The Best Cruising Catamaran Rentals Near Lake Michigan

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!

Sailing Catamaran along Chicago's Lakefront 6ppl $450hr. Captain included.

Another Great Day on the Water This was my second trip with Captain Russell, and it won’t be my last. The boat is better than advertised — super clean and comfortable. Captain Russell just makes it easy. He knows what he’s doing, keeps everything relaxed, and makes you feel like you’ve got your own personal captain for the day. Always a great time out on the lake with him.

47' Leopard Sailing Catamaran on Clear Lake/Galveston Bay

Booked Captain Terry's boat for my wife's birthday. Everything went perfectly!! Captain Terry suggested a sunset cruise and plotted out a great itinerary. We ended up singing happy birthday as the sunset in the background. The boat itself was beautiful and very stable. For those who get seasick, the boat does not rock very much. Captain Terry and his First mate Wayne were fantastic. Very friendly and took care of everything. This boat is all about having a great time with your friends!

Elegant 43ft Catamaran: Experience Boston Harbor in Style!

The captain and crew were amazing! The sunset cruise was the perfect end to a great weekend with friends. I definitely would highly recommend to anyone looking for a wonderful evening.

Sailing Catamaran along Chicago's Lakefront 6ppl $450hr. Captain included.

Captain Russell was incredibly hospitable and entertaining, making this Afternoon Delight even more special. On the yacht was pure bless -- sunshine, bevies, great music and stunning Lake Michigan views. Plus there's a huge Yeti Tundra hard cooler onboard with ice... just bring your fav adult beverages. Highly recommend for a fun, luxe day with your besties.

🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina

Ryan was a great host. He had an ice cooler for us, let our daughter experience how to drive the vessel, his dog, Cruiser, was super sweet. Overall great experience and would contact him again if in Charleston.