Ranked #1 on TripAdvisor 6 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 and Vow Renewals
    • Destination Sailing
    • Learn to Sail
    • Catering Options
  • Book Now
  • Directions
  • Contact Us
  • About Us
  • Things To Do
  • Policies and FAQ
  • News and 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 and Vow Renewals
      • Destination Sailing
      • Learn to Sail
      • Catering Options
    • Book Now
    • Directions
    • Contact Us
    • About Us
    • Things To Do
    • Policies and FAQ
    • News and 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 and Vow Renewals
    • Destination Sailing
    • Learn to Sail
    • Catering Options
  • Book Now
  • Directions
  • Contact Us
  • About Us
  • Things To Do
  • Policies and FAQ
  • News and Updates
  • Job Opportunities

Before Your Sail

 We look forward to welcoming you aboard!


Each sail is shaped by the wind, weather, tide, and conditions of the day — which means no two experiences are ever exactly the same.


The information below will help you arrive prepared and ready to enjoy your time on the water.

ARRIVAL TIME & LOCATION

Please arrive 5–10 minutes before your scheduled departure time.

Your sailing excursion begins promptly at your reservation time and cannot be delayed for late arrivals.

All guests meet at our designated pickup location in Vineyard Haven, where you will be transported via dinghy to the sailboat.

Full directions and photos of the meeting point are available on our website’s Directions page.

Boarding The Vessel

Guests board the sailboat via a short dinghy transfer from shore.


From the dinghy, you will step aboard the sailboat. Crew members are present to assist as needed.


If you have mobility concerns, please contact us in advance so we can discuss options.

What To Wear

Comfortable, weather-appropriate clothing is best.

We are a shoeless vessel. Please wear footwear that is easy to remove and suitable for a marine environment.

A light jacket or layer is recommended for evening sails, as conditions can be cooler on the water.

If swimming is part of your itinerary, remember to bring a towel.

What To Bring

We recommend:

  • Sunscreen (lotion only — no spray) 
  • Sunglasses 
  • A hat 
  • A light layer or jacket as needed based on weather conditions

Space onboard is limited. Please bring only what you need and keep bags to a minimum.

Soft-sided bags are preferred.

What To Expect On The Water

Every sail is different.

Conditions such as wind, tide, and weather determine the route, pace, and overall experience on any given day.

Guests are welcome to participate in sailing the vessel or simply relax and enjoy the ride.

If wind conditions are light, the vessel may operate under auxiliary power to ensure a smooth and comfortable journey.

Onboard Notes

Alcohol:
Guests may bring alcoholic beverages on private charters (no red wine permitted). Please enjoy responsibly.

Sunscreen:
Only lotion sunscreen is permitted onboard. Spray sunscreen is not allowed.

Coolers & Bags:
Only soft-sided coolers are permitted. Hard-sided coolers are not allowed due to safety and space limitations.

Electronics:
We recommend limiting the use of valuable electronics onboard, as marine conditions can be unpredictable.

Waiver

All guests must sign a waiver prior to boarding.

Cancellation & Timing (summary only)

Please note:

  • Late arrivals cannot extend charter time 
  • No-shows are considered a full forfeiture of the reservation 
  • Full cancellation terms are provided during booking

Questions

If you need assistance before your sail, please contact us at:

508.493.8767

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 and Vow Renewals
  • Destination Sailing
  • Learn to Sail
  • Book Now
  • Contact Us
  • Policies and FAQ
  • Job Opportunities
  • Liveaboard Sailing

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