Sailing Excursion Options
2-Hour Harbor Day Sails
Sunsets & Special Occasions
2-Hour Harbor Day Sails
Experience the beauty of Martha's Vineyard island as you explore the inner harbor of Vineyard Haven. Relax and bask in the sun or take a more active role and help with the activities of sailing.
2-hour charters may be scheduled
any time of day.
2 Hour Charters
Up to 6 People
$550
In compliance with U.S. Coast Guard CFR Subchapter C, we carry a maximum of 6 guests, but have options for larger groups.
See below for details.
Requests are considered, however, for your safety and enjoyment, the Captain will determine the best route for your sail based on current, tide, and wind conditions on the day and time of your sail.
3- or 4-Hour Day Sails
Sunsets & Special Occasions
2-Hour Harbor Day Sails
Venture outside the Vineyard Haven harbor with us and enjoy sailing more of the Martha's Vineyard coastline. Bring your own prepared foods, utensils & alcoholic beverages, or ask about catering for a picnic underway.
3 Hour Charters
Up to 6 People
$700
4 Hour Charters
Up to 6 People
$850
In compliance with U.S. Coast Guard CFR Subchapter C, we carry a maximum of 6 guests, but have options for larger groups.
See below for details.
Requests are considered, however, for your safety and enjoyment, the Captain will determine the best route based on tide, current and wind conditions on the day and time of your sail.
Sunsets & Special Occasions
Sunsets & Special Occasions
Sunsets & Special Occasions
Make a toast to another perfect day in paradise with a sunset sail around the harbor. Sunsets are always special on Martha's Vineyard, but from the water aboard a sailing vessel they take on a magical quality. Celebrating a birthday, anniversary or proposal? Sunset sails are the perfect venue for your special evening.
2 Hour Charters
Up to 6 people
$575
In compliance with U.S. Coast Guard CFR Subchapter C, we carry a maximum of 6 guests, but have options for larger groups.
See below for details.
Requests are considered, however, for your safety and enjoyment, the Captain will determine the best route based on tide, current and wind conditions on the day and time of your sail.
Add On Catering Options
Gourmet Hors d'oeuvre Platters
Gourmet Hors d'oeuvre Platters
Gourmet Hors d'oeuvre Platters
Leave the snacks to us!
Not only do we include soda & snacks on all our charters, we offer delicious platters with a variety of cheeses, fruits, charcuterie and crackers. They're complimentary on our 4-hour sails, but you can add them on shorter sails. Interested in something more filling? Ask about our other catering options.
From $100
Dessert Platters
Gourmet Hors d'oeuvre Platters
Gourmet Hors d'oeuvre Platters
Everyone knows salty & sweet go together perfectly!
If the salt air gives you a sweet tooth, we've got you covered. Add a gourmet dessert platter with a variety of local fudge, cookies, and other sweets to any sail.
$100
Need to accommodate a large group?
The Vineyard's Hottest New Sailing Option - Perfect for 7-12 people
The race is on! With half your group on each boat, Phoenix goes head-to-head against your friends aboard another vessel in an informal sailboat race. Grind the winches and tack the boat to sail past your friends on our sister ship - or let the crew do it for you!
Not up for racing? No problem - we can do a more leisurely tandem sail that allows for great photos ops!
Available in 2- or 4-hour tours ~ From $1100
Fair winds, sailors!
We’ve sailed away for the winter. Reaerve your Summer 2024 sail now for best pricing & options!