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    Capt. Billy's Charters

    4.6 (11 reviews)
    Closed • 6:00 am - 9:00 pm

    Services - Capt. Billy's Charters

    Marinas

    Boat charters

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    2 years ago

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    3 years ago

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    5 years ago

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    4 years ago

    Capt. Billy is the best. One day we saw a flying fish. Those are rare in the Chesapeake Bay!

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    14 years ago

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    Review Highlights - Capt. Billy's Charters

    “Captain Billy is probably the coolest most accommodating nautical navigator I've met in the seven seas.”

    Mentioned in 5 reviews

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    Chesapeake Bay Charters

    Chesapeake Bay Charters

    (7 reviews)

    Unfortunately I call looking for this fantastic cruise for sunset. But due to Covid-19 they weren't…read moreable to do so. Although they were gracious and thankful for the inquiry. I highly recommend them. The concern was my well being and that of their crew. With that level of concern I will sail with them when circumstances change.

    My wife and I booked an evening sunset cruise for a long weekend getaway. Carmelita and Josh were…read moreable to get us a 2 hour trip on a busy weekend in Solomons. The two of them make a great team. It's obvious from their introduction that they love sharing their passion of sailing with others. Before we even got to the dock I was in contact with Josh on the phone and email. He responded quickly and was happy to offer some amenities. Josh offered me a few pick up locations and offered to drop us at our hotel marina. Once on the boat we covered a quick but thorough safety brief. We toured the river before entering the bay. Carmelita and Josh made suggestions for restaurants and other activities on Solomons and pointed them out as we passed them. Our tour took us around Solomons Island and under the bridge at sunset. Carmelita took pictures of us the whole time and shared them with us after the tour. It was great talking with them about how they got into sailing and how they learned their craft. The boat was clean and appeared to be sound. On the way back lighting storms were surrounding us. The light show was really cool to watch. The storm was about 30 miles so there was no danger and we felt safe the Josh and Carmelita were keeping an eye on the weather. I would definitely recommend their tour or charter service. They were great hosts and provide a memorable experience. You should book your tour now.

    SailTime - Sailing the Chesapeake Bay with family and friends.

    SailTime

    (4 reviews)

    My wife and I have been sailing a few years on lakes in 25 footers and wanted to get out on some…read morebigger waters and on bigger boats. We also wanted formal training and certifications and we found this place online. We also thought seeing Virginia and the east coast a bit would have been a great time for my wife Brittany's birthday. So we flew to Virginia's SailTime courses instead of one of the the ones in our own state. We flew from California and I spoke with Connie and she was kind enough to let us stay on a 41 ft yacht (Adiona, a 41 ft Jenneua) for our stay in Virginia which saved us about half a grand on hotels. When we landed a lady named Brooke made sure we were comfortable and had everything we needed. When we got on board to unpack there was even a note waiting for us that said happy birthday. Brooke was a sweetheart for sure and we felt like family by the time we had set our bags down. She made sure of it. We met our captain the next morning. A man named Jim Lant who took us through our 101, 103 and 104 courses over the next 6 days. We had a GREAT time and I honestly didn't want to leave when we finished up our last tests. Those six days we sailed every day and every place we sailed too seemed to have friendly people there who all knew each other and our captain Jim. The first ocean sail my wife and I ever did together was from Norfolk to cape Charles and that's pretty cool. Well miss the people and sailing for sure! Everyone who loves sailing should come here and meet Connie, Jim and Brooke. You won't regret it and we won't ever forget it. Jim is the BEST captain.

    We went on a 3 hour sail from 9-12 on July 14, 2018. It was my husband and I and our 4 children…read moreages 6-15. This was truly an exceptional experience for all of us. Captain Jim was absolutely amazing. He was so patient and did such a fantastic job of teaching us about sailing and he allowed all of us to take part in one way or another. He was so good at including everyone and making sure each person received direct guidance from him. It's generally really hard to find activities that all 6 of us enjoy due to the age range but this turned out to be an absolutely perfect day. I would highly recommend Sailtime if you are thinking of trying this adventure! Working with them on scheduling was so easy and smooth as well. Be warned, you will want a sail boat afterward.....

    Capt. Billy's Charters - fishing - Updated September 2026

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