Sailboat Charter for Your Next Vacation or Holiday

Charter a sailboat for your next holiday

A sailboat charter combines the thrill of the wind with the freedom to go to numerous superb destinations on your holiday. We have fabulous sailboats in nearly all yachting locations worldwide, both bareboat and crewed.

Key sailboat charter areas are the BVI, Grenadines and Windward Islands in the Caribbean, Mallorca, Croatia, Greece and the South of France in the Mediterranean, and more exotic charter areas such as Thailand, the Seychelles, Mauritius, the Maldives, Brazil are becoming more common. The USA has great sailing in the San Juan Islands in Washington State, Chesapeake Bay and New England as well as the warmer regions of California and Florida. And south of the equator, you of course have New Zealand and the Whitsundays in Australia.

Use the selector bar below to find the right sailboat charter, from a 2 cabin 30 foot bareboat to a glorious crewed sailing yacht. You can select by location, size, cabins and type of crew. Click 'Add to My Yachts' ones that look right, and then simply send us an enquiry on all of them and we`ll confirm availability and pricing, and help you decide which one is best for your needs.

Whether you are a beginner sailor and require a skipper and crew, this is a great way to enjoy the ultimate sailing experience in the competent hand of experienced sailors in gorgeous destinations. If you have a history of sailing and prefer the 'DIY' approach and the freedom of a bareboat then go for it! There is also opportunities to get involved in various prestigious regattas, by competing or spectating!

Happy Sailing!

Sailboat and Sailing Yacht Charter Guide

Hanse 455
    3 cabins (3 double) - 2018 - Tortola
  • 3 cabins (3 double) Bareboat Sailing Yacht
  • Length: 46 m
  • Year: 2018
  • Cabins: 4
  • Berths: 4
  • From $4515 to $6720 per week
Details Enquire
  • Berths: 4
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 46 m (156' 4")
  • Year: 2018
From $4515 to $6720
per week

BOATBOOKINGS SAYS:
"Stunning Hanse 455 perfect for a large group of friends or family to explore the dazzling islands of the BVI!"

CALLISTO - Nautors Swan 80 - 3 Cabins - Greece - Athens - Paros - Mykonos VIEW 1 REVIEW 
CALLISTO
    Nautors Swan 80 - 3 Cabins - Greece - Athens - Paros - Mykonos
  • Nautors Swan 80 Luxury Crewed Sailing Yacht
  • Length: 25 m
  • Year: 1995 (2009 Refit)
  • Cabins: 3
  • Berths: 6
  • From €17850 to €22000 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Sail
  • Length: 25 m (85' 4")
  • Year: 1995 (2009 Refit)
VIEW 1 REVIEW
From €17850 to €22000
per week

BOATBOOKINGS SAYS:
"An elegant Swan with a crew that consistently offers the ultimate Greek chartering experience!"

Hanse 575 - 4 + 2 (4 double 2 single) 2016 - Trogir - Sibenik VIEW 1 REVIEW 
Hanse 575
    4 + 2 (4 double 2 single) 2016 - Trogir - Sibenik
  • 4 + 2 (4 double 2 single) 2016 Bareboat Sailing Yacht
  • Length: 17.15 m
  • Year: 2016
  • Cabins: 6
  • Berths: 9
  • From €3880 to €9390 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 9
  • Cabins: 6
  • Crew: Bareboat
  • Type: Sail
  • Length: 17.15 m (58' 10")
  • Year: 2016
VIEW 1 REVIEW
From €3880 to €9390
per week

BOATBOOKINGS SAYS:
"All eyes will be on you when sailing this exquisite Hanse 575! She can be enjoyed by experienced sailors looking for a relaxed charter around the stunning waters of Croatia!"

Sun Odyssey 349
    3 cabins (3 double) - 2018 - Lefkas
  • 3 cabins (3 double) Bareboat Sailing Yacht
  • Length: 10.34 m
  • Year: 2018
  • Cabins: 3
  • Berths: 6
  • From €1820 to €3120 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 10.34 m (35' 2")
  • Year: 2018
From €1820 to €3120
per week

BOATBOOKINGS SAYS:
"Sleek yacht, requires 6 luxury seekers!"

