Sailing Events and Opportunities by Voyager Sailing Academy

  • Coast of Maine sailing Adventure

    2026, Tue Aug 18 3:00pm - Tue Jul 21
    image of Coast of Maine sailing Adventure
    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 Entire Boat
    Start Location
    , Portland, Maine
    Contacts
    Dasiel Molina,
    Ph: +1.207-200-1482,
    email: info@voyagersailingacademy.com
    Price
    $1750
    Bareboat Charter Master Liveaboard: Maine Coast 4 Days | Up to 4 Students | NauticEd Bareboat Charter Master Assessment Step aboard for one of the most beautiful and challenging sailing grounds on the East Coast. Over 4 days liveaboard, you will cruise from South Portland through the island-studded waters of Casco Bay and up the rugged Maine coast — earning your NauticEd Bareboat Charter Master certification through real seamanship in real conditions. This is not a classroom course. From the moment you cast off, you are crew. You will navigate, trim, anchor, and stand watches in one of the most demanding and rewarding coastal sailing environments in North America. Route & Schedule: Day 1 (South Portland): Systems orientation, passage planning, and departure briefing. Days 2–4 (Underway): Daily passages along the Maine coast. Anchoring in protected coves, island hopping, night watches, and full crew rotation. Training woven into every leg — navigation, weather routing, sail handling, anchoring, and coastal seamanship. Day 4 (Return): Final passage back to South Portland. Debrief, logbook sign-off, and NauticEd Bareboat Charter Master assessment completion. What You Will Learn: Coastal passage planning and chart navigation Weather routing and interpreting forecasts Sail trim, reefing, and heavy air sailing Anchoring and mooring techniques Watch standing and crew communication Man overboard drills and safety-at-sea procedures Provisioning and life aboard a cruising vessel Certification: Participants who successfully complete the program earn the NauticEd Bareboat Charter Master certification — one of the most respected practical sailing credentials in the world, recognized by charter companies globally. Completion also contributes documented USCG sea days toward a USCG Captain's License (signed CG-719S forms provided upon request). Provisioning: Meals and provisions aboard are included for the duration of the trip. Students share galley duties on a rotating basis. Please notify us of dietary restrictions at the time of booking. Vessel: The program is conducted aboard a well-equipped cruising sailboat out of South Portland, Maine, operated by Voyager Sailing Academy with over a decade of experience training sailors on Casco Bay. Prerequisites: Students should have basic sailing experience — completion of NauticEd Skipper or equivalent is recommended. If you don't have prior sailing experience please contact us to better help you. . No prior liveaboard or offshore experience is necessary. What is required is a willingness to participate fully as an active crew member and a genuine desire to grow as a sailor. Additional Costs Not Included: Travel to and from South Portland, Maine Personal sailing gear (packing list provided at booking) Meals ashore before or after the trip Personal travel insurance (recommended) Maine in summer is a sailor's reward — cold clean water, reliable afternoon southwesterlies, lobster boats at dawn, and islands in every direction. Come earn your Bareboat Charter Master where the sailing is real and the scenery is unforgettable. Link to more information about this Opportunity.

  • Maine Sailing Adventure

    2026, Fri Sep 04 12:00am
    image of Maine Sailing Adventure
    Category Type
    Practical Training/Assessment Event,
    Specialized Endorsement Training,
    Skippered/Crewed Charter Vacation,
    SLC/ICC Training and Licensing Assessments
    Start Location
    , Portland
    Contacts
    Dasiel Molina,
    Ph: +1.207-200-1482,
    email: info@voyagersailingacademy.com
    Price
    $1750
    Bareboat Charter Master Liveaboard: Maine Coast 4 Days | Up to 4 Students | NauticEd Bareboat Charter Master Assessment Step aboard for one of the most beautiful and challenging sailing grounds on the East Coast. Over 4 days liveaboard, you will cruise from South Portland through the island-studded waters of Casco Bay and up the rugged Maine coast — earning your NauticEd Bareboat Charter Master certification through real seamanship in real conditions. This is not a classroom course. From the moment you cast off, you are crew. You will navigate, trim, anchor, and stand watches in one of the most demanding and rewarding coastal sailing environments in North America. Route & Schedule: Day 1 (South Portland): Systems orientation, passage planning, and departure briefing. Cast off and make way into Casco Bay. Days 2–4 (Underway): Daily passages along the Maine coast. Anchoring in protected coves, island hopping, night watches, and full crew rotation. Training woven into every leg — navigation, weather routing, sail handling, anchoring, and coastal seamanship. Day 4 (Return): Final passage back to South Portland. Debrief, logbook sign-off, and NauticEd Bareboat Charter Master assessment completion. What You Will Learn: Coastal passage planning and chart navigation Weather routing and interpreting forecasts Sail trim, reefing, and heavy air sailing Anchoring and mooring techniques Watch standing and crew communication Man overboard drills and safety-at-sea procedures Provisioning and life aboard a cruising vessel Certification: Participants who successfully complete the program earn the NauticEd Bareboat Charter Master certification — one of the most respected practical sailing credentials in the world, recognized by charter companies globally. Completion also contributes documented USCG sea days toward a USCG Captain's License (signed CG-719S forms provided upon request). Provisioning: Meals and provisions aboard are included for the duration of the trip. Students share galley duties on a rotating basis. Please notify us of dietary restrictions at the time of booking. Vessel: The program is conducted aboard a well-equipped cruising sailboat out of South Portland, Maine, operated by South Portland Sailing Center — Maine's only ASA-certified sailing school, with over a decade of experience training sailors on Casco Bay. Prerequisites: Students should have basic sailing experience — completion of NauticEd Skipper or equivalent is recommended contact us if you have no prior sailing experience to better help you. No prior liveaboard or offshore experience is necessary. What is required is a willingness to participate fully as an active crew member and a genuine desire to grow as a sailor. Additional Costs Not Included: Travel to and from South Portland, Maine Personal sailing gear (packing list provided at booking) Meals ashore before or after the trip Personal travel insurance (recommended) Maine in summer is a sailor's reward — cold clean water, reliable afternoon southwesterlies, lobster boats at dawn, and islands in every direction. Come earn your Bareboat Charter Master where the sailing is real and the scenery is unforgettable. We also have other dates available and classes for beginners daily in Portland Maine. Link to more information about this Opportunity.