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(508) 493-8767

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    • Home
    • Sailing Tours
      • Sailing Charters
      • Private Sails
      • Public Sails
      • Sunset Sails
      • JAWS Martha's Vineyard
      • Fireworks Sails
      • Sips & Sails Jazz Cruise
      • Weddings & Vow Renewals
      • Destination Sailing
      • Learn to Sail
      • Catering Options
    • Book Now
    • Directions
    • About Us
    • Contact 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 Cruise
    • Weddings & Vow Renewals
    • Destination Sailing
    • Learn to Sail
    • Catering Options
  • Book Now
  • Directions
  • About Us
  • Contact 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 Cruise
  • Weddings & Vow Renewals
  • Destination Sailing
  • Learn to Sail
  • Book Now
  • Contact Us
  • Policies & FAQ
  • Job Opportunities

New Themed Public Sails

 Stellar sailing. Unrivaled live entertainment. Brunch. It’s easy – like a Sunday morning.

Swoon to the talented tunes of the island's own guitar artist Rich Giaimo while you sample sweet and savory brunch hors d'oeuvres along with a liquid treat. 

Sundays starting June 15.

Click to reserve your sail

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