Oceanis 45
    3 cabins (3 double) - 2017 - Trogir - Sibenik - Biograd
  • 3 cabins (3 double) Bareboat Sailing Yacht
  • Length: 13.94 m
  • Year: 2017
  • Cabins: 3
  • Berths: 3
  • From €1990 to €4150 per week
Details Enquire
  • Berths: 3
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 13.94 m (47' 2")
  • Year: 2017
From €1990 to €4150
per week

BOATBOOKINGS SAYS:
"A new addition to the Boatbookings fleet, suiting families of a group of friends wanting to explore the beautiful islands of Croatia."

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."

Dufour 460 Grand Large
    3 Cabins - 2017 - Tortola
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 14.15 m
  • Year: 2017
  • Cabins: 3
  • Berths: 8
  • From €2450 to €8000 per week
Details Enquire
  • Berths: 8
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 14.15 m (48' 11")
  • Year: 2017
From €2450 to €8000
per week

BOATBOOKINGS SAYS:
"2017 brings you this Dufour 460 Grand Large sailing Tortola and the BVI"

Oceanis 48
    4 + 2 (4 double, 1 bunk and 1 single) - 2018 - Athens - Alimos
  • 4 + 2 (4 double, 1 bunk and 1 single) Bareboat Sailing Yacht
  • Length: 14.6 m
  • Year: 2015
  • Cabins: 4+2
  • Berths: 11
  • From €2680 to €7055 per week
Details Enquire
  • Berths: 11
  • Cabins: 4+2
  • Crew: Bareboat
  • Type: Sail
  • Length: 14.6 m (49' 8")
  • Year: 2015
From €2680 to €7055
per week

BOATBOOKINGS SAYS:
"Elegant, sporty yacht seeks Greek island lovers!"

Dufour 520
    4 + 1 cabins (4 double + 1 bunk) - Italy - Tuscany
  • 4 + 1 cabins (4 double + 1 bunk) 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!"

Dufour 520
    4 + 1 cabins (4 double + 1 bunk) - 2019 - Athens - Alimos
  • 4 + 1 cabins (4 double + 1 bunk) Bareboat Sailing Yacht
  • Length: 15.2 m
  • Year: 2018
  • Cabins: 5
  • Berths: 12
  • From €4029 to €6900 per week
Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.2 m (51' 8")
  • Year: 2018
From €4029 to €6900
per week

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

Dufour 520
    4 + 1 cabins (4 double + 1 bunk) - Athens - Alimos
  • 4 + 1 cabins (4 double + 1 bunk) Bareboat Sailing Yacht
  • Length: 15.2 m
  • Year: 2018
  • Cabins: 5
  • Berths: 12
  • From €3300 to €7790 per week
Details Enquire
  • Berths: 12
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.2 m (51' 8")
  • Year: 2018
From €3300 to €7790
per week

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

Oceanis 51.1
    5 + 1 cabins (5 double 1 single) - 2019 - Athens - Alimos
  • 5 + 1 cabins (5 double 1 single) Bareboat Sailing Yacht
  • Length: 15.94 m
  • Year: 2019
  • Cabins: 5
  • Berths: 11
  • From €3590 to €7600 per week
Details Enquire
  • Berths: 11
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.94 m (54' 10")
  • Year: 2019
From €3590 to €7600
per week

BOATBOOKINGS SAYS:
"Large yacht suitable for large groups of families!"

Dufour 560
    5 cabins - 2015 - Bodrum - Gocek - Marmaris
  • 5 cabins Bareboat Sailing Yacht
  • Length: 17.15 m
  • Year: 2015
  • Cabins: 6
  • Berths: 6
  • From €5500 to €7000 per week
Details Enquire
  • Berths: 6
  • Cabins: 6
  • Crew: Bareboat
  • Type: Sail
  • Length: 17.15 m (58' 10")
  • Year: 2015
From €5500 to €7000
per week

BOATBOOKINGS SAYS:
"Pure elegance"

Hanse 455
    4 cabins (4 double) - 2018 - Kos - Mykonos - Athens
  • 4 cabins (4 double) Bareboat Sailing Yacht
  • Length: 46 m
  • Year: 2018
  • Cabins: 4
  • Berths: 4
  • From €1800 to €5300 per week
Details Enquire
  • Berths: 4
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 46 m (156' 4")
  • Year: 2018
From €1800 to €5300
per week

BOATBOOKINGS SAYS:
"Grab your swimming costume and hop aboard this elegant Hanse 455 to explore the dazzling Greek islands!"

