Discover our selection of yachts below and contact our Charter Experts at Boatbookings to receive a bespoke proposal and embark on the ultimate yacht charter vacation.

Let us take over and do the work for you by completing our enquiry form. Or, contact us directly at [email protected] with details of your group size, type of yacht, destination and budget. One of our Charter Experts will call you so please leave your phone number.

We look forward to hearing from you!

Dufour 382 Grand Large - 3 cabins(3 double)- 2017 - Nassau - Staniel Cay- Newport
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 409 - 3 Cabins - Nassau - Bahamas - Newport - RI
Sun Odyssey 409
    3 Cabins - Nassau - Bahamas - Newport - RI
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 12.2 m
  • Year:
  • Cabins: 3
  • Berths: 6
  • From $3500 to $5000 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.2 m (41' 8")
  • Year:
From $3500 to $5000
per week

BOATBOOKINGS SAYS:
"Great for exploring the Bahamas or New England with family and friends!"

Mahalo Ohana
Mahalo Ohana
  • Bareboat Sailing Yacht
  • Length: 12.51 m
  • Year: 2016
  • Cabins: 3
  • Berths: 3
  • From $3038 to $5027 per week
Details Enquire
  • Berths: 3
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.51 m (42' 3")
  • Year: 2016
From $3038 to $5027
per week

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

Agata
Agata
  • Bareboat Sailing Yacht
  • Length: 15.6 m
  • Year:
  • Cabins: 5
  • Berths: 10
  • From €3200 to €6800 per week
Details Enquire
  • Berths: 10
  • Cabins: 5
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.6 m (53' )
  • Year:
From €3200 to €6800
per week

BOATBOOKINGS SAYS:
"Brand new 2015 Bavaria 51 available for charter in Sicily."

Jeanneau 409 - 3 Cabins - Warwick,RI VIEW 1 REVIEW 
Jeanneau 409
    3 Cabins - Warwick, RI
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 12.32 m
  • Year: 2013
  • Cabins: 3
  • Berths: 6
  • From $2200 to $4200 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.32 m (41' 8")
  • Year: 2013
VIEW 1 REVIEW
From $2200 to $4200
per week

BOATBOOKINGS SAYS:
"A beautiful Jeanneau 409!"

RECOVERY ROOM
RECOVERY ROOM
  • Bareboat Sailing Yacht
  • Length: 15.4 m
  • Year: 2019
  • Cabins: 3
  • Berths: 6
  • From $5363 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.4 m (52' 4")
  • Year: 2019
From $5363
per week

BOATBOOKINGS SAYS:
"A new boat perfect for up to three couples sailing out of Annapolis!"

Jeanneau Sun Odyssey 44DS - 2 Cabins - 2013 - Annapolis - Nassau
Jeanneau Sun Odyssey 44DS
    2 Cabins - 2013 - Annapolis - Nassau
  • 2 Cabins Bareboat Sailing Yacht
  • Length: 13.35 m
  • Year: 2013
  • Cabins: 3
  • Berths: 6
  • From $5580 to $6200 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 13.35 m (45' 3")
  • Year: 2013
From $5580 to $6200
per week

BOATBOOKINGS SAYS:
"Pure Sailing Pleasure!"

TRUE NORTH
TRUE NORTH
  • Bareboat Sailing Yacht
  • Length: 16.16 m
  • Year: 2017
  • Cabins: 3
  • Berths: 6
  • From $5985 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 16.16 m (54' 8")
  • Year: 2017
From $5985
per week

BOATBOOKINGS SAYS:
"Take your family sailing out of Annapolis in this stylish Jeanneau 54!"

Jeanneau Sun Odyssey 490 - 3 Cabins - 2020 - Annapolis
Jeanneau Sun Odyssey 490
    3 Cabins - 2020 - Annapolis
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 14.43 m
  • Year: 2020
  • Cabins: 3
  • Berths: 6
  • From $4875 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 14.43 m (49' 3")
  • Year: 2020
From $4875
per week

BOATBOOKINGS SAYS:
"Great size yacht for friends or family!"

Jeanneau 51 - 3 Cabins - Annapolis
Jeanneau 51
    3 Cabins - Annapolis
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 15.37 m
  • Year: 2020
  • Cabins: 3
  • Berths: 6
  • From $5363 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 15.37 m (52' 1")
  • Year: 2020
From $5363
per week

BOATBOOKINGS SAYS:
"Sail the Chesapeake Bay in a brand new 2020 Jeanneau 51!"

SOULSHINE
SOULSHINE
  • Bareboat Sailing Yacht
  • Length: 12.38 m
  • Year: 2019
  • Cabins: 3
  • Berths: 6
  • From $3965 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.38 m (42' 2")
  • Year: 2019
From $3965
per week

BOATBOOKINGS SAYS:
"A brand new boat made for exploring the Chesapeake Bay with family or friends!"

