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.
  • Virgin Islands Shared Cabin Charter

    2020, Sun Mar 29 2:00pm - Sun Apr 05
    Category Type
    Skippered/Crewed Charter Vacation,
    Sailing Training Adventure
    By the Cabin
    Operated by Start Location
    Virgin Islands (US), Red Hook, Saint Thomas
    Join our shared cabin charter as we sail around stunning islands in the US and British Virgin Island. If you are travelling solo, as a couple or a small group and you love to sail, this is a great way to enjoy the US and the British Virgin Islands... Learn more
  • BVI Cabin Charter including Anegada

    2020, Sun Apr 19 2:00pm - Sun Apr 26
    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,
    Mile/Resume Building Adventure
    By the Cabin
    Operated by Start Location
    United Kingdom, Ardrossan / Glasgow, Scotland
    Start: Ardrossan (Glasgow) End: Ardrossan (Glasgow) Miles to cover: approximately 400 Dates: 01/05/2020 - 08/05/2020 Duration: 7 daysWhat’s on the way:  This trip starts and ends in the same place and it  gives us plenty of opportunitie... Learn more
  • 08/05/2020 - 15/05/2020 Scotland - Isle of Man - Scotland

    2020, Fri May 08 12:00am - Fri May 15
    Category Type
    Skippered/Crewed Charter Vacation,
    Mile/Resume Building Adventure
    By the Cabin
    Operated by Start Location
    United Kingdom, Ardrossan / Glasgow, Scotland
    Start: Ardrossan (Glasgow) End: Ardrossan (Glasgow) Miles to cover: approximately 400 Duration: 7 days Dates: 08/05/2020 - 15/05/2020 What’s on the way:  This trip starts and ends in the same place and it  gives us plenty of opportunitie... Learn more
  • Sailing Adventure Holiday from St Lucia to Grenada

    2020, Fri May 29 2:00pm - Sun Jun 07
    Category Type
    Skippered/Crewed Charter Vacation,
    Sailing Training Adventure,
    Mile/Resume Building Adventure
    By the Cabin
    Operated by Start Location
    Saint Lucia, Rodney Bay, Gros Inlet
    This sailing adventure holiday takes in the incredible islands of St Lucia, St Vincent & The Grenadines and Grenada. This is a great way for those of you travelling solo, as couples and small groups to enjoy a private cabin charter and get hands-o... Learn more
  • 2020 NauticEd Friends and Family Flotilla--CROATIA

    2020, Sat Jun 20 12:00am - Sat Jul 04
    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 20th or June 27th 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 Sailing in St Vincent & The Grenadines

    2020, Fri Jun 26 2:00pm - Sun Jul 05
    Category Type
    Skippered/Crewed Charter Vacation
    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 in the Grenadines, otherwise known as paradise! We will sail around the incredible islands of St Vincent, Petit Nevis, Mustique, Mayreau, Tobago Cays, Petit Tabac, Mopion Island, Petit St Vincent... Learn more
  • Shared Cabin Charter from St Vincent to Grenada

    2020, Fri Jul 10 2:00pm - Sun Jul 19
    Category Type
    Skippered/Crewed Charter Vacation
    By the Cabin
    Operated by Start Location
    Saint Vincent And The Grenadines, Blue Lagoon, Saint George
    Join us on a shared 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 experience with an RYA sailin... Learn more
  • 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