Martha's Vineyard

Experience the thrill of sailing The Vineyard aboard Sea Witch.

From June to mid-September, Martha’s Vineyard comes alive with colorful cottages, seaside bistros and long stretches of warm, sandy beaches. Experience the beauty and history of Martha’s Vineyard, The Elizabeth Islands, and Cape Cod as you join us for a sailing adventure like no other! Enjoy the picturesque views of the region’s popular coastline with lighthouses, historic homes, stunning beaches and colorful clay cliffs. Relax and bask in the sun while the wind and waves whisper in your ear or experience a more active day fishing or swimming. For even more adventure, find your inner pirate as you raise the sails, grind the winches, and hoist the colors – Arrrr!

Sea Witch offers excursions from as little as 2 hours to as many as 8 hours in the gorgeous waters around the Vineyard. Based on winds and currents, she can take guests to different beaches or coves throughout the area.

In compliance with U.S. Coast Guard Code of Federal Regulations, Subchapter C, we carry a maximum of 6 guests but we do offer options for groups of 7-12. See our Day Sail options below for details.

508.631.6535

Martha's Vineyard Day Sails

Your adventure & time begins when we pick up your group by dinghy on the beach. You'll want to wear easily removable shoes so you can leave your shoes and your worries behind as you climb aboard our shoeless vessel. All prices are based on 6 guests. Call for more information about groups larger than 6. PLEASE NOTE THAT ABSOLUTELY NO PETS ALLOWED ABOARD THE VESSEL.

2-hour Harbor Sail

$575

Tour Vineyard Haven Harbor and the gorgeous homes of East and West Chop during this 2-hour Introduction to Sailing excursion. Relax with a glass of wine or learn the basic terminology and parts of a sailing vessel. We offer 2-hour sails at sunset too! See below for details.

Click here to book now

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.

4-hour Day Sail

$975

Venture outside the inner harbor and enjoy more of the breathtaking scenery of the Vineyard or consider a one-way destination sail to enjoy more of the coastline. We offer catered menu items, or bring your own picnic. Guests may bring alcoholic beverages (excluding red wine). experience even more of the beautiful coastline.

Click here to book now

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.

8-hour Day Sail

$1775

Join us for a destination sail. Full day sails could include a voyage to Edgartown, the Elizabeth Islands, or Menemsha. Jump off Sea Witch into the cool water and enjoy a swim in a scenic cove. Stroll along the beach or hike to the lighthouse on Naushon Island. We offer full catering options on our full day sails.

Click here to book now

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.

Additional Options

Sails for 7-12 Guests

From $1100

The Vineyard's newest sailing tour! With half your group on each boat, Sea Witch goes head-to-head against your friends aboard Resolute in an informal sailboat race. Grind the winches and sail past your friends on our sister ship - or let the crew do it for you! The experience can be a more leisurely sail if you prefer not to race. Our 4-hour option allows your entire group to spend an hour aboard Sea Witch after of the race.

Reserve your 2-hour sail here

Reserve your 4-hour sail here

2-hour Sunset Sail

$575

There is no better way to celebrate a Vineyard sunset than aboard a sailing vessel! The stunning colors of the evening sky create the perfect atmosphere for a special occasion such as an anniversary, marriage proposal or birthday celebration.

Click here to book now

Full Moon Pirate Cruise

$150 per person

July 22nd and August 21st, 2021

8:00 - 10:00 pm

Calling all pirates, fairies, lost boys and mermaids! Dress in your best flogs, eye patches and bandannas and join us for a full moon sail. We'll serve champagne and heavy hors d'oeuvres and award a prize to the best dressed guest. Bring yer best pirate jokes or we'll make ya walk the plank, me hardy!

4 people minimum.

50% deposit required with reservation.

$150 per person

Click here to book now

Dress to Impress Full Moon Cruise

$150 per person

July 23rd and August 22nd, 2021

8:00 pm - 10:00 pm

Join us for a "Dress to Impress" Full Moon sail. Celebrate a special occasion or enjoy champagne and heavy hors d'oeuvres with new friends under the beautiful Martha's Vineyard night sky.

4 people minimum.

50% deposit required with reservation.

$150 per person

Click here to book now

Catering

Varies

Interested in hot buttered lobster rolls, sumptuous dips or heavy hors d'oeuvres? We work with a full service catering company to meet your every need aboard Sea Witch. Let us know how we can serve you!

Call for catering information.