14300
per week

BOATBOOKINGS SAYS:
"Modern and stylish Saba 50 Catamaran, available for charter from Palermo, Sicily"

Oceanis 382
    3 Cabins - Palermo - Procida - Sicily
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 11.5 m
  • Year: 2016
  • Cabins: 3
  • Berths: 8
  • From €2871 to €3846 per week
Details Enquire
  • Berths: 8
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 11.5 m (39' 10")
  • Year: 2016
From €2871 to €3846
per week

BOATBOOKINGS SAYS:
"Beautiful, brand new sailing yacht, ideal for exploring Sicily."

Lagoon 42
    4 Cabins - 2017 - Sicily
  • 4 Cabins Bareboat Catamaran
  • Length: 12.8 m
  • Year: 2016
  • Cabins: 4
  • Berths: 8
  • From €3900 to €8300 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 12.8 m (43' 8")
  • Year: 2016
From €3900 to €8300
per week

BOATBOOKINGS SAYS:
"Superb Lagoon catamaran available in Sicily, charters beginning from Palermo"

Bavaria 46 Cruiser
    4 Cabins - Marsala - Palermo - Sicily
  • 4 Cabins Bareboat Sailing Yacht
  • Length: 14.2 m
  • Year: 2016
  • Cabins: 4
  • Berths: 8
  • From €2700 to €5600 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 14.2 m (48' 4")
  • Year: 2016
From €2700 to €5600
per week

BOATBOOKINGS SAYS:
"Fabulous, brand new Bavaria cruiser has all the capabilities for speedy cruises of the coast of Sicily."

Bavaria 37
    2016 - 3 Cabins - Sicily
  • 2016 Bareboat Sailing Yacht
  • Length: 11.3 m
  • Year: 2016
  • Cabins: 3
  • Berths: 8
  • From €1600 to €3500 per week
Details Enquire
  • Berths: 8
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 11.3 m (38' 2")
  • Year: 2016
From €1600 to €3500
per week

BOATBOOKINGS SAYS:
"Incredibly stylish and comfortable"

Bavaria Cruiser 37
    3 Cabins - Palermo - Sicily
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 11.3 m
  • Year: 2016
  • Cabins: 3
  • Berths: 6
  • From €2000 to €3500 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 11.3 m (38' 2")
  • Year: 2016
From €2000 to €3500
per week

BOATBOOKINGS SAYS:
"Brand new Bavaria Cruiser - the perfect sailing boat for cruising the Italian coast."

Bavaria 51
    5 Cabins - Portorosa - Palermo
  • 5 Cabins Bareboat Sailing Yacht
  • Length: 15.5 m
  • Year: 2015
  • Cabins: 5
  • Berths: 12
  • From €2600 to €6300 per week
Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.5 m (52' 2")
  • Year: 2015
From €2600 to €6300
per week

BOATBOOKINGS SAYS:
"Perfect for exploring Sicily!"

Lagoon 400 S2
    4 Cabins - Olbia - Cagliari - Catania - Milazzo
  • 4 Cabins Bareboat Catamaran
  • Length: 11.97 m
  • Year: 2014
  • Cabins: 4
  • Berths: 10
  • From €3300 to €7400 per week
Details Enquire
  • Berths: 10
  • Cabins: 4
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 11.97 m (40' 9")
  • Year: 2014
From €3300 to €7400
per week

BOATBOOKINGS SAYS:
"The Lagoon 400 S2 is an update on the classic Lagoon. Guaranteed a wonderful Catamaran sailing holiday."

Oceanis 48
    5 Cabins - Tropea - Aeolian Islands
  • 5 Cabins Bareboat Sailing Yacht
  • Length: 14.6 m
  • Year: 2014
  • Cabins: 5
  • Berths: 10
  • From €4515 to €5938 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 14.6 m (49' 8")
  • Year: 2014
From €4515 to €5938
per week

BOATBOOKINGS SAYS:
"Wonderful sailing yacht for travel around the Aeolian Islands."

