Skippered/Crewed charter vacations

View the Skippered opportunities below or click here to charter an entire boat, skippered and/or crewed, in your desired location.
  • Catamaran Endorsement to The Bahamas!

    2020, Mon Nov 16 9:00am - Sat Nov 21
    Category Type
    Practical Training/Assessment Event,
    Specialized Endorsement Training,
    Skippered/Crewed Charter Vacation,
    Catamaran Endorsement,
    Sailing Training Adventure,
    Mile/Resume Building Adventure
    By the Cabin
    Operated by Start Location
    USA, Key West, FL
    This by-the-cabin training event departs on a very well equipped 3/3 Fountaine Pajot Helia 44 catamaran from Key West, FL to Nassau in The Bahamas with an estimated arrival of 11/21/2020. This is a perfect mile-building event in addition to obtainin... Learn more
  • SLC / Bareboat Charter Master Review and Assessment

    2020, Fri Dec 18 9:00am - Sat Dec 19
    Category Type
    Practical Training/Assessment Event,
    Specialized Endorsement Training,
    Skippered/Crewed Charter Vacation,
    SLC/ICC Training and Licensing Assessments
    Operated by Start Location
    USA, Lakeway, TX
    If you are planning to bareboat charter in the Mediterranean, you are required to have a license. Landfall Sailing conveniently offers refresher courses as well as licensing year round in Austin, Texas. Prerequisites include completion of the NauticE... Learn more
  • Christmas Sailing Holiday in St Vincent & The Grenadines

    2020, Sat Dec 19 2:00pm - Sun Dec 27
    Category Type
    Skippered/Crewed Charter Vacation,
    SLC/ICC Training and Licensing Assessments
    By the Cabin
    Operated by Start Location
    Saint Vincent And The Grenadines, Young Island Cut, Saint George
    Our Christmas sailing holiday extravaganza sees us island-hopping around St Vincent & The Grenadines. We will visit Cumberland Bay in St Vincent, Petit Nevis, Mustique, Mayreau, Union Island, Petit St Vincent, Tobago Cays and Bequia! Wow, is ther... Learn more
  • New Year Caribbean Sailing Holiday

    2020, Wed Dec 30 2:00pm - Wed Jan 06
    Category Type
    Practical Training/Assessment Event,
    Skippered/Crewed Charter Vacation,
    SLC/ICC Training and Licensing Assessments
    By the Cabin
    Operated by Start Location
    Saint Vincent And The Grenadines, Young Island Cut, Saint George
    Are you wanting to celebrate the new year in style? How about bringing in 2021 with sand between your toes and with a rum cocktail in your hand! Our New Year Caribbean sailing holiday includes the 10 incredible islands in St Vincent & The Grenadines. I... Learn more
  • Grenadine Yacht Charter - St Vincent & The Grenadines

    2021, Sun Jan 10 2:00pm - Sun Jan 17
    Category Type
    Skippered/Crewed Charter Vacation,
    Sailing Training Adventure
    By the Cabin
    Operated by Start Location
    Saint Vincent And The Grenadines, Young Island Cut, Saint George
    Join us on a by-the-cabin charter around St Vincent and The Grenadines This is the sailing vacation for single travellers, couples or small groups looking to relax in paradise and also get some hands-on sailing experience with an RYA sailing instructor... Learn more
  • Sailing Adventure Around St Vincent

    2021, Fri Jan 22 2:00pm - Sun Jan 31
    Category Type
    Skippered/Crewed Charter Vacation,
    Sailing Training Adventure
    By the Cabin
    Operated by Start Location
    Saint Vincent And The Grenadines, Young Island Cut, Saint George
    This is sailing adventure includes the incredible islands of St Vincent, Petit Nevis, Mustique, Mayreau, Tobago Cays, Petit Tabac, Mopion Island, Petit St Vincent, Union Island, Bequia and Young Island! This is a great way for those of you travellin... Learn more
  • Category Type
    Skippered/Crewed Charter Vacation,
    Sailing Training Adventure
    By the Cabin
    Operated by Start Location
    Saint Vincent And The Grenadines, Blue Lagoon, Saint George
    This is an example of our cabin charter sailing holiday in paradise! We will sail around the hot spots of the Grenadines, visiting St Vincent, Petit Nevis, Mustique, Mayreau and Tobago Cays. As well as…Mopion Island, Petit St Vincent, Union Island... Learn more
  • Cabin Charter in St Martin, Anguilla & St Barts

    2021, Sun Feb 28 2:00pm - Sun Mar 07
    Category Type
    Practical Training/Assessment Event,
    Skippered/Crewed Charter Vacation,
    SLC/ICC Training and Licensing Assessments
    By the Cabin
    Operated by Start Location
    Netherlands Antilles, Marigot St Martin, Sint Maarten
    This cabin charter sees us island-hop around the many beautiful islands around St Martin, Anguilla and St Bart’s. This is the perfect holiday for solo travellers, couples and small groups, who would like to get some relaxation and hands-on experienc... Learn more
  • Anthea Exploring the San Juan Islands

