Here is a listing of all of our Boston-based day charter sailing yachts available for your specific excursion. Please click on the name of the yacht to view details.


    Available for charters until early-mid October.

    New to Boston, this 60′ Motorsailer is ready to entertain you onboard! Recently refit, New Horizons offers a great galley and an abundance of deck space for guests. 

    Perfect for groups of up to 48 guests, New Horizons is a great new option for Boston yacht charters! Spend a day with coworkers onboard for an office getaway with boxed lunches or have an intimate sunset charter with family and friends. It’s up to you!

    Bring your own food and beverages or let us arrange for you! Call us today to book your yacht charter!

    Contact us for charter information



    Love of My Life Rental Yacht

    Available for charters from May through October.

    Full, Half Day or Sunset Cruises available. LEARN TO SAIL for the ultimate team experience.! Two Heads, Two State Rooms, and a Full Galley – Stove, Refrigerator, and Microwave .

    Cockpit is fully enclosed when needed, AM-FM Stereo w/CD ,TV w/VCR Auto Pilot, GPS, Radar, VHF. 4 Person Dinghy w/9.9 hp motor Overnight Charters available for two people – Perfect for that special occasion, i.e… birthdays, anniversary etc. Soda, juice, water and light snacks provided. Lunch or dinners provided for additional cost.

    Love of My Life Rental Yacht

    Contact us for charter information


    Dream Again Rental Yacht

    Available for charters from May through October.

    A contemporary styled Oyster 485, she was built and equipped to sail anywhere in the world. She provides all the comfort and convenience: TV, VCR, CD player and stereo. A Center Cockpit allows a spacious aft deck for lounging and sun bathing (chair mats provided). Not shown is a sun protection bimini and dodger.

    Take the helm “Learn to Sail” for a thrilling sailing experience – light instructions upon request.

    Ideal for a team-building excursion with your work mates.

    Contact us for charter information

  • 48′ NINTH WAVE

    Ninth Wave Yacht Rental

    Available for charters from May through October.

    Cruise Newburyport on your private sailboat catamaran. Ninth Wave Sailing Charters is the first commercial sailing vessel built in Newburyport in 100 years. Sail out of the harbor and raise sails in the open ocean, past Plum Island Sound and head north or south along the coast as the wind dictates. Guaranteed steady sailings – two hulls and attentive crew who allow charter guests to take the helm, raise the sails or just sunbathe while underway on a sunny afternoon.

    The 48′ Ninth Wave is a beautiful Catamaran located in historic Newburyport. Deck space is spacious at 900 square feet and when it is not guided by the winds of the Atlantic it is powered by Twin inboard Yanmar 56hp diesel engines. The Ninth Wave tops off at 12 knots by motor and 16.5 knots by sail. With the capacity to hold 48 passengers the Ninth Wave is perfect for parties large and small.

    Some amenities the Ninth Wave offers are: Comfortable seating, food station/bar, two very spacious marine heads (toilets) with comfort stations, two netted trampolines forward for the adventurous!

    There is ample seating area under the fiberglass top deck and even more area under the sun! Drop down windows can be lowered for protection on three sides from inclement weather.

    – She is held together with 2000 black locust treenails (pronounced trunnels) and with silicon bronze fasteners.

    – She is planked with white oak below the waterline, mahogany above the waterline, has white pine bulwarks and white oak rail caps. – The white spruce used for the original masts, gaffs, and booms came from trees grown on Hog Island, Essex that were donated by the Trustees of Reservations. (The mainmast and foremast have since been replaced with new masts that Tom made out of laminated Douglas fir).

    “Ninth Wave” takes her name from Celtic folklore. The Irish used to stand on the shore and count the waves coming in from the horizon. The Ninth Wave represents the border between the known and unknown worlds. We strive to push that border ever seawards as we expand our understanding of the world ocean and its infinite ties to our lives on land.

    Contact us for charter information



    Liberty Clipper rental yacht

    Available for charters from May through October.

    LIBERTY CLIPPER Tall Ship is one of a kind in Boston. A replica of the renowned Baltimore Clippers made famous over a century and a half ago for their speedy rounding of Cape Horn. Newly adorned Grand Salon and modern guest facilities. Interior meetings or dining for up to 28 in the Grand Salon. Two level main deck for flexibility in event planning. A full height mid-ship awning which, together with the Grand Salon, provides covered decks from bow to stern.

    Create a CORPORATE TEAM BUILDING event where each guest can take the helm, hoist the sails, navigate and learn to sail together. All Team Building programs are customized to your goals. Consider the most romantic SHIPBOARD WEDDING at sea. We enjoy creating themed events such as the Boston Tea Party, Pirates of the Caribbean, Sea Shanty Cruises and more ideas.

    Dolphins swimming under the bow

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  • 49′ WINDFALL

    Built by Hinckley Yachts in Southwest Harbor, Maine, she is an elegant, traditionally styled 49’ proper yacht. A full array of amenities; a spacious center and private aft cockpit each contribute to an enjoyable and comfortable sail. Looking to fish? The Captain does the filleting! BYO gear is encouraged. Available for Day, Weekend and Week long charters.


    Windfall rental yachtContact us for charter information


    Sail Yacht Independence Video


    INDEPENDENCE is a 65′ Macgregor sail yacht that recently had a complete refit. An impeccable sailboat, she is simply designed and has a beautiful, clean interior. She is equipped with a large awning for sun protection.

    Take the Helm or Learn to sail in Boston or the North Shore. Bring your own food or let us arrange for you!

    Independence rental yacht

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    Tupelo Honey rental yachtExperience and enjoy the comfort of the Tupelo Honey! With all the modern amenities upon our beautiful boats and Captain Donald as your host you’re sure to experience a wonderful day of sailing with memories to last a lifetime. This beautiful sail boat holds up to 12 passengers and offers breathtaking panoramic views as you sail the Atlantic. Perfect for a romantic dinner under the moonlight or corporate team building excursions. Contact Carol Kent Yacht Charters today to book your reservation for the Tupelo Honey today!


    You won’t find a better way to boost morale and promote unity among team members than sailing across the bay. Your team will participate in ‘hoisting/trimming the sails’, ‘weighing the anchor’, ‘manning the wheel’, and many more team involved activities. See how your team rates when Mother Nature poses a challenge! Also, ask about our “Man Over Board” drills. Also great for Learn to Sail charters!

    Contact us for charter information