Sailing Rates & Information

Sailing Rates & Information

Experience the thrill of sailing The Vineyard aboard Sea Witch.  Discover the tranquil coves and idyllic lighthouses while relaxing aboard our luxurious 58-foot LOA Ketch.



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 2-, 4- or 8-hour sailing opportunities in the gorgeous waters around the Vineyard.  Based on winds and currents, she can take guests to different beaches or coves throughout the area. 



Interested in seeing more of The Vineyard from the water?  Our term charters, ranging from 3-7 days, allow guests to visit secluded coves, lighthouses and harbors all over the island, or venture farther to Nantucket Island with no need to change hotels, spend time in the car, or repack a suitcase. Enjoy a mix of catered meals aboard and dining in the fabulous restaurants throughout the area.  In addition, guests can step aboard Sea Witch for Captain-only sailing or American Sailing Association on-the-water training charters ranging from two to seven nights.

Available June through September

Daily Sails

We offer 2, 4 or 8 hour sailing excursions.

Your adventure & time begins when we pick up your party by dinghy on the beach so wear easy removable shoes. We are a shoeless boat so feel free to leave your shoes in the dinghy.

2 Hours - $495

An introduction to sailing and a tour of the beautiful Vineyard Haven Harbor. See all the gorgeous homes on East and West Chop.  

Call (508) 650-0466 for catering menu options & pricing.



Half Day - 4 Hours - $850

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 lunch or appetizer catering options.  Guests are welcome to bring alcoholic beverages (except red wine because it stains the deck when spilled).  We can also offer a one way sail to Edgartown so you can experience the beautiful coastline. 

Full Day - 8 Hours $1595

Enjoy a destination sail to Tarpaulin Cove on the Elizabeth Islands or Edgartown or a one-way sail to Menemsha. Jump into the cool, refreshing water to swim ashore for a stroll on the beach or a hike to the lighthouse on Naushon Island.  Eight-hour charters are offered from 10am -6pm or 12pm -8pm.  Requests for other times will be considered and incur an additional $200 fee.  Catering options are available, or you may bring a picnic lunch.  

If you would like to add more sailing time to your charter please add $200 per hour.

All charters include, soda, water, ice and light snacks. 4 and 8 hour charters include a gourmet cheese & fruit platter with a variety of crackers. Charter destinations are based on weather, current and sea state. Catering is available for appetizers, lunch or dinner upon request.  All dail sail prices are for 6 people maximum. Please call for 7 or larger. Day charters have access to the top deck & using the bathroom (head) below. 

Our pick up location is at Eastville Beach off of Beach Rd on the Vineyard Haven/Oak Bluffs line (next to the drawbridge, close to the Martha’s Vineyard Hospital). Call for other pick up locations. Your adventure & time begins upon pick up by dinghy on the beach. We are a shoeless boat so please wear easily removable shoes and feel free to leave your shoes in the dinghy.

Space is limited aboard our vessel so we request that all personal items be kept to a minimum.

Weekly Charter - 7 Nights, 8 Days

2 People $9,500

3 People $10,900

4 People $12,200

Itinerary depends on wind & current. As sailors we say, "we sail by where the wind takes us each day!" Spending a week aboard offers guests opportunities to see more ports like Nantucket, Martha’s Vineyard, The Elizabeth Islands, Cutty Hunk & Cape Cod as well as the harbors, historic sea captain's homes, charming gingerbread cottages, and quaint fishing villages. Plus, you might enjoy 5 majestic lighthouses, the nation's oldest operating carousel, miles of pristine beaches, dramatic clay cliffs, rural landscapes and pictuesque waterways. 

Breakfast only, modified American Plan and Full Catering options are available. Pick up is available in Vineyard Haven, Oak Bluffs or Edgartown.  Drop off on the final day of your charter is at noon.

Weekend or week-longcharters include: Meals per plan, snacks, beverages, linens, fuel, and Captain. Charters do not include top shelf liquor, requests of exorbitant nature, mooring, dockage or landing fee, or gratuity.

Call for pricing information for 2-6 day charters.

Cancellation policy - There is a 20% service fee for any cancellations. Refunds are available with 30 days notice of the reservation date. If cancellations are made with less then 30 days notice, we will try to rebook the charter. If we can rebook the date the deposit will be refunded less the service fee. If we cannot rebook the date the deposit is then forfeited. No refunds for late arrivals or early departures. Rain itself shall not constitute a reason for cancellation or rescheduling. In the case of extreme weather, the Captain and Charterer shall discuss a mutually convenient date to reschedule the charter. Being in a marine environment we recommend electronics, laptops and cell phones to be stowed away for your protection. Sea Witch Sailing Charters/MS Resolute cannot be held responsible for water damage by rain or by other vessels.

Call (508) 650-0466 for catering menu options & pricing.