Top rated cruising catamaran rentals in Annapolis, Maryland.

Cruising Catamaran Reviews in Annapolis

1. 

   Danika

   Charter 44' Orana Cruising Catamaran In Deale, Maryland

   We had the best time! Everything was perfect! Rob communicated well! The boat looked exactly like the pictures. It was enough space for my 10 guest party! We sailed out for 7hrs and it still didn’t feel like enough time! I’m so glad I went with this boat and will be using it again in the future. Best birthday ever!!!

2. JH

   Jennifer

   Charter 44' Orana Cruising Catamaran In Deale, Maryland

   Rob was so communicative and helpful throughout the entire booking process, and our experience on the boat was even better! Not only was it a beautifully appointed vessel, but our captain Adam took such wonderful care of our group. We can never outdo this day-- just plan when we can do it again!

3. 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!

4. SH

   Sophia

   Charter 44' Orana Cruising Catamaran In Deale, Maryland

   This trip was above and beyond ! The boat is spacious, beautiful, and comfortable. Everything was seamless and we spent a wonderful time sailing, swimming, and relaxing on the various parts of the boat.

5. KC

   Kevin

   Charter 42' Lagoon Catamaran in Annapolis, MD

   Adam Yearwood is a fantastic captain! His boat is beautiful and he is well organized. We did a team outing sailing around the Chesapeake and had an awesome time - I highly recommend working with Adam!

6. KM

   Kevin

   Charter 44' Orana Cruising Catamaran In Deale, Maryland

   Captain Rob and First Mate Jen were wonderful. Both were super friendly and attentive, which made for a relaxing trip. And the boat had more than enough room to fit our group of 9 comfortably.