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Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.Sailing the Dream aboard Dream CatcherCaptain Bill invites you to find your Sailing Dream on Chesapeake Bay.Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.

Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.

With Captain

5.0(29 reviews)
·
63 bookings
·

Take a sail on beautiful Chesapeake Bay or take some Beginner or Advanced Sailing Lessons on a big boat. FOR SCHEDULING PURPOSES, WE REQUEST YOUR RESPONSE WITHIN 3 DAYS OF RECEIVING AN OFFER FROM US We offer Two different "Sailing Experiences" - Charters with Guests up to 6 persons maximum; - Beginning and Advanced Sailing Instructions CHARTER SAILING OFFERINGS: Enjoy the Chesapeake Bay by boat! Charter this 42ft Center Cockpit Hunter Passage for up to 6 people. Rates are comparable to other Charters around the middle Chesapeake Bay region, For the charter, due to certain government and insurance restrictions we can provide ice and water only. However, You may bring whatever "Picnic" food and drink you wish (BYOB). There is ample refrigeration and a cooler on board. Due to certain government and insurance restrictions, there is NO swimming off the boat. DRUGS: Unless otherwise designated as prescription or "over the counter", no drugs period. Though marijuana is legal in Maryland, it is not legal on the Federal level and thus not legal on this vessel as it is USCG Documented and the Captain is federally licensed. The presence of any illegal drugs will constitute an immediate termination of the charter with no refund of any monies. Sorry. Smoking on the boat is allowed. Covid Masks are not required but may be worn if desired. There is ample fore and aft deck area to use for your enjoyment as well. Full and partial sunbathing is allowed. There is a multi-speaker sound system with hookup to various stations such as Pandora etc. through your smart phone. United States Coast Guard Licensed Captains and fuel costs are included in the charter costs. YOU DON'T PAY EXTRA!! If you are Active or past Military, EMS, Police or Fire Service, there is a $50.00 discount of the total cost. Sailing Instructions, Beginner to Advanced - by USCG Licensed Instructors Send us a request through GetMyBoat and we will send you details of the various Sailing Course offerings. We reserve the right to terminate any charter or sailing instruction upon actual or indications of Adverse Weather conditions. Refunds or rescheduling will be discussed accordingly. If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Send Inquiry” and send us an inquiry for a custom offer. Upon acceptance of the offer (i.e. booking the charter,) you will be contacted by the Captain directly to work out charter logistics. Due consider us and remember we are fighting the inflation by keeping our rates nearly the same as last year!! - And Remember: If you think you should be receiving e-mail correspondence and you are not; CHECK YOUR SPAM/JUNK MAIL

Bill

Bill

63 total bookings
Capacity
6 guests
Sailing
Cruising Monohull

Reviews

5.0 (29 reviews)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Awesome
  • Itinerary & Experience

    Awesome
  1. Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
  2. Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
  3. Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
  4. Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
  5. Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
  6. Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
  7. Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
  8. Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
  9. Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
  10. Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
  11. Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
  12. Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
26 photos have been added by reviewers who booked this listing.
  1. WB

    Winnie

    Capt. Bill was so accommodating and great with his communication. We had an emergency and he was very understanding. He gave my nine year old great information about the boat and the waters. He and Jonathan were very kind during our charter. It was a great first sail for our family!

  2. AH

    Angela

    Captain Bill was absolutely marvelous!! The trip was amazing!! My guest and I chartered a three hour venture and had the wonderful adventure! We celebrated my cousin’s birthday and everyone was elated to ride with such a great captain! He went above and beyond to make sure we had a joyous occasion! His personality was second to none!! I extremely recommend you charter him for your next boat ride!! You will not be disappointed!!

  3. NC

    Nick

    Bill was terrific at helping me learn more about handling a 42' sailboat. I'm trying to get more experience in preparation for taking a bareboat charter, and Bill's experience and mentorship was terrific. I look forward to booking with Bill again in the future.

