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Charter a Yacht in Annapolis and Chesapeake Bay
The Chesapeake Bay is an enormous inland waterway in the Mid-Atlantic States of Virginia and Maryland. It is a sailor’s paradise with over 5,000 miles of shoreline to explore. You will enjoy de...

Bareboat Charters on the American East Coast
The USA offers an incredible variety of charter opportunities. The destinations on the East Coast range from the opulence of Miami, Ft. Lauderdale and Key West, to the remarkable Chesapeake Bay,...

Annapolis Bareboat Sailing Itinerary - Article
      Sail around Chesapeake Bay Head to Annapolis to start your charter in Chesapeake Bay. Be sure to allow some time before or after your charter to see Annapolis as well, with s...

Displaying: in Annapolis
Lipari 41 - 3 Cabins - Annapolis
Lipari 41
    3 Cabins - Annapolis
  • 3 Cabins Bareboat Catamaran
  • Length: 11.95 m
  • Year: 2013
  • Cabins: 3
  • Berths: 6
  • From $4700 to $6800 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 11.95 m (40' 7")
  • Year: 2013
From $4700 to $6800
per week

BOATBOOKINGS SAYS:
"An ocean going catamaran, at ease in all sea conditions."

REFLECTION
REFLECTION
  • Bareboat Sailing Yacht
  • Length: 13.35 m
  • Year: 2013
  • Cabins: 2
  • Berths: 6
  • From $5580 to $6200 per week
Details Enquire
  • Berths: 6
  • Cabins: 2
  • Crew: Bareboat
  • Type: Sail
  • Length: 13.35 m (45' 3")
  • Year: 2013
From $5580 to $6200
per week

BOATBOOKINGS SAYS:
"Pure Sailing Pleasure!"

Jeanneau 44DS - 3 Cabins - Annapolis
Jeanneau 44DS
    3 Cabins - Annapolis
  • 3 Cabins Bareboat Sailing Yacht
  • Length: 13.75 m
  • Year: 2013
  • Cabins: 3
  • Berths: 6
  • From $5580 to $6200 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 13.75 m (46' 7")
  • Year: 2013
From $5580 to $6200
per week

BOATBOOKINGS SAYS:
"Pure Sailing Pleasure!"

Lucia 40 - 4 Cabins - Chesapeake Bay - Annapolis
Lucia 40
    4 Cabins - Chesapeake Bay - Annapolis
  • 4 Cabins Bareboat Catamaran
  • Length: 11.73 m
  • Year: 2018
  • Cabins: 4
  • Berths: 8
  • From $5568 to $6091 per day
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 11.73 m (39' 9")
  • Year: 2018
From $5568 to $6091
per day

BOATBOOKINGS SAYS:
"A brand new 4 cabin catamaran."

Bali 4.1 - 3 Cabins - Annapolis - Chesapeake Bay
Bali 4.1
    3 Cabins - Annapolis - Chesapeake Bay
  • 3 Cabins Bareboat Catamaran
  • Length: 12.2 m
  • Year: 2017
  • Cabins: 3
  • Berths: 8
  • From $5060 to $6632 per week
Details Enquire
  • Berths: 8
  • Cabins: 3
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 12.2 m (41' 8")
  • Year: 2017
From $5060 to $6632
per week

Jeanneau 409 - 2 Cabins - Annapolis
Jeanneau 409
    2 Cabins - Annapolis
  • 2 Cabins Bareboat Sailboat
  • 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"

WING GULL
WING GULL
  • Bareboat Sailboat
  • Length: 12.35 m
  • Year: 2014
  • Cabins: 3
  • Berths: 6
  • From $4725 to $5200 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.35 m (42' 11")
  • Year: 2014
From $4725 to $5200
per week

BOATBOOKINGS SAYS:
"A delight to sail"

JOYOUS ONE VIEW 1 REVIEW 
JOYOUS ONE
  • Bareboat Sailing Yacht
  • Length: 12.5 m
  • Year: 2018
  • Cabins: 2
  • Berths: 0
  • From $3250 to $3500 per week
VIEW 1 REVIEW  Details Enquire
  • Berths: 0
  • Cabins: 2
  • Crew: Bareboat
  • Type: Sail
  • Length: 12.5 m (42' 2")
  • Year: 2018
VIEW 1 REVIEW
From $3250 to $3500
per week

Jeanneau 45i - 3 Cabins - Annapolis
Jeanneau 45i
    3 Cabins - Annapolis
  • 3 Cabins Charter Yacht
  • Length: 13.23 m
  • Year: 2007
  • Cabins: 3
  • Berths: 6
  • From $2399 to $3899 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 13.23 m (45' 3")
  • Year: 2007
From $2399 to $3899
per week

Mahe 36 - 3 Cabins - (Annapolis, MD)
Mahe 36
    3 Cabins - (Annapolis, MD)
  • 3 Cabins Bareboat Sailing Catamaran
  • Length: 36 m
  • Year: 2010
  • Cabins: 3
  • Berths: 8
  • From $4500 per week
Details Enquire
  • Berths: 8
  • Cabins: 3
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 36 m (122' )
  • Year: 2010
From $4500
per week

Bavria 45-3 cabins-Annapolis
Bavria 45
    3 cabins - Annapolis
  • 3 cabins
  • 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

Bavaria 36 - 2/3 Cabins - Annapolis
Bavaria 36
    2/3 Cabins - Annapolis
  • 2/3 Cabins Bareboat Sailboat
  • Length: 37 m
  • Year: 2011
  • Cabins: 3
  • Berths: 6
  • From $2999 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Sail
  • Length: 37 m (125' 4")
  • Year: 2011
From $2999
per week

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