Top Tuscany Charter Sailing Yachts

Tuscany Sailing Yacht Charters
Elba Sailing Adventure

Lovers of the sea will find a true homage to their passion in Tuscany and its Archipelago with the local emphasis on relaxation and rejuvenation. Offering rustic charm, Mediterranean warmth, and classic Italian food, Tuscany offers you the best in life and is world-renowned for its beauty and elegance. What is not so well known about is that the coastline also offers crystal clear waters, pristine beaches, and interesting coastal historical structures and artifacts.

The region is frequented by upscale Italians who are looking for a peaceful and relaxing holiday. Their favorites include the Island of Elba, the promontory of Monte Argentario and the carnival in Viareggio. The entire coastline is blessed with diving said to be the best in Europe and is close enough to Sardinia, Corsica, and the Italian Riviera to explore them all (depending on how much time you have!). Unless, of course, you are so enchanted and captivated by this romantic coastline and its archipelago that anywhere else would seem like second best.

Tuscany is the rustic heart of Italy and can offer you so much to explore by sailing yacht. Please see below our curated list of the best Tuscany sailing yachts. Browse the boats below to see which one fits your needs or simply contact us and we'll recommend the best boat for you.

See our Tuscany Yacht Charter Guide The Best Tuscany Motor Yachts

Dufour 520
    2018 - 4 + 1 cabins (4 double + 1 bunk) - Tuscany - Elba
  • 2018 Bareboat Sailing Yacht
  • Length: 15.2 m
  • Year: 2018
  • Cabins: 5
  • Berths: 12
  • From €3500 to €6250 per week
Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.2 m (51' 8")
  • Year: 2018
From €3500 to €6250
per week

BOATBOOKINGS SAYS:
"Brand new Dufour 520 available to get the best out of the Tuscan Archipelago!"

Bavaria 45 Cruiser
    4 Cabins - Puntone Scarlino - Italy
  • 4 Cabins Bareboat Sailing Yacht
  • Length: 14.27 m
  • Year: 2012/2014
  • Cabins: 4
  • Berths: 8
  • From €2500 to €4400 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 14.27 m (48' 11")
  • Year: 2012/2014
VIEW 1 REVIEW
From €2500 to €4400
per week

BOATBOOKINGS SAYS:
"Brand new Bavaria 45 available in Puntone"

Oceanis 45
    4 Cabins - Puntone - Scarlino
  • 4 Cabins Bareboat Sailing Yacht
  • Length: 13.85 m
  • Year: 2014
  • Cabins: 4
  • Berths: 8
  • From €2500 to €4500 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 13.85 m (47' 5")
  • Year: 2014
From €2500 to €4500
per week

BOATBOOKINGS SAYS:
"Brand new Oceanis 45 - perfect for exploring Tuscany"

Sun Odyssey 35
    3 Cabins - Tuscany - Italy
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 10.75 m
  • Year: 2005 (2012)
  • Cabins: 3
  • Berths: 6
  • From €1550 to €2600 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 10.75 m (36' 7")
  • Year: 2005 (2012)
From €1550 to €2600
per week

BOATBOOKINGS SAYS:
"Perfect for charter around the beautiful Tuscan coast"

Dufour 382
    3 Cabins - Puntone - Tuscany
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 11.65 m
  • Year: 2015
  • Cabins: 3
  • Berths: 6
  • From €2100 to €3600 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 11.65 m (39' 1")
  • Year: 2015
From €2100 to €3600
per week

BOATBOOKINGS SAYS:
"A good all-around cruising yacht that is unobtrusive and surprisingly fast, easily controlled by a small crew."

Bavaria Cruiser 45
    4 Cabins - Tuscany - Italy
  • 4 Cabins Bareboat Sailing Yacht
  • Length: 14.27 m
  • Year: 2012
  • Cabins: 4
  • Berths: 8
  • From €2750 to €4500 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 14.27 m (48' 11")
  • Year: 2012
From €2750 to €4500
per week

BOATBOOKINGS SAYS:
"This sailing yacht features a fantastic swim platform."

Oceanis 50
    4 + 2 Cabins - Puntone Scarlino - Italy
  • 4 + 2 Cabins Bareboat Sailing Yacht
  • Length: 15.42 m
  • Year: 2011
  • Cabins: 5
  • Berths: 10
  • From €3650 to €6100 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.42 m (52' 6")
  • Year: 2011
From €3650 to €6100
per week

BOATBOOKINGS SAYS:
"Spacious and elegant sailing yacht for exploring Tuscany"

Oceanis 50
    Yeba II - 5 cabins + skipper cabin - Scarlino - Tuscany
  • Yeba II Bareboat Sailing Yacht
  • Length: 15.42 m
  • Year: 2010
  • Cabins: 5
  • Berths: 11
  • From €3600 to €6200 per week
Details Enquire
  • Berths: 11
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.42 m (52' 6")
  • Year: 2010
From €3600 to €6200
per week

BOATBOOKINGS SAYS:
"A brilliant Beneteau, ideal for family charter."

Bavaria 50
    5 Cabins - Portisco - Elba - Italy
  • 5 Cabins Bareboat Sailing Yacht
  • Length: 15.43 m
  • Year:
  • Cabins: 5
  • Berths: 10
  • From €2500 to €4700 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.43 m (52' 7")
  • Year:
From €2500 to €4700
per week

BOATBOOKINGS SAYS:
"Brilliant sailing yacht for large groups"

Bavaria 50 Cruiser
    5 Cabins - Puntone - Tuscany
  • 5 Cabins Bareboat Sailing Yacht
  • Length: 15.57 m
  • Year: 2013
  • Cabins: 5
  • Berths: 10
  • From €3650 to €6100 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.57 m (52' 9")
  • Year: 2013
From €3650 to €6100
per week

BOATBOOKINGS SAYS:
"Brand new Bavaria 50 Cruiser available in Tuscany!"

Oceanis 34
    3 Cabins - Procida - Naples
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 10.34 m
  • Year: 2012
  • Cabins: 3
  • Berths: 8
  • From €1400 to €2360 per week
Details Enquire
  • Berths: 8
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 10.34 m (35' 2")
  • Year: 2012
From €1400 to €2360
per week

BOATBOOKINGS SAYS:
"Based in the beautiful port of Naples, this Oceanis 34 is the the perfect sailing yacht for charter on the Amalfi Coast."

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