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Page 1 of 1 • 24 listings
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Elisabeth
Come Aboard and Sail Optimystic-Experience the breeze w/Lunch, Wine and Cheese
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) ⚓️⚓️⚓️
Lisa
38-ft Hunter 376 Sailing Adventure in Annapolis
Thank you so much Captain Alberto & Grace. We had a fabulous time and enjoyed learning about sailing. Thanks for trusting us to help steer and tack the boat. We had so much fun. You are a great teacher. We wish we could have stayed out longer.
Kristen
42ft Party Yacht Best of Baltimore 2023-24 Winner!
Cap Brian is AMAZINGGGGGGGGGGGGGGGGGGGGGGGGGG! He is very sweet and his communication is fast and top notch, he is very patient and fun. I had captains who were non-social and just wanted your money. He was VERY professional, social, safe and he made me and my guest feel very comfortable, and safe as well. All I will say is HE IS WORTH IT GO BOOK YOU WILL NOT BE DISAPPOINTED AT ALL! I will definitely be booking with him again and again, and again!! 10 STARS!
Megan
Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
Captain McCoy made us feel right at home from the start. He is incredibly friendly and welcoming, and he handled our large group of ladies very well! He is a host and a captain! The boat itself was even better than expected, and Captain McCoy helped us enjoy all the amazing amenities (the speaker, the mounted cameras for group pics, the giant beanbag chairs for lounging on the bow). We will book with him again!
FK
Floating
Cruise the Inner Harbor and beyond on a Monterey 350 Sport Yacht
Captain Jeff was the perfect blend of a professional and laidback host that gave us freedom to enjoy our full moon cruise. The boat is spacious, clean? and a sexy vibe for both couples and friend groups. I look forward to book in our next cruise with him!
Kasie
38-ft Hunter 376 Sailing Adventure in Annapolis
Wonderful Captain and wonderful boat! Plenty of shade above and below deck if the August heat becomes too much. We did the three hour tour, and it was a great half day length. We received a tour of downtown Annapolis and then Captain Alberto opened up the sails and we went on a beautiful ride down the river. It was fun and unique - even for those who have motor boat experience. Sailing is quintessential Annapolis and Captain Alberto was a great host.