Bavaria 56 Cruiser
    4 + 1 Cabins - Portorosa - Sicily
  • 4 + 1 Cabins Bareboat Sailing Yacht
  • Length: 16.75 m
  • Year: 2014
  • Cabins: 4
  • Berths: 11
  • From €4900 to €8500 per week
Details Enquire
  • Berths: 11
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 16.75 m (56' 7")
  • Year: 2014
From €4900 to €8500
per week

BOATBOOKINGS SAYS:
"Brand new Bavaria 56 available in Sicily!"

Bavaria 41
    3 Cabins - Portorosa - Sicily
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 12.35 m
  • Year: 2014
  • Cabins: 3
  • Berths: 6
  • From €2000 to €4200 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.35 m (42' 11")
  • Year: 2014
From €2000 to €4200
per week

BOATBOOKINGS SAYS:
"Explore the stunning Sicilian coastline onboard the Bavaria 41 sailing yacht!"

Giuli VIEW 1 REVIEW 
Giuli
  • Bareboat Sailing Yacht
  • Length: 12.55 m
  • Year: 2014
  • Cabins: 3
  • Berths: 6
  • From €2600 to €4500 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.55 m (42' 7")
  • Year: 2014
VIEW 1 REVIEW
From €2600 to €4500
per week

BOATBOOKINGS SAYS:
"Explore Sicily on board of this brand new Bavaria 41!"

Dufour 450 Grand Large
    4 Cabins - Marsala - Sicily
  • 4 Cabins Bareboat Sailing Yacht
  • Length: 13.72 m
  • Year: 2013
  • Cabins: 4
  • Berths: 10
  • From €2900 to €5900 per week
Details Enquire
  • Berths: 10
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 13.72 m (46' 4")
  • Year: 2013
From €2900 to €5900
per week

BOATBOOKINGS SAYS:
"Brand new Dufour 450 available in Sicily!"

Bavaria 40
    3 Cabins - Portorosa - Sicily
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 11.99 m
  • Year: 2013
  • Cabins: 3
  • Berths: 6
  • From €2100 to €3950 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 11.99 m (40' 11")
  • Year: 2013
From €2100 to €3950
per week

BOATBOOKINGS SAYS:
"Brand new Bavaria 40 available in Portorosa!"

Ginevra
  • Bareboat Sailing Yacht
  • Length: 11.99 m
  • Year: 2013
  • Cabins: 3
  • Berths: 6
  • From €1850 to €3400 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 11.99 m (40' 11")
  • Year: 2013
From €1850 to €3400
per week

BOATBOOKINGS SAYS:
"The Bavaria 40 will please the sailor in all of us!"

Lagoon 380
    4 Cabins - Portorosa - Palermo
  • 4 Cabins Bareboat Catamaran
  • Length: 11.55 m
  • Year: 2013
  • Cabins: 4
  • Berths: 8
  • From €2800 to €6500 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 11.55 m (39' 3")
  • Year: 2013
From €2800 to €6500
per week

BOATBOOKINGS SAYS:
"A particularly well thought out stylish and practical catamaran."

Sun Odyssey 439
    4 Cabins - Portorosa - Sicily
  • 4 Cabins Bareboat Sailing Yacht
  • Length: 13.34 m
  • Year: 2012
  • Cabins: 4
  • Berths: 10
  • From €2200 to €5100 per week
Details Enquire
  • Berths: 10
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 13.34 m (45' 2")
  • Year: 2012
From €2200 to €5100
per week

BOATBOOKINGS SAYS:
"Brand new Sun Odyssey 439 available in Sicily!"

Bavaria 45
    4 Cabins - Palermo - Sicily
  • 4 Cabins Bareboat Sailing Yacht
  • Length: 14.27 m
  • Year: 2011
  • Cabins: 4
  • Berths: 8
  • From €2300 to €4600 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 14.27 m (48' 11")
  • Year: 2011
From €2300 to €4600
per week

BOATBOOKINGS SAYS:
"Luxury yacht with wonderful sailing performance!"

