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Annapolis and Chesapeake Bay Top Charter Yachts
Boatbookings curated list of the best charter yachts to Explore Annapolis and the Chesapeake Bay The Chesapeake Bay is an enormous inland waterway in the Mid-Atlantic States of Virginia and Mar...

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
  Head to Annapolis to start your charter to explore the Chesapeake Bay and some of the most celebrated sailing grounds of the US! Be sure to allow some time before or after your char...

Displaying: in Annapolis
CYNDERELLA
    Hargrave 101 - 4 Cabins - St Thomas - Virgin Islands - Bahamas - Chesapeake - Annapolis
  • Hargrave 101 Luxury Crewed Motor Yacht
  • Length: 30.78 m
  • Year: 2010 (2018 Refit)
  • Cabins: 4
  • Berths: 8
  • From $44000 to $50600 per week
Details Enquire
  • Berths: 8
  • Cabins: 4
  • Crew: Crewed
  • Type: Motor
  • Length: 30.78 m (104' 6")
  • Year: 2010 (2018 Refit)
From $44000 to $50600
per week

BOATBOOKINGS SAYS:
"CYNDERELLA has two master cabins, well suited to two couples or families looking to explore New England in the summer in pure luxury."

Hondo
    Fountaine Pajot MY 44 - 3 Cabins - 2019 - Annapolis
  • Fountaine Pajot MY 44 Crewed Power Catamaran
  • Length: 13.41 m
  • Year: 2019
  • Cabins: 3
  • Berths: 6
  • From $12950 to $12950 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Crewed
  • Type: Catamaran
  • Length: 13.41 m (45' 9")
  • Year: 2019
From $12950 to $12950
per week

BOATBOOKINGS SAYS:
"A luxurious catamaran motor yacht perfect for friends and family cruising the Chesapeake Bay!"

Fountaine Pajot Saona 47
    3 cabins (3 double) - 2019 - Annapolis
  • 3 cabins (3 double) Bareboat Catamaran
  • Length: 14.02 m
  • Year: 2019
  • Cabins: 3
  • Berths: 8
  • From $9100 per week
Details Enquire
  • Berths: 8
  • Cabins: 3
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 14.02 m (47' 10")
  • Year: 2019
From $9100
per week

BOATBOOKINGS SAYS:
"This brand-new owners version Saona 47 with great amenities is an ideal boat for exploring the Chesapeake Bay!"

Fountaine Pajot Lucia 40
    3 Cabins - 2019 - Annapolis
  • 3 Cabins Bareboat Catamaran
  • Length: 11.7 m
  • Year: 2019
  • Cabins: 3
  • Berths: 6
  • From $5387 per week
Details Enquire
  • Berths: 6
  • Cabins: 3
  • Crew: Bareboat
  • Type: Catamaran
  • Length: 11.7 m (39' 6")
  • Year: 2019
From $5387
per week

BOATBOOKINGS SAYS:
"Hop aboard for an amazing experience sailing the Chesapeake Bay in a 2019 Fountaine Pajot Lucia 40!"

CHRISTINE
    Jeanneau Power NC 33 - Annapolis
  • Jeanneau Power NC 33 Bareboat Motor Yacht
  • Length: 10.006 m
  • Year: 2020
  • Cabins: 2
  • Berths: 4
  • From $4675 per week
Details Enquire
  • Berths: 4
  • Cabins: 2
  • Crew: Bareboat
  • Type: Motor
  • Length: 10.006 m (34' 4")
  • Year: 2020
From $4675
per week

BOATBOOKINGS SAYS:
"Explore the Chesapeake waters in a brand new 2020 Jeanneau Power NC 33!"

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"

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