28' Classic Sloop in Rockland, Maine

6 reviews
8 bookings
3 hours minimum

Join the classic Maine sloop Olive as she sails on Penobscot Bay Maine. Private charters only for up to 6 people. Rates as low as $150 per hour (minimum of 3 hours). • $150 per hour. What You Can Expect: Guests are invited to bring their own food and beverages. There are some great local places that prep delicious meals to go. We would be happy to recommend one. We always have a hearty supply of bottled water and Tootsie Pops. The Olive is perfect for weddings and anniversaries. If you or a member of your party have any special needs or disabilities please let us know. We go out of our way to accommodate everyone as best we can.  

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

Owner:Captain Neal

Born in Brooklyn New York in 1956, Neal Evan Parker started sailing the waters of New England as a teenager. Encouraged by early mentors, Neal became devoted to traditional sailing craft. He spent many years building ship models as well as working on full sized sailing vessels.Neal became a licensed captain by age 20. Since then he has skippered over a dozen schooners and traditional craft. In 1986 Captain Parker purchased and restored the 67-foot schooner Wendameen. Dedicating four years to her restoration, he placed the Wendameen into the Maine Windjammer business and sailed her from 1990 to 2004.After completion of the Wendameen, Captain Parker took up building and restoring ship models professionally for clients ranging from private collectors to galleries and museums.Captain Parker is also a published author whose books range from children'sand young adult stories to volumes on maritime history.In April 2005 after a run of almost 20 years Capt Neal Parker sold his beloved schooner Wendameen. Besides continuing to sail in the summer he is devoting his time to ship model work, writing and being a full time father.

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September 2021
October 2021
November 2021
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6 reviews

5.0 out of 5!

  • Listing Accuracy

  • Departure & Return

  • Vessel & Equipment

  • Communication

  • Value

  • Itinerary & Experience

  1. RH

    We really enjoyed our trip with Capt Neal aboard the Olive! The Rockland coast was beautiful and we appreciated Capt Neal’s company and knowledge of sailing. We hope to come back to the Rockland area again and recommend this trip!

  2. AM

    Neal is great. Awesome guy, terrific conversation, and very experienced. What a great day on the water!

  3. JH

    Lovely afternoon sailing with Captain Parker! Recommend this for anyone wanting to spend time on the water while in the area... know Captain Parker is a man of many talents and has many stories to share!

  4. BH

    Great time on the water! Captain Neal was a pleasure to be with.

  5. MB

Features & Details

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

Approximate Location

You’ll get directions to the departure location when you make a booking.

The boat's approximate location on a map

Cancellation Policy

Full refund up to 30 days prior.

Additional Terms & Information

Payment is requested at time of reservation. Once bookings are approved, there are no refunds for cancellations.  Full refunds may be given if Captain Parker needs to cancel due to weather.   

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