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Page 3 of 8 • 178 listings
RH
Roger
Sailing Adventure in Chesapeake Bay with 28ft Tartan Sailing Yacht!
Great vessel. Well maintained. Up to date equipment. Very relaxed.
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sadaf
$275 HR | 8 people + Water Activities
Our trip with Dilmar was amazing! He was soft spoken, laid back and helped us with our coolers/bags we brought with us. Abadi and Dilmar were in contact from the time the booking was confirmed up until our trip. We were a group of 8 girls (one wasn’t able to make it last minute) and there was plenty of room for everyone to sit and move around throughout the boat. Pricing was fair and the included water activities was a plus! We were able to play our own music via Bluetooth and use some of the space in the fridge to keep some food items cool. I would recommend get my boat to friends and family and would recommend this owner and captain as well! We will be booking again in the near future, preferably not on one of the hottest days of the summer :-)
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noelia
$275 HR | 8 people + Water Activities
This was my first time using this service and they did not disappoint. I rented this boat for my birthday and had such an amazing time with my group of friends! The captain Dilmar was such a vibe he was super friendly and a great host! Will be booking again and highly recommend to anyone looking for a good time on the water, thanks again :)
George
34' Hunter Cruising Monohull In Rock Hall, Maryland United States
Great value! Excellent sailing gear!! If you are an experienced sailor with at least one other person, you won't find a better value for day or overnight sailing near Annapolis. I will definitely be renting this boat again either with my family for the day or some buddies overnight. Took Icarus on a two night late-October trip from Rock Hall, overnight in Annapolis then St. Michaels with a couple buddies. James made the process VERY easy - very communicative and willing to go the extra mile for our convenience. This Hunter 34 sails really well (especially upwind.) It is set up that one experienced sailor and one other person can easily manage it. Comfort-wise it is probably better dockside on shore power in order to be able to utilize the cabin climate control system and power outlets for charging your phones (bring portable chargers if you won't be on shore power.) Returning the boat into the slip was a little tricky and James offered to be there to "coach us" in but we managed it on our own. The diesel was very reliable and fuel efficient - recommend you listen very carefully to James when he explains how to start it because can be a little tricky (as of Oct 2023.) Recommend you bring a handheld (or phone) GPS because as of Oct 23 the GPS is in the cabin. Bottom line - this is a great value - don't hesitate to book!!
Janessa
34' Hunter Cruising Monohull In Rock Hall, Maryland United States
We had a wonderful experience chartering Jim’s sailboat over Labor Day weekend. Jim was very accommodating, walking through the boat with us and making sure everything was in great shape before we began our charter. We sailed from Rock Hall to Annapolis and back, spending two nights aboard Icarus. His upgrades to the boat really helped make it easier to sail and more comfortable to relax in, and Jim was always readily available if we had any questions. Could not recommend this more highly, and we don’t think there’s a better charter out there for the price in the Chesapeake.
JM
John
34' Hunter Cruising Monohull In Rock Hall, Maryland United States
Jim’s boat is an amazing sailing set up for those looking for a great way to explore the Bay. The boat is equipped with everything you’ll need for a day sail or an overnight as my wife and I did. It was a great boat to explore the Bay with and Jim gave us great recommendations on where to anchor out!