Sun Odyssey 490
    4 + 1 cabins (4 double 1 single) - 2019 - Athens
  • 4 + 1 cabins (4 double 1 single) Bareboat Sailing Yacht
  • Length: 49 m
  • Year: 2019
  • Cabins: 4
  • Berths: 4
  • From €4130 to €7080 per week
Details Enquire
  • Berths: 4
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 49 m (166' 4")
  • Year: 2019
From €4130 to €7080
per week

BOATBOOKINGS SAYS:
"Great size yacht for a group of friends or a large family!"

Gacrux
  • Bareboat Sailing Yacht
  • Length: 0 m
  • Year: 2019
  • Cabins: 7
  • Berths: 5
  • From €3100 to €7700 per week
Details Enquire
  • Berths: 5
  • Cabins: 7
  • Crew: Bareboat
  • Type: Sail
  • Length: 0 m (0' )
  • Year: 2019
From €3100 to €7700
per week

BOATBOOKINGS SAYS:
"Stylish Oceanis 51.1 available for some speedy sailing around the ancient islands of Greece."

Sun Odyssey 519
    5 Cabins (4 double 1 bunk) - 2019 - Athens -
  • 5 Cabins (4 double 1 bunk) Bareboat Sailing Yacht
  • Length: 15.75 m
  • Year: 2019
  • Cabins: 5
  • Berths: 10
  • From €2900 to €7500 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.75 m (53' 3")
  • Year: 2019
From €2900 to €7500
per week

BOATBOOKINGS SAYS:
"Brand new Sun Odyssey 519 perfect for exploring the stunning Greek islands!"

Jeanneau 54
    5 + 1 cabins (5 double 1 single) - 2019 - Athens - Alimos
  • 5 + 1 cabins (5 double 1 single) Bareboat Sailing Yacht
  • Length: 16.5 m
  • Year: 2019
  • Cabins: 6
  • Berths: 12
  • From €4180 to €9120 per week
Details Enquire
  • Berths: 12
  • Cabins: 6
  • Crew: Bareboat
  • Type: Sail
  • Length: 16.5 m (56' 6")
  • Year: 2019
From €4180 to €9120
per week

BOATBOOKINGS SAYS:
"Experience the freedom of a bareboat and explore Greece to the fullest!"

Dufour 412
    3 Cabins (3 double) - 2020 - Nassau
  • 3 Cabins (3 double) Bareboat Sailing Yacht
  • Length: 12.7 m
  • Year: 2020
  • Cabins: 3
  • Berths: 6
  • From $2800 to $6160 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.7 m (43' 10")
  • Year: 2020
From $2800 to $6160
per week

BOATBOOKINGS SAYS:
"Grab your snorkel and your captains hat and explore one of the best sailing destinations in the world - the Bahamas!"

Dufour 412 Grand Large
    3 cabins (3 double) - 2017 - Sukosan - Sibenik - Split
  • 3 cabins (3 double) Bareboat Sailing Yacht
  • Length: 12.7 m
  • Year: 2017
  • Cabins: 3
  • Berths: 3
  • From €1400 to €3600 per week
Details Enquire
  • Berths: 3
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.7 m (43' 10")
  • Year: 2017
From €1400 to €3600
per week

BOATBOOKINGS SAYS:
"Sporty Dufour suitable for a family or a group of friends!"

Hanse 458
    4 Cabins (4 double) - 2019 - Split - Kastela - Croatia
  • 4 Cabins (4 double) Bareboat Sailing Yacht
  • Length: 14.04 m
  • Year: 2019
  • Cabins: 4
  • Berths: 4
  • From €2220 to €4760 per week
Details Enquire
  • Berths: 4
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 14.04 m (47' )
  • Year: 2019
From €2220 to €4760
per week

BOATBOOKINGS SAYS:
"An incredible 2019 addition to the Croatia Yachting Hanse range!"

Dufour 350
    3 cabins (3 double) - 2016 - Biograd - Sibenik - Trogir
  • 3 cabins (3 double) Bareboat Sailing Yacht
  • Length: 34 m
  • Year: 2016
  • Cabins: 3
  • Berths: 3
  • From €1200 to €2530 per week
Details Enquire
  • Berths: 3
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 34 m (115' 4")
  • Year: 2016
From €1200 to €2530
per week

BOATBOOKINGS SAYS:
"Another stunning yacht by Dufour, this 350 encompasses everything that sailors and luxury seekers want from a yacht!"

