By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.
Page 1 of 1 • 24 listings
49
Annapolis
Maryland
7
Selby-on-the-Bay
Maryland
47
Baltimore
Maryland
114
Washington
District of Columbia
7
Oxon Hill
Maryland
30
Arlington
Virginia
13
Fort Washington
Maryland
165
Potomac River
United States
9
Cape May
New Jersey
9
Wildwood
New Jersey
8
Lake Anna
Virginia
209
Chesapeake Bay
United States
8
Long Beach Island
New Jersey
17
Toms River
New Jersey
7
Richmond
Virginia
11
Brick
New Jersey
17
Brielle
New Jersey
8
Belmar
New Jersey

Sarah
$1100 2hrs| 39ft Regal | 13 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!

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.
LM
Liz
Welcome Aboard Optimystic! Create a beautiful memory on the water.
Charles was an outstanding guide. Before the outing (which was a birthday gift for my fiancé) he even offered to pick up a cake so that it could be a surprise. He and his wife made us feel at home right away as if we were out just sailing with friends. It was a gorgeous late afternoon / sunset sail with the option of swimming and cooking on the boat. We didn't rush back. Riding on the bow was so relaxing. He took time explaining sailing tips to my fiancé and let him drive the boat for awhile. Communication was clear. We'd love to book again with Charles and Renee!

Lauren
Charter 42' Lagoon Catamaran in Annapolis, MD
We had an amazing day on the bay with Captain Adam! He was super communicative leading up to the trip, providing amazing instruction to make it as easy as possible to get aboard. While on board the vessel was very clean and comfortable and he and his team were knowledgeable about the area. Highly recommend! They’re lovely!
RK
Richard
34' Hunter Cruising Monohull In Rock Hall, Maryland United States
Our group of four had a great three days onboard the Icarus. The boat was easy to sail and operate. No problems motoring around in the marinas, steers easy in reverse too. Jim was a great host, very responsive and knowledgeable. Highly recommend his boat to sail the Chesapeake!
hN
hornella
2016 Regal 31' Cruise The Inner Harbor, Annapolis, Hart Miller Island
It was a good choice i’m really glad i booked with them. we had a good day on my birthday, Very fun and enjoyable, The captain was good and kind. Thank you so very much!