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Schooner Woodwind

80 Compromise St, Annapolis Marriott Waterfront Hotel, Annapolis, MD 21401-1810
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Review Highlights
Very relaxing

As a B-day present to myself and hubby, we took the sunset cruise (2 hour trip) on the Schooner... read more

Reviewed 17 August 2017
Teresa B
,
Bloomingburg, New York
Wonderful way to see the Bay

What a wonderful way to see the Bay when you don't own a sailboat. We thoroughly enjoyed our sail... read more

Reviewed 6 August 2017
TXGreenGal
,
Frisco, Texas
Read all 254 reviews
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Overview
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The classic, wooden 74' Schooner Woodwind sails multiple cruises daily (in season) for public and private charters. Up to 48 passengers on each of our twin schooners. Whether a couple, family, party or corporate, we can accommodate you. We also have a Boat & Breakfast available (in season) on Saturdays. Come Sail Away!
  • Excellent83%
  • Very good11%
  • Average2%
  • Poor1%
  • Terrible3%
Travellers talk about
“sunset cruise” (32 reviews)
“hour sail” (14 reviews)
Closes in 9 min
Hours
Hours Today: 10:00 am - 6:30 pm
LOCATION
80 Compromise St, Annapolis Marriott Waterfront Hotel, Annapolis, MD 21401-1810
Write a ReviewReviews (254)
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All reviews
"sunset cruise"
in 32 reviews
"captain and crew"
in 26 reviews
"hour sail"
in 14 reviews
"beer and wine"
in 9 reviews
"chesapeake bay"
in 24 reviews
"wedding crashers"
in 7 reviews
"bag of chips"
in 4 reviews
"amazing ride"
in 3 reviews
"two hours"
in 15 reviews
"wednesday night"
in 7 reviews
"relaxing afternoon"
in 4 reviews
"great sailing"
in 6 reviews
"perfect weather"
in 4 reviews
"sailing experience"
in 5 reviews
"lots of fun"
in 4 reviews
"visiting annapolis"
in 5 reviews
"severn river"
in 6 reviews
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21 - 30 of 252 reviews

Reviewed 17 August 2017

As a B-day present to myself and hubby, we took the sunset cruise (2 hour trip) on the Schooner. The sun didn't cooperate but the friendliness of the crew more than made up for it. As it was Monday night, we were treated to Dave...More

Thank Teresa B
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 6 August 2017

What a wonderful way to see the Bay when you don't own a sailboat. We thoroughly enjoyed our sail. The captain and crew of Woodwind were relaxed, knowledgeable of the area, and very friendly. The captain was really good about letting the kids in the...More

Thank TXGreenGal
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 30 July 2017 via mobile

This was our second trip on the woodwind. We took the 11:00 sail before it got too hot. This is a great way to sail the Chesapeake the old fashioned way. Everyone got an opportunity to steer the boat which was great. We did not...More

Thank Dave S
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
See more reviews
Reviewed 12 July 2017

It rained for about an hour before our "sunset cruise" and was still sprinkling when we boarded the Woodwind. The captain quickly got us out to better weather and a beautiful sail. We sailed all around the bay and several people were able to steer...More

Thank Shannon S
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 4 July 2017 via mobile

So enjoy this! Have been on the ship several times. A must when out of towner's visit. Have always gotten Capt. Jen- she is great. When it's windy- what a ride!!!!! Calm is nice, too. Going for the July 4, 2017 fireworks ride...I'm too excited!!!...More

Thank Paula H
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 2 July 2017 via mobile

We enjoyed a Father's day Sunday in the schooner and it was a good experience overall. It is a cool and different activity to do in Annapolis. The staff is very friendly. Our only bad experience was getting sea sick but that has nothing to...More

Thank MelimarB
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 11 June 2017 via mobile

This is my second time riding on the Schooner Woodwind. I came previously on a bachelorette party, and enjoyed myself in both settings. The crew is accommodating and informative. The views are spectacular. It's a perfect price for the experience. Highly recommend the sunset sail!...More

1  Thank Sarah I
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 29 May 2017

My wife and I recently went on Woodwind for the sunset cruise and boat and breakfast. The sunset cruise was amazing, the staff was amazing, and the view of Annapolis from the boats path was breathtaking. The boat and breakfast was hosted by Captain Jen...More

1  Thank AW0710
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 24 May 2017

Perfect chance to stay cool and see the sights without doing the work. If you are a sailor this is a kiddie ride. If you are a sightseer it is only 2 hours but packed with much fun.

Thank fclarkeiv
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 23 May 2017

Decided to book a sunset sail. Tickets were bought a few days in advance.. It was a very cool and cloudy evening. The sail was delightful even though the weather was not. The crew was extremely accommodating and knowledgeable which made for a lovely evening....More

Thank cesloan2
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Ask a question
Questions & Answers
Grady J
20 June 2018|
Answer
Response from nikkius2016 | Reviewed this property |
You must be able to take a step up or down once on board. There are lots of crew members to help you!
0
Votes
Kimbercat S
6 June 2016|
AnswerShow all 2 answers
Response from Bill M | Property representative |
Guests have the opportunity to help raise the sails, steer the schooner, and ask questions. You also can just sit back and relax! Captain may have suggestions of where best to take a lesson locally. Weight is not an issue... More
0
Votes
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