Lagoon 450
    4 + 2 Cabins - Portorosa - Sicily
  • 4 + 2 Cabins Bareboat Catamaran
  • Length: 13.96 m
  • Year: 2011
  • Cabins: 4
  • Berths: 8
  • From €4500 to €8800 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 13.96 m (47' 4")
  • Year: 2011
From €4500 to €8800
per week

BOATBOOKINGS SAYS:
"Luxury catamaran available in Sicily"

Oceanis 54
    4 + 1 Cabins - Palermo, Sicily
  • 4 + 1 Cabins Bareboat Sailing Yacht
  • Length: 16.7 m
  • Year: 2011
  • Cabins: 4
  • Berths: 10
  • From €4000 to €7600 per week
Details Enquire
  • Berths: 10
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 16.7 m (56' 2")
  • Year: 2011
From €4000 to €7600
per week

BOATBOOKINGS SAYS:
"Perfect balance between speed, comfort and appearance!"

Lagoon 400 - 4 Cabins - Milazzo - Aeolian Islands - Italy VIEW 1 REVIEW 
Lagoon 400
    4 Cabins - Milazzo - Aeolian Islands - Italy
  • 4 Cabins Bareboat Catamaran
  • Length: 11.97 m
  • Year: 2011
  • Cabins: 4
  • Berths: 10
  • From €3500 to €6900 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 10
  • Cabins: 4
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 11.97 m (40' 9")
  • Year: 2011
VIEW 1 REVIEW
From €3500 to €6900
per week

BOATBOOKINGS SAYS:
"Great catamaran available in Aeolian Islands"

Delphia 37
    3 Cabins - Procida - Naples
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 11.1 m
  • Year: 2010
  • Cabins: 3
  • Berths: 6
  • From €1190 to €2495 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 11.1 m (37' 6")
  • Year: 2010
From €1190 to €2495
per week

BOATBOOKINGS SAYS:
"This easy sailer is the ideal bareboat sailing yacht for charter on the beautiful Amalfi Coast!"

Oceanis 37
    3 Cabins - Procida - Naples - Amalfi Coast
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 11.47 m
  • Year: 2010
  • Cabins: 3
  • Berths: 6
  • From €1190 to €2495 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 11.47 m (39' 7")
  • Year: 2010
From €1190 to €2495
per week

BOATBOOKINGS SAYS:
"Ideal for a family charter along the balmy Greek coast."

Bavaria 51
    5 Cabins - Portorosa - Sicily
  • 5 Cabins Bareboat Sailing Yacht
  • Length: 15.5 m
  • Year: 2010
  • Cabins: 5
  • Berths: 12
  • From €2600 to €6300 per week
Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.5 m (52' 2")
  • Year: 2010
From €2600 to €6300
per week

BOATBOOKINGS SAYS:
"Perfect for exploring Sicily!"

Cyclades 39.3
    Palermo - Aeolian Islands - Sicily
  • Palermo Bareboat Sailing Yacht
  • Length: 11.97 m
  • Year: 2008
  • Cabins: 3
  • Berths: 6
  • From €1400 to €2960 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 11.97 m (40' 9")
  • Year: 2008
From €1400 to €2960
per week

Cyclades 50.4
    5 Cabins - Palermo
  • 5 Cabins Bareboat Sailing Yacht
  • Length: 15.62 m
  • Year: 2008
  • Cabins: 5
  • Berths: 10
  • From €3650 to €4800 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.62 m (53' 2")
  • Year: 2008
From €3650 to €4800
per week

BOATBOOKINGS SAYS:
"A true classic in the sailing yacht world."

Cyclades 50.5
    5 Cabins - Italy - Sicily
  • 5 Cabins Bareboat Sailing Yacht
  • Length: 15.65 m
  • Year: 2008
  • Cabins: 5
  • Berths: 10
  • From €2900 to €5500 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.65 m (53' 5")
  • Year: 2008
From €2900 to €5500
per week

Top Rated Yachts
  • Oceanis 45 - 4 cabins (4 double)

    Oceanis 45 - 4 cabins (4 double)

    Details
  • Lagoon 42

    Lagoon 42

    Details
  • Fountaine Pajot Saba 50 - 4 Cabins

    Fountaine Pajot Saba 50 - 4 Cabins

    Details
  • Oceanis 382 - 3 Cabins

    Oceanis 382 - 3 Cabins

    Details
  • Dufour 450 Grand Large - 4 Cabins

    Dufour 450 Grand Large - 4 Cabins

    Details
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