Ranked #1 on TripAdvisor 5 years in a row

(508) 493-8767

  • 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
  • About Us
  • Contact Us
  • Things To Do
  • Policies & FAQ
  • News & Updates
  • Job Opportunities
  • More
    • 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
    • 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 Cruises
    • 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

Call us: 508.493.8767

Copyright © 2025 Sail The Vineyard - All Rights Reserved.

Click here to review our Privacy Policy

Powered by

  • 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

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. 

*NOW OFFERING JAZZ SUNSET SAILS ON THURSDAY EVENINGS

Click to reserve your sail

This website uses cookies.

We use cookies to analyze website traffic and optimize your website experience. By accepting our use of cookies, your data will be aggregated with all other user data.

DeclineAccept