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Page 113 of 404 • 9,686 listings
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Chesapeake Bay
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Rudolf
Welcome Aboard Optimystic! Create a beautiful memory on the water.
Charles and his wife are amazing people who went above and beyond to offer us an amazing sailing experience all while teaching us about the various aspects of boating life. Book them for your next adventure, you won’t be disappointed.

Lida
53’ Navigator Motor Yacht on Lake Union with Captain Included!
An unforgettable family experience! We booked Captain Erik for a 2-hour charter on Lake Union for a family birthday, and everything was absolute perfection. Captain Erik was incredibly accommodating, a seasoned professional, and welcoming—he also allowed us to bring our 50 lb dog on board, who loved lounging on the back deck! The luxury 53' yacht is spacious and comfortable. Cruising from Lake Union through the Montlake Cut and out to Lake Washington provided stunning views of the Seattle skyline and houseboats. We couldn't have asked for a better captain or a smoother trip. Highly recommended!
JM
Jennifer
🌟 26ft Private Boat in Puerto Vallarta - 8 people🐋
Karla was an excellent boat host! She was attentive to correspondence and questions prior to departure and met us at the boat to greet us in person before our outing. Her staff on the boat was excellent - we told the crew that we wanted to whale watch and they found and followed the whale sightings. We even got right up next to some of the whales, almost within touching reach! They took pictures of our family for us on board and even slowed to a stop when my 70 year old mother wanted to climb up front on the boat. Would highly recommend!
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!

Elisabeth
Welcome Aboard Optimystic! Create a beautiful memory on the water.
Charles & Renee were amazing! We booked last minute and enjoyed an awesome afternoon on The Optimystic in Chesapeake Bay!! We can’t wait to sail again!! Charles is an excellent Captain and host. A good teacher as well! Have an awesome winter!! See you in the Spring!! Charlie, Beth and Sam (Class of 2026) ⚓️⚓️⚓️
DC
Debbie
Delta Luxury Yacht Experience !!
We had such a nice time on Captain Ray’s boat! He is a great host - competent, courteous and kind! We appreciated the extra steps he took to make sure we had fantastic time. The boat is super comfortable and was perfect for our party of 11. We would definitely sail again with Captain Ray and his copilot Anthony!