    2021, Mon Mar 08 10:00am - Fri Mar 12
    Category Type
    Practical Training/Assessment Event,
    Specialized Endorsement Training,
    Skippered/Crewed Charter Vacation,
    SLC/ICC Training and Licensing Assessments,
    Sailing Training Adventure,
    Mile/Resume Building Adventure
    By the Cabin
    Operated by Start Location
    USA, Brinnon, WA
    Please join us for SV Anthea's first cruise! This cruise will explore the San Juan Islands in style and gusto. She has two cabins open for this limited sailing. Book now and your co-inhabitant comes along for free! Anthea is an Alubat Onvi455 buil... Learn more
  • BVI Cabin Charter including Anegada

    2021, Sat Mar 27 2:00pm - Sat Apr 03
    Category Type
    Skippered/Crewed Charter Vacation,
    Sailing Training Adventure
    By the Cabin
    Operated by Start Location
    Virgin Islands (British), Trellis Bay, Tortola
    Our BVI Cabin Charter itinerary is the perfect sailing destination for single travellers looking for a sailing adventure. And it is the sailing trip if you are looking for hands-on sailing experience with an RYA sailing instructor, an all-inclusive men... Learn more
  • Category Type
    Skippered/Crewed Charter Vacation,
    Sailing Training Adventure
    By the Cabin
    Operated by Start Location
    Saint Vincent And The Grenadines, Young Island Cut, Saint George
    Our adventure sailing charter from St Vincent via the Grenadines to Grenada is the perfect sailing trip for solo travellers, couples and small groups looking to get some hands-on sailing experience with an RYA sailing instructor whilst sailing in paradise... Learn more
  • 2021 NauticEd Friends and Family Flotilla--CROATIA Week1

    2021, Sat Jun 19 9:00am - Sat Jun 26
    Category Type
    Skippered/Crewed Charter Vacation,
    Sailing Flotilla
    By the Cabin Entire Boat
    Operated by Start Location
    Croatia (Hrvatska), Seget Donji, Split-Dalmacija
    Contacts
    lauren zykorie,
    Ph: 512-696-1070,
    email: lauren@nauticed.org
    Price
    Price Varies; please contact us
    Announcing the 2020 NauticEd Family and Friends Flotilla. We've done the Caribbean, Greece, and Italy. Now it's time for CROATIA! Come join us for the fun and adventure! FOUR EASY STEPS: (1) Pick your date. June 19th or June 26th embark (or both) (2) Pick your boat. Catamarans and monohulls available. (3) Fill your boat with your family and friends. (4) Bareboat or captained. Captain yourself or we can hire a skipper for you. Learn more
  • Category Type
    Skippered/Crewed Charter Vacation,
    Sailing Training Adventure
    By the Cabin
    Operated by Start Location
    Saint Vincent And The Grenadines, Young Island Cut, Saint George
    Want to see which islands we visit on our shared charter sailing adventure? We will be sailing to the incredible islands of Union and Happy Island, Mayreau, Mustique, Petit Nevis, Petit St Vincent, Tobago Cays, Bequia and St Vincent! Wow – beautifu... Learn more
  • 2021 NauticEd Friends and Family Flotilla--CROATIA Week2

    2021, Sat Jun 26 9:00am - Sat Jul 03
    Category Type
    Skippered/Crewed Charter Vacation,
    Sailing Flotilla
    By the Cabin Entire Boat
    Operated by Start Location
    Croatia (Hrvatska), Sejet Donji, Split-Dalmacija
    Contacts
    Lauren Zykorie,
    Ph: 512-696-1070,
    email: lauren@nauticed.org
    Price
    Price Varies; please contact us
    Announcing the 2020 NauticEd Family and Friends Flotilla. We've done the Caribbean, Greece, and Italy. Now it's time for CROATIA! Come join us for the fun and adventure! FOUR EASY STEPS: (1) Pick your week. June 19th or June 26th embark (or both) (2) Pick your boat. Catamarans and monohulls available. (3) Fill your boat with your family and friends. (4) Bareboat or captained. Captain yourself or we can hire a skipper for you. Learn more
  • Cabin Charter in the Grenadines & Grenada

    2021, Fri Jul 09 2:00pm - Sun Jul 18
    Category Type
    Skippered/Crewed Charter Vacation,
    Sailing Training Adventure
    By the Cabin
    Operated by Start Location
    Saint Vincent And The Grenadines, Blue Lagoon, Saint George
    Would you like to sail with us on a cabin charter from St Vincent via the Grenadines to Grenada? This is the sailing vacation for single travellers, couples or small groups looking to relax in paradise and also get some hands-on sailing experienc... Learn more