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 & Vow Renewals
    • Destination Sailing
    • Learn to Sail
    • Catering Options
  • Book Now
  • Directions
  • Contact Us
  • About Us
  • Things To Do
  • 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
    • Contact Us
    • About Us
    • Things To Do
    • 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
  • News & Updates
  • Job Opportunities

Set Sail on Life's Journey Together

Love Is In The Air on Martha's Vineyard Island

Bride’s hands with wedding ring in focus, bridal gown blurred on Martha’s Vineyard wedding sail.

The Ultimate Romantic Event


  Historic seaside spots and luxurious settings are a hallmark of Martha’s Vineyard island, but you can just as easily embrace the flip-flops-in-the-sand-easiness of this charming island off of Cape Cod. 


Let your Martha’s Vineyard wedding be an intimate ceremony with just you and a photographer; say “I do”, sip champagne, and nosh on light appetizers as the sun sets. Or consider a small ceremony with you and a few friends on board followed by a reception celebration at a seaside favorite like Garde East with picture perfect harbor views and delectable cuisine. 


We have a network of on-island resources to help make your day extra special - from flowers to food, wedding cakes to photographers and pre-wedding massages and day spa services – or even a service to manage every single detail - we've got you covered! However you choose to frame it, we can help you make your Martha’s Vineyard wedding or Cape Cod elopement unique and special. After all, what could be more romantic than literally sailing off into the sunset together?


Call to discuss your plans and options.  

Packages from $1500. 

Photos shared with permission from David Welch Photography

A couple posing on the bow after just getting engaged Martha's Vineyard sailing excursion.
A couple posing on the bow for a photo shoot after their Martha's Vineyard wedding.
A couple sharing a romantic moment after getting engaged during a Martha's Vineyard sailing charter.
A man proposing to his girlfriend during a sailing excursion in Vineyard Haven, Martha's Vineyard.
A couple posing for a photo during a sail after his Martha's Vineyard proposal. She said yes!
A couple celebrating with a toast on the bow after their Martha's Vineyard proposal.
A wedding cake on the sailboat during a Martha's Vineyard wedding photo shoot.
A wedding couple posing on the bow of the sailboat under full sail in Vineyard Haven Harbor.
A groom pouring champagne during a Martha's Vineyard wedding photo shoot on a sailboat.
A drone shot of sailing vessel Phoenix in Vineyard Haven Harbor during a sunset sail.
A man proposing to his girlfriend during a Martha's Vineyard day sail aboard Phoenix.
A woman shows off her new ring after getting engaged aboard the sailboat during a sailing excursion.

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
  • 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