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Annapolis Sailing Cruises

4.8

About this business

Location details

80 Compromise St, Annapolis, MD, 21401, United States

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WeekdayScheduleStatus
Mon9:00 a.m. to 5:00 p.m.
Tue9:00 a.m. to 5:00 p.m.
Wed9:00 a.m. to 5:00 p.m.
Thu9:00 a.m. to 5:00 p.m.
Fri9:00 a.m. to 5:00 p.m.
Sat9:00 a.m. to 5:00 p.m.
Sun9:00 a.m. to 5:00 p.m.
4.8635 reviews
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Steven Klein's profile image
Steven Klein 
recommend  Recommended
6 years ago

Very nice experience I would do it again 

Jane Leckert's profile image
Jane Leckert 
recommend  Recommended
6 years ago

Amazing trip and Schooner crew! 

Benny Garvey's profile image
Benny Garvey 
6 years ago

This was our second yearly trip on the Schooner Woodwind. We had the best time on today's 12:30 cruise. Even though it was in the low 90's, the 10 mph breeze made it awesome. We moved along at a good clip. Our son and daughter really enjoyed taking the helm. Captain John and the crew were the best. We plan to visit again this fall. Thank you very much for another fantastic trip! 

John Strange's profile image
John Strange 
recommend  Recommended
6 years ago

Very fun outing. Beautiful trip. The young staff was amazing!!!! 

Michael Maker's profile image
Michael Maker 
recommend  Recommended
6 years ago

Great day on the bay. A little wind would have been nice, but I can’t blame Woodwind for that. 

Elizabeth Decker's profile image
Elizabeth Decker 
6 years ago

I scheduled this for a bachelorette party and everyone had a great time! Parking is always a nightmare but we were able to park right next door at the Yacht parking then ate lunch at Pussers and walked right onto the boat from there. Easy! We will definitely be back to try to do the sunset cruise! 

Bob Nelson's profile image
Bob Nelson 
recommend  Recommended
6 years ago

We wanted to have a wedding that was special for our guests, and gave us the chance to sit back and take in all the beauty of Annapolis and the Chesapeake Bay. The crew was great at pulling us all into the experience and the Woodwind II wowed us beyond our expectations. It was a perfect day on a perfect ship. We will be back! Bob & Sue 

Gregory Ruderman's profile image
Gregory Ruderman 
recommend  Recommended
6 years ago

A wonderful time, great experience. The Captain was terrific, as was the rest of the crew. They handled questionable weather extremely well, and were friendly and engaged throughout. I'd highly recommend it! 

Adina Marie Lavoie's profile image
Adina Marie Lavoie 
recommend  Recommended
6 years ago

We had a great time on a Friday night sail a few weeks ago! Can't wait to go back- awesome crew. Thank you Michael! 

Frequently asked questions about Annapolis Sailing Cruises

How is Annapolis Sailing Cruises rated?

Annapolis Sailing Cruises has a 4.8 star rating with 635 reviews. 

When is Annapolis Sailing Cruises open?

Annapolis Sailing Cruises is closed now. It will open at 9:00 a.m. 

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