WEATHER OR KNOT
WEATHER OR KNOT
  • Bareboat Sailing Yacht
  • Length: 12.53 m
  • Year: 2017
  • Cabins: 3
  • Berths: 6
  • From $3965 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.53 m (42' 5")
  • Year: 2017
From $3965
per week

BOATBOOKINGS SAYS:
"The Jeanneau Sun Odyssey 419 is the perfect boat for sailing the Chesapeake Bay!"

Jeanneau Sun Odyssey 410 - 2 Cabins - 2020 - Annapolis
Jeanneau Sun Odyssey 410
    2 Cabins - 2020 - Annapolis
  • 2 Cabins Bareboat Sailing Yacht
  • Length: 12.34 m
  • Year: 2020
  • Cabins: 2
  • Berths: 4
  • From $3738 per week
Details Enquire
  • Berths: 4
  • Cabins: 2
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.34 m (41' 10")
  • Year: 2020
From $3738
per week

BOATBOOKINGS SAYS:
"Sailing out of Annapolis has never been so stylish!"

SUMMER SALT
SUMMER SALT
  • Bareboat Sailing Yacht
  • Length: 13.41 m
  • Year:
  • Cabins: 3
  • Berths: 6
  • From $4225 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 13.41 m (45' 9")
  • Year:
From $4225
per week

BOATBOOKINGS SAYS:
"Experience the Chesapeake Bay in a spacious Jeanneau Sun Odyssey 440!"

Jeanneau 409 - 2 Cabins - Annapolis
Jeanneau 409
    2 Cabins - Annapolis
  • 2 Cabins Bareboat Sailing Yacht
  • Length: 12.3 m
  • Year: 2012
  • Cabins: 2
  • Berths: 4
  • From $4725 to $5200 per week
Details Enquire
  • Berths: 4
  • Cabins: 2
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.3 m (41' 6")
  • Year: 2012
From $4725 to $5200
per week

BOATBOOKINGS SAYS:
"A delight to sail"

ZAYA - Dufour 412 - 3 Cabins - Newport - New England
ZAYA
    Dufour 412 - 3 Cabins - Newport - New England
  • Dufour 412 Bareboat Sailing Yacht
  • Length: 12.35 m
  • Year: 2020
  • Cabins: 3
  • Berths: 6
  • From $4465 to $6160 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.35 m (42' 11")
  • Year: 2020
From $4465 to $6160
per week

BOATBOOKINGS SAYS:
"Great new 2020 sailing yacht for 3 couples or a family offering both comfort and performance!"

Jeanneau Sun Odyssey 41DS - 2 Cabins - 2016 - Annapolis - Chesapeake Bay VIEW 1 REVIEW 
Jeanneau Sun Odyssey 41DS
    2 Cabins - 2016 - Annapolis - Chesapeake Bay
  • 2 Cabins Bareboat Sailing Yacht
  • Length: 12.5 m
  • Year: 2016
  • Cabins: 2
  • Berths: 4
  • From $3738 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 4
  • Cabins: 2
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.5 m (42' 2")
  • Year: 2016
VIEW 1 REVIEW
From $3738
per week

BOATBOOKINGS SAYS:
"Perfect for two couples to explore Annapolis and the Chesapeake Bay in a sporty yacht that sails beautifully"

Beneteau Oceanis 45 - 3 Cabins - 2018 - San Juan Islands
Beneteau Oceanis 45
    3 Cabins - 2018 - San Juan Islands
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 13.94 m
  • Year: 2018
  • Cabins: 3
  • Berths: 8
  • From $4225 to $5650 per week
Details Enquire
  • Berths: 8
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 13.94 m (47' 2")
  • Year: 2018
From $4225 to $5650
per week

BOATBOOKINGS SAYS:
"Bring your family and friends and sail the San Juan Islands!"

Bavria 45-3 cabins-Annapolis
Bavria 45
    3 cabins - Annapolis
  • 3 cabins Bareboat Sailing Yacht
  • Length: 46 m
  • Year: 2011
  • Cabins: 3
  • Berths: 6
  • From $4399 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 46 m (156' 4")
  • Year: 2011
From $4399
per week

Dufour 45.5 Grande Large - Egadi - Eolie - Pantelleria - Marina di Ragusa
Dufour 45.5 Grande Large
    Egadi - Eolie - Pantelleria - Marina di Ragusa
  • Egadi Bareboat Sailing Yacht
  • Length: 13.77 m
  • Year: 2008
  • Cabins: 4
  • Berths: 8
  • From €5500 to €2900 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Sail
  • Length: 13.77 m (46' 9")
  • Year: 2008
From €5500 to €2900
per week

BOATBOOKINGS SAYS:
"Cruise the Aeolian Islands in perfect comfort and style aboard this Dufour 455."

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