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  • Weekend Getaway
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Set Sail

Whether you're seeking a peaceful sunset cruise, an invigorating full-day adventure, or a customized sailing experience, our meticulously maintained vessels and knowledgeable crew ensure memories that will last a lifetime.

Book Your Charter

Discover the Best Sailing Experience

Why Sail With Us?

From the moment you cast off from our historic harbor, you'll understand why generations of sailors have fallen in love with these waters. Our experienced captains navigate the same passages that launched America's sailing tradition, revealing Marblehead's stunning coastline from the perspective few ever witness.

Unforgettable Experiences

  • Harbor Tours – Glide past historic Old Town's colorful homes perched on rocky outcroppings while learning about Marblehead's fascinating maritime heritage
  • Coastal Explorations – Sail beyond the harbor to discover hidden coves, dramatic headlands, and nearby islands perfect for a midday anchorage
  • Sunset Sails – Toast to another day in paradise as the evening light bathes Salem Sound in golden hues
  • Private Charters – Celebrate special occasions, entertain clients, or simply enjoy quality time with loved ones on your own private sailing adventure

Book Your Charter

What to Bring

The basics:

  • Closed-toed shoes with non-scuffing soles (white or light color soles are best).  
  • Sunblock – even in the spring, the sun can be very strong on the water, and the sail and light-colored hulls can reflect more sunlight onto you as well.  
  • Hat and sunglasses, and something to secure them so they do not blow off.
  • A water bottle with something to drink.  Do not bring glass bottles. 


We also suggest:

  • Windbreaker or raincoat
  • Camera
  • Snacks
  • Medications, especially if you're prone to motion sickness


You are also welcome to bring your own PFD, or we will supply PFDs for all charter guest/students. Please refer to our Policies page for more information.

info@sailmarblehead.org

+1 (351) 444-8217

Office: 11 Naugus Ave.

Waterfront: 97 Commercial St.

Marblehead, MA 01945

Copyright © 2025 Sail Marblehead, Inc.

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