  4. Michael
    Michael

    Captain Bill offers the best value boat charter in the annapolis area, in my opinion. My wife and I chartered captain bills boat (through getmyboat.com) to celebrate her birthday and we had a wonderful time. You can participate as much or as little in the actual sailing as you prefer. There are several comfortable areas on the deck to lounge and catch some cosmic rays, and a salon below deck if you need to beat the heat. BYOB, BYO-snacks, bill provides the ice, water, coozies, and jokes. Very fun charter, would recommend to a friend

  5. BD

    Bart

    We had a wonderful 5 hr trip with captain Bill. Great scenery and a very nice boat. Bill and his crew are very knowledgeable and easy going. All you need to do is bring your good mood, and relax. We can't wait to do it again!

Bill

Bill

63 total bookings

"FROM THE UNITED STATE COAST GUARD: Know your captain! Illegal charters are more prevalent during the summer months. Getting underway with an non-credentialed captain can be dangerous, as they are not ensured to have the proper safety training or inspections as a credentialed charter captain is. When hiring a captain to take you out on their boat, check for their Coast Guard Merchant Mariner Credential. If you suspect an illegal charter, reach out to the local Coast Guard command center. Your Captain: USCG Merchant Mariner License (OUPV - "6-Pack") 17 years. Charter Boat Captain/Operator for 17 years, Sailing Instructor 22 years. We are offering Sailing Charters, Sailing Instructions and Information Research.

Features & Details

Make
Hunter
Model
Passage 420
Length
42ft
Year
1995
  • Air Conditioning
  • Bluetooth
  • Galley Stove & Oven
  • Life jackets/required safety gear
  • BBQ
  • GPS
  • Berth
  • Inverter
  • Fuel type: Diesel
  • Single Engine
  • Dodger
  • Chart Plotter
  • Center Cockpit
  • Bimini
  • Autopilot
  • Wheel steering
  • Inboard Engine
  • Head
  • Music System
  • Sailboat
  • Charter
  • Radio

Approximate Location

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

The boat's approximate location on a map
Approximate Location

Cancellation Policy

90% refund up to 4 days prior.

Additional Terms & Information

We are not pricing on inflation. We hope our rates are less to provide you more. Take advantage of lower inflation!! SPECIAL DISCOUNT TO Military (Active or NOT), EMS, POLICE/LAW ENFORCEMENT!! DISCOUNT PRICE off final trip price. Let us know your status so we can adjust your costs!!! Cancellations from our end We will cancel in the event of violent/severe weather or issuance of small craft or Gale warnings by the National Weather Service. Rescheduling from our end We may reschedule in the event of inclement weather. Sailboats can go through hurricanes, but it isn't fun. • Complete reschedule - we may have to move the entire charter or course to another weekend • Partial reschedule - we may have to move just 1 day of a 2-day sailing instruction course to another weekend day • Note: the instructor may halt a course or Charter in the middle of a day if the weather worsens drastically. The captain reserves the right to cancel the course/charter at any time when winds exceed 20 knots, or the National Weather Service extends a SMALL CRAFT ADVISORY or greater for the sailing area. • Note: Students and charterers are advised to watch the weather forecasts and, if inclement weather is approaching, to call an hour and a half before scheduled class time. Payments and Refunds (90%) REFUND: Cancellations made 4 days or more prior to the charter date are subject to 90% refund if no new charter date is established or unless otherwise discussed with the Charter Captain. (80%) REFUND: Cancellations made within 3 days of the charter date are subject to 80% refund if no new charter date is established or unless otherwise discussed with the Charter Captain. SAILING LESSONS: Want to learn how to sail or advance your sailing skills and knowledge? Contact us regarding the courses offered, their curriculum and cost. Upon completion of a course, a Certificate of Completion, under-signed by a USCG licensed Captain is awarded to add to your Sailing Resume. RATES: - 2 Day Basic Coastal Cruising - $1300.00 per person. Includes: Navigation, Marine /Boat Safety, Under motor operations, Human Overboard Retrieval; docking and more. 16 hours - 1 Day Basic Sailing Course - $700.00 per person. Includes parts of boat, points of sail - 8 Hours - 2 Day Basic Navigation Course. $1500.00 per person. Includes, charts and chart work; course planning and plotting; on water cruising based on chart work - 14 Hours - 3 Day "Beginner to Competent" (but don't know it all); $2100.00; combines basic sailing and Basic Coastal Cruising courses Course Completion Certificates under signature of USCG licensed Captain will be presented. On request, course curriculum will be sent to prospective charter companies requesting Renter qualifications.

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