Annapolis, Maryland Boat Rentals & Yacht Charters

Annapolis Reviews

1. RM

   Richard

   38-ft Hunter 376 Sailing Adventure in Annapolis

   Capt. Alberto and his wife were awesome hosts! They were totally flexible about our schedule and it was great to hear about his prior sailing experiences. It was great to be with such an experienced host! We will definitely book with them in the future!!

2. MB

   Maya

   38-ft Hunter 376 Sailing Adventure in Annapolis

   Capt Alberto and his wife were SO AMAZING!! They taught us how to sail and we sailed across the Chesapeake. Their boat is beautiful and their company is great. I highly recommend everyone book if they are looking to sail in the Annapolis area for a few hours, learn about sailing, and have a relaxing time.

3. 

   Geoffrey

   34' Hunter Cruising Monohull In Rock Hall, Maryland United States

   Icarus is a great boat and very well equipped. The sails and everything else on the vessel are in great shape and the fact it only draws 4' 6" is perfect for the Chesapeake. I spent a week on Icarus and everything worked well. The value of chartering Icarus is undeniable. I plan to charter Icarus again. Icarus has a lot of sail area, so if the winds are strong douse the headsail early.

4. 

   Sarah

   $1100 2hrs| 39ft Regal | 12 Guests | Annapolis

   An absolutely fantastic experience from start to finish! The captain was wonderful and the scenery was breathtaking, making for an unforgettable trip out on the water. The boat was spotless, the booking process was a breeze, and everything ran like clockwork — couldn’t recommend it more highly!

5. JC

   Janna

   Hunter 42' Sailboat - Take a Charter or your Sailing Lessons on Chesapeake Bay

   We had a wonderful time on Captain Bill's boat! We booked a 2-hour charter and it was the perfect quick escape for our family of 6. The crew was friendly and welcoming. The boat had plenty of space to relax. It was a smooth, stress-free experience ideal for families or friends needing a taste of the water.

6. DC

   David

   Charter 44' Orana Cruising Catamaran In Deale, Maryland

   Our group of seven spent a fabulous half day with Captain Rob and Mate Dianna. Couldn't have been happier with the whole experience. Communication was quick and easy. On board, they were super friendly and engaging. The vessel itself was spotless and super comfortable as we hung out on the front "trampoline" area, sailing around the Bay. Thanks for such a fun adventure. We are already talking about a future engagement!