The Best Sailboat Rentals Near Norfolk

38-ft Hunter 376 Sailing Adventure in Annapolis

Captain Alberto and his wife are absolute jewels! We sailed with them a couple of years ago and were excited to have this time with them today. They are friendly, professional and just such a joy to be around. Will be seeing them again soon, for sure!

Luxury Stylish Poontoon

Our trip with Michael was fantastic! My family of 6 booked a trip with him on the 4th of July, and we had a great time relaxing on the water in his beautiful boat. He took us to some of the popular coves on Lake Norman until we finally settled on a sandbar. We parked and enjoyed the water with locals until our trip came to an end. 3 hours was the perfect amount of time for our group. We would certainly book with Michael again!

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!

Luxury Stylish Poontoon

Michael is the captain you want and need! The boat was super clean. He was so friendly and accommodating. We had so much fun. I highly recommend booking with Michael you won’t regret it. Vibe vibes vibesssss

38-ft Hunter 376 Sailing Adventure in Annapolis

Capt. Alberto and Graciela, the best! We had a great time and enjoyed learning about sailing with them. Everything was as described and much better. You’ll have a great time too! ⛵️☀️🩵

Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

been through a few yacht but Joe is the best host. He makes sure you will have a wonderful trip. And his boat is gorgeous, clean and spacious!