Chesapeake Bay, US Boat Rentals & Yacht Charters

Chesapeake Bay Reviews

1. 

   Haley

   Regal Bowrider 20ft Bay Fishing or Sightseeing in Fenwick Island!

   From planning to following up about our boat ride, Malcolm was amazing. He was super friendly and willing to do anything that we came up with that was reasonable and gave me plenty of suggestions. Him and his wife have been in Fenwick for over 30 years, so they know a lot about the island. Malcom’s been boating even longer, so I have no hesitation in saying you’re with an experienced captain. When we arrived, his dog Lucy who is a very experienced boating dog, warmly welcomed us and he went over some boater safety after his wife, took group pictures of us in multiple locations. We stopped at an island, where we got out of the boat to go exploring and take some cute pictures. Our planned lunch spot was not available due to low tide but Malcolm had some other great places that we could drive the boat up to and dock. I will say this, no boating trip goes completely to plan but it’s how your captain handles the curve balls that makes the experience worth it.

2. SL

   Sara

   Fishing Charter in Pasadena, Maryland

   David and Al were amazing! They were very patient with our group of 4 kids and 2 adults and helped us find the much sought after striped bass. They made the day super easy and relaxed for our family and even educated us on some of the local happenings on the water. Would and WILL definitely book again in the future!

3. LW

   Lyndon

   Fishing Charter in Pasadena, Maryland

   Amazing Experience! Captain David was excellent, very accommodating and knowledgeable. He took us out and we caught fish. We had a great time and got back safe. Cant ask for a better experience. I will definitely repeat and recommend his service. Thank you again Captain David!

4. DC

   Donte

   New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland

   From start to finish, the entire experience was seamless and professional. There was zero chaos—everything ran like clockwork. The crew was exceptional: friendly, attentive, and incredibly knowledgeable about the Chesapeake Bay and Annapolis. The yacht itself was spotless and in pristine condition. From the moment we arrived, the crew went above and beyond—helping us load in, beautifully setting up our catering, keeping our group refreshed with drinks and snacks, and later packing up leftovers and loading them into our car. Every detail was handled with care. If you’re considering a yacht rental, don’t hesitate—this experience was truly top-notch. We’re already looking forward to booking again!

5. BA

   Brittney

   Proline 23ft Center Console Fishing Boat for Charter in Suffolk

   My first time on a boat and it was absolutely amazing. He made sure we were comfortable. During the trip I began to get a little motion sick but he took care of me. Our trip couldn't have been better. Thank you so much making my birthday so fun and memorable.

6. JC

   Jamie

   Fishing Charter in Pasadena, Maryland

   Captain Dave is outstanding and he is absolute 💯 🔥 on the water. Thank you for hospitality and providing my son the experience of a lifetime. You didn't have to be this awesome, but my son, will never forget! Salute