We're taking reservations now for the Summer 2021 season in The Vineyard!

Sea Witch Sailing Charters
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    • Welcome
    • Our Services
      • Martha's Vineyard
      • The Caribbean
      • Our Sister Ship
      • Other Services
    • About Us
      • Our Vessel & Crew
      • Reviews
    • FAQs & Polcies
    • Contact Us
Sea Witch Sailing Charters
  • Welcome
  • Our Services
  • About Us
  • FAQs & Polcies
  • Contact Us

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. 

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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; additional guests are $50 each.

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2-hour Harbor Sail

$550

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 in the Additional Options section for details.


Click here to book now

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4-hour Day Sail

$900

Venture outside the inner harbor with us and enjoy more of the breathtaking scenery of the Vineyard.  Enjoy lunch or appetizers while underway - ask us about our catering options.  Guests are welcome to bring alcoholic beverages (excluding red wine).  We can also offer a one-way sails to destinations such as Edgartown or Menemsha so you can experience even more of the beautiful coastline. 


Click here to book now

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8-hour Day Sail

$1700

Join us for a destination sail.  Full day sails could include a voyage to Edgartown, Tarpaulin Cove in the Elizabeth Islands, or a one-way trip to 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. Guests are welcome to bring a prepared lunch with utensils - or ask about our catering options. Full day charters begin at 10 am or noon.


Click here to book now


Additional Options

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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

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Full Moon Pirate Cruise

$150 per person

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

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Dress to Impress Full Moon Cruise

$150 per person

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 

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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.

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Gift a Sail

Varies

Sails make a memorable gift for any special occasion.  Choose a 2, 4 or 8 hour sail or choose your own amount to cover all or part of a day sail.


Click here to purchase your gift sail.

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