SailOnPatriot, Marblehead sailboat charters, yacht charters Marblehead, Marblehead Sailing charters, Salem Sailboat charters, Massachusetts sailboat charters, Boston sailboat charters, North Shore sailing charters,
 Cruising Salem, Marblehead and New England, we offer a variety of destinations, or, we can stay at sea for those who simply want to spend time honing their sailing skills. We sail as far as the wind will take us in a day and back to locations such as Boston, Gloucester, Beverly Farms or Manchester by the Sea.

Create your own itinerary:
  • Family outing and swiming at Kettle Cove
  • Cruise Baker's Island, Children's Island or Halfway Rock
  • Look for whales at Stellwagen Bank
  • Anniversary or Birthday celebrations
  • Bachelor or Bachelorette celebrations
  • Corporate Bonding and Team Building
  • Treat your special client to an afternoon sail

We can accomodate up to 6 passengers, 8 years and older. You are in charge of the day. We will sail as hard or a soft as you tell us to.           We want your trip to be as enjoyable as possible.
Remember, it can get cold on the water very quickly. Please bring a  light jacket or sweater. Hats, sunglasses and sun screen are also encouraged.

We will supply bottled water, ice and a light snack. Please feel free to bring your favorite drink and food. We will be happy to store it in our ice box and serve you and your guests throughout the voyage. We have a full galley on board to heat your food. Plates and utensils will be provided. Be sure to tell us about any food allergies.

All required passenger safety gear along with first kits will be provided.

Thank you in advance for respecting that Patriot is a smoke and       drug free zone.  
  1. Marblehead Harbor
  2. Legal Harborside
  3. Sunset over Marblehead
  4. Boston Harbor
  5. Sunrise Atlantic Ocean
  6. Sunrise Nantucket Sound
  7. Gloucester Schooner
  8. Hard to the wind
Departures are typically from State Street Landing, Marblehead, however, if you have a special request, such as being picked up in a nearby port, please let us know. We can pick you up in our 9-foot dinghy with 4-stroke engine.

We are also available to pick you and your best paying client up in Boston upon request. Rates will be based on round trip from Marblehead.

Not interested in sailing yourself, we offer full and partial charter gift certificates for your favorite sailor. Please email or give us a call.
  1. Sailboat charter to Boston
    Just a 2 hour sail away with average wind, enjoy a sail to Boston Harbor. Passing several harbor islands and Graves Light to the East, we can sail into Charlestown Navy Yard or tie up to Legal Harborside's dock while you enjoy an appetizer at the bar.
    Full Day
  2. Custom private sailboat charter North Shore
    North Shore
    Sail to Stellwagen Bank to look for whales, round Baker's Island for photo's of its lighthouse or spend a day at anchor in Kettle Cove, Beverly Farms swimming and eating lunch from the grill.
    Custom Day
    Call for pricing
  3. Marblehead harbor tour
    Marblehead Harbor
    Half day harbor cruises available to view this quintessential New England seaside town from the water. View beautiful waterfront estates and historic yacht clubs from the harbor.
    Half Day
  1. Sailboat charter Marblehead
    Marblehead and Islands
    Set sail out of Marblehead harbor and Salem Sound and watch the sailboat races from all the yacht clubs or round Children's, Tinker's, Misery or Baker's Islands. Half or full day sails are available.
    Full or Half Day
    $900 or $500
  2. Sunset sailboat charter Marblehead
    Sunset Cruise
    Join us for a beautiful sunset cruise. Watch the sunset behind the Boston skyline. We depart at approximately 6PM and return around 9PM.
  3. Gloucester schooner
    Sail to Gloucester in about 2 hours to see the classic schooners or catch the infamous fishing vessels returning from sea.
    Full Day

Other Policies

Our goal is to provide a safe, fun, memorable day sailing on Patriot.  As with all boating activities, there are risks when sailing on the ocean.            We will provide life jackets.  Please let us know if you have any specieal needs that we can help with.
  • Full day charter typically departs at 9AM and returns at 5PM.

  • Half day charter's are from 9AM to noon and from 1PM to 5PM. Alternate times may be available upon request

  • Additional hours are available at a rate of $150/hr.

  • Sunset Charter's depart at 6PM and return at 9PM.

  • Gratuity is not required, but is appreciated -- especially if your experience exceeds your expectations.

  • We offer a 10% discount to verteran's and active members of the military. We appreciate your service.
  • $100 deposit is required along with your reservation. We accept Venmo. 

  • A 3% processesing fee will be assesed to all credit card payments. 

  • Refunds, at the Captain's descretion, will be issued for severe weather and for cancellations received less than one week in advance.
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