Schooner Sailing

Schooner Woodwind Sailing Cruises    

schoonerwoodwind.com
Tripadvisor (410) · Boat tours in Annapolis, United States
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The classic, wooden 74-foot Schooner Woodwind sails on multiple cruises daily (in season) for public and private charters. Capacity is limited to 30 guests for public cruises (40 guests for private …
The classic, wooden 74-foot Schooner Woodwind sails on multiple cruises daily (in season) for public and private charters. Capacity is limited to 30 guests for public cruises (40 guests for private charters) on each of our twin schooners. Whether a couple, family, party or corporate, we can accommodate you. Come Sail Away!

Reviews

Tripadvisor
5.0/5 · 410 reviews
5-star
95%
4-star
2%
3-star
1%
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1%
1-star
1%
Recent reviews
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Nov 4, 2024
This two hour sail was great! The captain and crew are very knowledgeable and friendly. The boat I was on (there’s only two) was used in a scene in a movie! We learned several things about Chesapeake… Full review by Amanda O
Oct 26, 2024
Brought my mom out on the Woodwind II for her birthday and it was absolutely wonderful. Cap'n Mickey & the crew were fantastic, very informative, & funny. It was incredibly peaceful. Looking forwa… Full review by Casey D
Sep 27, 2024
Outstanding experience from start to finish. Young but experienced crew of Capt. Delaney with mates Makenzie & Shawn were knowledgeable, personable and eager to help a couple of land-lubber seniors. … Full review by Alexander C
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Questions & answers

Q:
Would elderly people have problem boarding?
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You must be able to take a step up or down once on board. There are lots of crew members to help you!
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Q:
I am really interested in sailing but have never been. My goal is to one day live aboard and travel. Will there be an …
Q:
I am really interested in sailing but have never been. My goal is to one day live aboard and travel. Will there be an opportunity to learn some sailing tips on the two hours trip? Also can the trip accommodate a heavier person (350 lb.) with no mobility issues?
A:
the 350 lb person cn sit up front no problem. My mother went AND she does have mobility issues. My husband is a sailor and I would not say this is a place to "learn" Taking a course at …
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the 350 lb person cn sit up front no problem. My mother went AND she does have mobility issues. My husband is a sailor and I would not say this is a place to "learn" Taking a course at JWorld would be more up your ally. however the crew is great about talking about what they're doing. but they are busy handling customers, and dealing with sails.
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Q:
Do you have sailing trips on Labor Day? Time? Price?
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The boat is very nice and the crew and Capt couldn't be better. Unfortunately if the wind isn't up you are in for a boring trip...
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Q:
Hi, I am thinking about this activity for my grandsons aged 3 and 9. How well do active 3 year olds do on the boat and is it …
Q:
Hi, I am thinking about this activity for my grandsons aged 3 and 9. How well do active 3 year olds do on the boat and is it allowed?
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There is another nice boat out of Annapolis - it's a Priate Ship - specifically for kids. They dress up and it's great for small children. The Windwood for the evening cruise was mostly …
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There is another nice boat out of Annapolis - it's a Priate Ship - specifically for kids. They dress up and it's great for small children. The Windwood for the evening cruise was mostly adults so not sure about daytime, but I'd definitely check out the Priate boat !!!!
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Frequently asked questions

Q:
I have a mobility issue, or I am traveling with someone who has a mobility issue, is this cruise suitable?
A:
The Woodwind boarding ramp is approx 22″ wide with rope handlines on one side (crew members will offer their arms and hands to help guests board). The...
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