Bavaria 46
    4 cabins (4 double) - 2017 - Sibnik - Biograd
  • 4 cabins (4 double) Bareboat Sailing Yacht
  • Length: 0 m
  • Year: 2017
  • Cabins: 4
  • Berths: 4
  • From €1940 to €4280 per week
Details Enquire
  • Berths: 4
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 0 m (0' )
  • Year: 2017
From €1940 to €4280
per week

BOATBOOKINGS SAYS:
"A new addition to our boatbookings collection of yachts. Suitable for a large group of friends or for a large family!"

Sun Odyssey 419
    3 cabins (3 double cabins) - 2019 - Mallorca
  • 3 cabins (3 double cabins) Bareboat Sailing Yacht
  • Length: 12.51 m
  • Year: 2019
  • Cabins: 3
  • Berths: 3
  • From €1190 to €3805 per week
Details Enquire
  • Berths: 3
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.51 m (42' 3")
  • Year: 2019
From €1190 to €3805
per week

BOATBOOKINGS SAYS:
"Stylish yacht to explore the phenomenal islands of the Balerics."

Dufour 412
    3 cabins (3 double) - 2018 - Airlie Beach - Whitsunday
  • 3 cabins (3 double) Bareboat Sailing Yacht
  • Length: 12.7 m
  • Year: 2018
  • Cabins: 3
  • Berths: 3
  • From €3808 to €4158 per week
Details Enquire
  • Berths: 3
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.7 m (43' 10")
  • Year: 2018
From €3808 to €4158
per week

BOATBOOKINGS SAYS:
"Sporty Dufour suitable for a family or a group of friends!"

Hanse 418
    2019 - 3 cabins (3 double) - Šibenik - Kornati - Biograd - Zadar
  • 2019 Bareboat Sailing Yacht
  • Length: 36 m
  • Year: 2018
  • Cabins: 3
  • Berths: 3
  • From €2499 to €4217 per week
Details Enquire
  • Berths: 3
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 36 m (122' )
  • Year: 2018
From €2499 to €4217
per week

BOATBOOKINGS SAYS:
"Grab your expedition boots and embark in an adventurous charter through the uninhabited islands of th Kornati!"

Hanse 418
    3 cabins (3 double) - 2018 - Split - Trogir
  • 3 cabins (3 double) Bareboat Sailing Yacht
  • Length: 36 m
  • Year: 2018
  • Cabins: 3
  • Berths: 3
  • From €1780 to €3217 per week
Details Enquire
  • Berths: 3
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 36 m (122' )
  • Year: 2018
From €1780 to €3217
per week

BOATBOOKINGS SAYS:
"Sophisticated yacht based on the stunning coast of Croatia!"

Dufour 382 Grand Large
    3 cabins (3 double) - 2017 - Nassau - Staniel Cay - Newport
  • 3 cabins (3 double) Bareboat Sailing Yacht
  • Length: 37 m
  • Year: 2017
  • Cabins: 3
  • Berths: 3
  • From $2888 to $4389 per week
Details Enquire
  • Berths: 3
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 37 m (125' 4")
  • Year: 2017
From $2888 to $4389
per week

BOATBOOKINGS SAYS:
"A speedy yacht, great for taking advantage of good sailing conditions!"

Sun Odyssey 440
    4 cabins (4 double) - 2020 - Lefkas - Fiskardo - Kalamos
  • 4 cabins (4 double) Bareboat Sailing Yacht
  • Length: 44 m
  • Year: 2020
  • Cabins: 4
  • Berths: 8
  • From €3150 to €4500 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 44 m (149' 8")
  • Year: 2020
From €3150 to €4500
per week

BOATBOOKINGS SAYS:
"Its your turn to grab the helm and explore what the Ionian has to offer!"

Bavaria 46 Cruiser
    4 cabins (4 double) - 2015 - Sukosan - Zadar - Split
  • 4 cabins (4 double) Bareboat Sailing Yacht
  • Length: 46 m
  • Year: 2015
  • Cabins: 4
  • Berths: 8
  • From €1983 to €3983 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 46 m (156' 4")
  • Year: 2015
From €1983 to €3983
per week

BOATBOOKINGS SAYS:
"A new addition to our Boatbookings collection of yachts. Suitable for a large group of friends or for a large family!"

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