Sailboat Charters Chesapeake Bay. Sailing Yacht Charter Chesapeake Bay

11 sailboats in Chesapeake Bay available: rent a high quality sailboat, book your sailing vacation online now on YACHTICO.com Atlantic Ocean Specific Info and Travel Advice

Available yacht charter boats in Chesapeake Bay within the next six months:

Filter summary: Location Chesapeake Bay boat type Sailing boat
  • Yacht Hunter 33 for rent in Port Annapolis Marina

    Yacht Hunter 33 for rent in Port Annapolis Marina

    Sailing boat Rentals Chesapeake Bay › Annapolis (Maryland)
    Sailing boat - Built in: 2009 - Cabins: 2 - Berths: 4
    Bareboat charter
    Max 4 persons
    The price is calculated for 7 day charter and 4 passengers
    • Hunter 33[Yacht Price incl. Taxes]
    • Yacht Insurance
    • Final cleaning
    • Damage waiver
    • Service fee
    • Boat preparation
    • Maryland Amusement Tax
    • VAT or sales tax
    Best Price Instant Confirmation
    from 2.736 per week
    from $ 3,037 per week
    View offer
  • Yacht Sun Odyssey 45DS for rent in Port Annapolis Marina

    Yacht Sun Odyssey 45DS for rent in Port ...

    Sailing boat Rentals Chesapeake Bay › Annapolis (Maryland)
    Sailing boat - Built in: 2008 - Cabins: 2 - Berths: 4
    Bareboat charter
    Max 4 persons
    The price is calculated for 7 day charter and 4 passengers
    • Sun Odyssey 45DS[Yacht Price incl. Taxes]
    • Yacht Insurance
    • Final cleaning
    • Damage waiver
    • Service fee
    • Boat preparation
    • Maryland Amusement Tax
    • VAT or sales tax
    Best Price Instant Confirmation
    from 4.163 per week
    from $ 4,621 per week
    View offer
  • Sailing boat Jeanneau 53 for rent in Annapolis

    Sailing boat Jeanneau 53 for rent in Annapolis

    Sailing boat Rentals Chesapeake Bay › Annapolis (Maryland)
    Sailing boat - Built in: 2011 - Cabins: 3 - Berths: 6
    Bareboat charter
    Max 6 persons
    The price is calculated for 7 day charter and 6 passengers
    • Jeanneau 53[Yacht Price incl. Taxes]
    • Yacht Insurance
    • Final cleaning
    • Damage waiver
    • Service fee
    • Boat preparation
    • Maryland Amusement Tax
    • VAT or sales tax
    Best Price Instant Confirmation
    from 5.279 per week
    from $ 5,859 per week
    View offer
  • Sailing yacht Sun Odyssey 409 for rent in Annapolis

    Sailing yacht Sun Odyssey 409 for rent in ...

    Sailing boat Rentals Chesapeake Bay › Annapolis (Maryland)
    Sailing boat - Built in: 2012 - Cabins: 3 - Berths: 6
    Bareboat charter
    Max 6 persons
    The price is calculated for 7 day charter and 6 passengers
    • Sun Odyssey 409[Yacht Price incl. Taxes]
    • Yacht Insurance
    • Final cleaning
    • Damage waiver
    • Service fee
    • Boat preparation
    • Maryland Amusement Tax
    • VAT or sales tax
    Best Price Instant Confirmation
    from 4.054 per week
    from $ 4,500 per week
    View offer
  • Sailing yacht Sun Odyssey 50DS available for charter in Annapolis

    Sailing yacht Sun Odyssey 50DS available for ...

    Sailing boat Rentals Chesapeake Bay › Annapolis (Maryland)
    Sailing boat - Built in: 2011 - Cabins: 3 - Berths: 6
    Bareboat charter
    Max 6 persons
    The price is calculated for 7 day charter and 6 passengers
    • Sun Odyssey 50DS[Yacht Price incl. Taxes]
    • Yacht Insurance
    • Final cleaning
    • Damage waiver
    • Service fee
    • Boat preparation
    • Maryland Amusement Tax
    • VAT or sales tax
    Confirmed in 24h
    from 4.960 per week
    from $ 5,505 per week
    View offer
  • Yacht Sun Odyssey 409 for rent in Annapolis

    Yacht Sun Odyssey 409 for rent in Annapolis

    Sailing boat Rentals Chesapeake Bay › Annapolis (Maryland)
    Sailing boat - Built in: 2013 - Cabins: 3 - Berths: 6
    Bareboat charter
    Max 6 persons
    The price is calculated for 7 day charter and 6 passengers
    • Sun Odyssey 409[Yacht Price incl. Taxes]
    • Yacht Insurance
    • Final cleaning
    • Damage waiver
    • Maryland Amusement Tax
    • VAT or sales tax
    Confirmed in 24h
    from 3.914 per week
    from $ 4,346 per week
    View offer
  • Sailing yacht Sun Odyssey 409 available for charter in Port Annapolis Marina

    Sailing yacht Sun Odyssey 409 available for ...

