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.
  • 17/07/2020 - 31/07/2020 Shetland Islandsand Faroe Islands

    2020, Fri Jul 17 12:00am - Fri Jul 31
    Category Type
    Skippered/Crewed Charter Vacation,
    Mile/Resume Building Adventure
    By the Cabin
    Operated by Start Location
    United Kingdom, One way: Edinburgh - Shetlands - Faroes - Ullapool, Scotland
    Start: Edinburgh End: Ullapool Miles to cover: approximately 1000 Duration: 15 days What’s on the way:  Motto of the trip: ocean adventure and truly stunning places to see  It is a cruise on the loop, but loop is very large in thi... Learn more
  • 01/08/2020 - 08/08/2020 Outter Hebrides, One way

    2020, Sat Aug 01 12:00am - Sat Aug 08
    Category Type
    Skippered/Crewed Charter Vacation,
    Mile/Resume Building Adventure
    By the Cabin
    Operated by Start Location
    United Kingdom, Ullapool - Hebrides - Oban, Scotland
    Start: Ullapool End: Oban Miles to cover: 150 - 300 (depends on the weather) Duration: 7 days Dates: 01/08/2020 - 08/08/2020 What’s on the way:  This is the trip to an abandoned place. St. Kilde is one of the remotest places i... Learn more
  • San Juan Islands Catamaran Cruise

    2020, Fri Sep 11 6:00pm - Fri Sep 18
    Category Type
    Skippered/Crewed Charter Vacation
    By the Cabin
    Operated by Start Location
    USA, Bellingham, WA
    Stateroom Cruise. This skippered charter vacation sets sail from San Juan Sailing in Bellingham, WA for a week in the amazing San Juan Islands. The Fountain Pajot Lipari 41 “Thin Air” is our vessel, with 4 cabins, 2 kayaks, and dinghy. The Captai... 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 around the Grenadines and the hot spots of St Lucia, otherwise known as paradise! We will sail around Young Island, Bequia, Mayreau, Tobago Cays, 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
  • 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
  • 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
  • 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