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    • Home
    • Sailing Tours
      • Sailing Charters
      • Private Sails
      • Public Sails
      • Sunset Sails
      • JAWS Martha's Vineyard
      • Fireworks Sails
      • Sips & Sails Jazz Cruises
      • Weddings & Vow Renewals
      • Destination Sailing
      • Learn to Sail
      • Catering Options
    • Book Now
    • Directions
    • Contact Us
    • About Us
    • Things To Do
    • Policies & FAQ
    • News & Updates
    • Job Opportunities
  • Home
  • Sailing Tours
    • Sailing Charters
    • Private Sails
    • Public Sails
    • Sunset Sails
    • JAWS Martha's Vineyard
    • Fireworks Sails
    • Sips & Sails Jazz Cruises
    • Weddings & Vow Renewals
    • Destination Sailing
    • Learn to Sail
    • Catering Options
  • Book Now
  • Directions
  • Contact Us
  • About Us
  • Things To Do
  • Policies & FAQ
  • News & Updates
  • Job Opportunities
Photo of a client learning to sail on a charter cruise in the Caribbean.
Sailing Instruction on and off The Vineyard

Learn to sail with Captain Wendy

Interested in learning to sail? Captain Wendy is the only American Sailing Association Certified Instructor on Martha's Vineyard.  She is certified and qualified to teach basic sailing as well as coastal cruising, bareboat chartering and catamaran sailing.  

Learn to Sail in Any Location

Sailing Instruction

Captain Wendy is a sought-after sailing instructor not only because of her impeccable qualifications and certifications.  Her calm demeanor and patience make learning easy and fun.  She can provide you and your friends sailing instruction during any of our MV sailing charters or on a sailing charter vacation to any destination of your choice.


Read more about Captain Wendy's experience and credentials on our About Us page.


Contact us for more information about learning to sail.


Contact Us

Call us: 508.493.8767

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  • Sailing Charters
  • Private Sails
  • Public Sails
  • Sunset Sails
  • JAWS Martha's Vineyard
  • Fireworks Sails
  • Sips & Sails Jazz Cruises
  • Weddings & Vow Renewals
  • Destination Sailing
  • Learn to Sail
  • Book Now
  • Contact Us
  • Policies & FAQ
  • Job Opportunities

set sail on a winter sailing vacation

Escape the ordinary and dive into the extraordinary! Wake up to the gentle rocking of the ocean, surrounded by stunning seascapes, with nothing but blue skies and endless horizons ahead. Book a live aboard sailing vacation with your favorite Captain - where every day is a new adventure.

Contact us for more info

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