    Sailing boat Rentals Chesapeake Bay › Annapolis (Maryland)
    Sailing boat - Built in: 2012 - Cabins: 2 - Berths: 4
    Bareboat charter
    Max 4 persons
    The price is calculated for 7 day charter and 4 passengers
    • Sun Odyssey 409[Yacht Price incl. Taxes]
    • Yacht Insurance
    • Final cleaning
    • Damage waiver
    • Service fee
    • Boat preparation
    • Maryland Amusement Tax
    • VAT or sales tax
    Confirmed in 24h
    from 3.622 per week
    from $ 4,020 per week
    View offer
  • Sailing yacht Sun Odyssey 44 DS for rent in Annapolis

    Sailing yacht Sun Odyssey 44 DS for rent in ...

    Sailing boat Rentals Chesapeake Bay › Annapolis (Maryland)
    Sailing boat - Built in: 2013 - Cabins: 2 - Berths: 4
    Bareboat charter
    Max 4 persons
    The price is calculated for 7 day charter and 4 passengers
    • Sun Odyssey 44 DS[Yacht Price incl. Taxes]
    • Yacht Insurance
    • Final cleaning
    • Damage waiver
    • Service fee
    • Boat preparation
    • Maryland Amusement Tax
    • VAT or sales tax
    Confirmed in 24h
    from 3.960 per week
    from $ 4,395 per week
    View offer
  • Sail boat Sun Odyssey 469 for charter in Annapolis

    Sail boat Sun Odyssey 469 for charter in Annapolis

    Sailing boat Rentals Chesapeake Bay › Annapolis (Maryland)
    Sailing boat - Built in: 2014 - Cabins: 3 - Berths: 6
    Bareboat charter
    Max 6 persons
    The price is calculated for 7 day charter and 6 passengers
    • Sun Odyssey 469[Yacht Price incl. Taxes]
    • Yacht Insurance
    • Final cleaning
    • Damage waiver
    • Maryland Amusement Tax
    • VAT or sales tax
    Confirmed in 24h
    from 4.820 per week
    from $ 5,351 per week
    View offer
  • Yacht Oceanis 34 for rent in Port Annapolis Marina

    Yacht Oceanis 34 for rent in Port Annapolis Marina

    Sailing boat Rentals Chesapeake Bay › Annapolis (Maryland)
    Sailing boat - Built in: 2011 - Cabins: 2 - Berths: 4
    Bareboat charter
    Max 4 persons
    The price is calculated for 7 day charter and 4 passengers
    • Oceanis 34[Yacht Price incl. Taxes]
    • Yacht Insurance
    • Final cleaning
    • Damage waiver
    • Service fee
    • Boat preparation
    • Maryland Amusement Tax
    • VAT or sales tax
    Confirmed in 24h
    from 2.921 per week
    from $ 3,241 per week
    View offer
  • Sailing yacht Oceanis 45 available for charter in Port Annapolis Marina

    Sailing yacht Oceanis 45 available for charter ...

    Sailing boat Rentals Chesapeake Bay › Annapolis (Maryland)
    Sailing boat - Built in: 2013 - Cabins: 3 - Berths: 6
    Bareboat charter
    Max 6 persons
    The price is calculated for 7 day charter and 6 passengers
    • Oceanis 45[Yacht Price incl. Taxes]
    • Yacht Insurance
    • Final cleaning
    • Damage waiver
    • Service fee
    • Boat preparation
    • Maryland Amusement Tax
    • VAT or sales tax
    Confirmed in 24h
    from 4.260 per week
    from $ 4,728 per week
    View offer
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This yacht is available with skipper/crew only.You are able to charter and drive this boat yourself. A skipper can be booked as an additional extra if required.The maximum number of guests this boat can accommodate.