1. Private Sailing Trips Aboard a 6 Person Sailing Sloop in Salem Harbor, MA
  2. Private Sailing Trips Aboard a 6 Person Sailing Sloop in Salem Harbor, MA
  3. Private Sailing Trips Aboard a 6 Person Sailing Sloop in Salem Harbor, MA

Private Sailing Trips Aboard a 6 Person Sailing Sloop in Salem Harbor, MA

1 review
1 booking

Experience Salem from the water aboard Friendship Sloop Wenonah! Charter this Sailing Sloop for up to 6 persons. Rates as low as $225. Soft drinks are provided on all of our trips, you may bring your own adult beverages and snacks. If you have any special requests for food or drinks please don’t hesitate to ask. Rates: • 1.5 hour Daysail/ harbor tour: $225 for up to 6 guests • 2 hour Sunset Sail: $295 for up to 6 guests • 2 hour shipwreck/ghost story sailing tour: $295 for up to 6 guests • 3 hour Lighthouse/photography sailing tour: $395 for up to 6 guests • Additional time: $60 per half hour What You Can Expect: Let us be your Salem, MA sailing experience. We offer private charters and shared experiences for day sails and sunset cruises on beautiful, historic Salem Sound. Take in the views of Boston’s North Shore, scenic islands, and plenty of wildlife to look out for as the water laps against the hull and wind fills the sails. From carefully planned special occasions to a spontaneous trip out on the water to escape the summer heat, Sunset Sail Salem is your perfect North Shore sailing experience. Private Day Sails Day sails are a great opportunity to see the sights that Salem has to offer. We head out from Pickering Wharf Marina, set sail and choose the best direction for sailing that day. Salem Sound is well protected, so it’s always a great time for sailing in the summer. We’ll take a tour of the town and see the historic mansions on the Sound from the water. Enjoy an unusual view of the rich history and cultural heritage of Salem and the North Shore as you sail on by. Sunset Sail in Salem, Massachusetts We take to the ocean every evening to watch Earth’s great spectacle happen from our favorite vantage point. Join us as the night gets crisp and New England is at its most peaceful. Following your arrival at Pickering Wharf Marina 10-15 minutes before your scheduled departure time, we will board the boat, get any drinks you’ve brought on ice and have a short orientation on the boat before we cast off and head out into Salem Sound in the late afternoon light. Whether you’d like to help raise sail, take a turn at the helm, or relax and enjoy the evening we’ll be under sail as soon as we can with the engine off, gliding with the wind through the North Shore waters. There’s plenty to see of historical and natural interest and your Captain and crew will happily share their local knowledge with you. The sun will set while we sail though the dusk, arriving back at the dock two hours after we embarked, just in time for dinner. A perfect evening! Shipwreck and Ghost Tales Tour Sail over the sites of ships wrecked on the treacherous North Shore, and hear the spine-chilling tales of the sailors lost aboard! Come sail over the exact locations of the 18th century shipwrecks that litter the treacherous waters of the North Shore, and hear the chilling tales of the lost vessels and their crews. Follow along on your souvenir nautical chart as we sail over the watery graves of Salem’s seagoing ghosts, fated to lie forever in the black depths of Davey Jones’s Locker far beneath you. Lighthouse Photography Sail A three hour sail with the opportunity to capture 5 different lighthouse waterscapes. The North Shore is home to some of the most picturesque lighthouses in New England, and what better way to view them than from the water aboard your private classic yacht? With a tour designed to be informative and offer great opportunities for some photographic gems, Sunset Sail Salem is the perfect choice for an unusual, creative, fun activity to create memories that will last a lifetime. What To Expect Onboard: Our beloved Friendship Sloop Wenonah is perfect for relaxing day sails or romantic getaways, picnics on the water, private events and parties. Exclusively available for private charter and certified to carry up to six guests, she is your answer to escaping the summer crowds and sailing out onto the gleaming cool waters of the sound – Ask about our custom charters to book a longer sail and dive in! The north shore of Boston is home to some of the finest sailing yachts in the country. You will fit right in cruising aboard a recently restored, traditionally rigged Friendship sloop. This beautiful style of vessel has been used in the area since the 1800s, first by lobstermen as a work boat and later as a pleasure craft. Picturesque, private and perfect!

Captain is included.
A captain is provided by the listing owner to host and operate the trip.
6 guests


Sail Salem Sound on a private charter for up to 6 guests aboard Friendship sloop WENONAH, or a public sail for up to 32 guests aboard General Patton's schooner WHEN AND IF.


1 reviews

5.0 out of 5!

  • Listing Accuracy

  • Departure & Return

  • Vessel & Equipment

  • Communication

  • Value

  • Itinerary & Experience

  1. AC

    Awesome sail around the sound!

Features & Details

  • Life jackets/required safety gear
  • Cabin
  • Wheel steering
  • Inboard Engine
  • Single Engine
  • Fuel type: Diesel
  • Head

Approximate Location

You’ll get directions for the exact departure location when you make a booking inquiry.

The boat's approximate location on a map

Cancellation Policy

90% refund up to 5 days prior.

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