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Schooner Woodwind

80 Compromise St, Annapolis Marriott Waterfront Hotel, Annapolis, MD 21401-1810
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Review Highlights
Lovely time

Absolutely loved sailing on the Woodwind!! It was so fun and relaxing! We got to do a beer tasting... read more

Reviewed 18 August 2016
Erica P
via mobile
Great time on the water

We went on the Woodwind II on the 4:00 to 6:00 p.m. time slot. It was an unbearably hot day, but... read more

Reviewed 13 August 2016
travelwise68
,
Gaithersburg, Maryland
Read all 253 reviews
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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)
Open Now
Hours
Hours Today: 10:00 am - 6:30 pm
LOCATION
80 Compromise St, Annapolis Marriott Waterfront Hotel, Annapolis, MD 21401-1810
Write a ReviewReviews (253)
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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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41 - 50 of 251 reviews

Reviewed 18 August 2016 via mobile

Absolutely loved sailing on the Woodwind!! It was so fun and relaxing! We got to do a beer tasting while on board the night I went. The views were amazing. The staff did an excellent job. Taking my family there in a couple weeks too!!...More

Thank Erica P
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 13 August 2016

We went on the Woodwind II on the 4:00 to 6:00 p.m. time slot. It was an unbearably hot day, but the wind was up and the sailing was great. The captain and crew were welcoming and knowledgeable about sailing, the boat,and the Bay. We...More

1  Thank travelwise68
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 12 August 2016 via mobile

We planned a stay at the Annapolis Waterfront Hotel for our anniversary. I booked a waterfront balcony room, which is literally right above the dock where the Woodwind I and II depart for their 2 hour cruises, four times daily. Captain Forrest and the crew...More

Thank FMCMaryland
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
See more reviews
Reviewed 1 August 2016

We are locals trying out the Woodwind on a Wednesday race night. It's a fun way to experience the water in the Spa Creek and Chesapeake Bay. Be out in the Bay as the sailboats race by! Great way to get a taste of the...More

Thank Gail B
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 31 July 2016

A great value for two hours in the sun on the bay. We did this on a whim and oops forgot sunscreen, turns out they sell it at the ticket window!. I recommend a hat during high sun hours as there is no shade. We...More

1  Thank worldtravlr2014
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 25 July 2016

It is two hours and they typically go out 4 times a day on weekends; well organized. Just a tip on seating - while it looks more comfy to sit on the seats each side of the wheel, you don't get the view or the...More

Thank southerntier
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 18 July 2016

I grew up on Maryland's Eastern Shore and have many memories of sailing on the Chesapeake Bay. I don't live near the bay now, so this was an opportunity to introduce my family to my childhood memories. The experience was top-shelf. We had a good...More

Thank Kirk S
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 14 July 2016

There was a good breeze, bright sun and a crew that was attentive and capable. It was a two hour ride, with commentary on sights and sailing by the captain. Passengers, including kids, were offered a chance to steer the schooner. I've been out on...More

Thank Kenneth M
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 13 July 2016

College Son and I took the Wednesday evening cruise, which was a race against the other schooner owned by the company. To our delight, many other boats also race on Wednesday night, so the bay was full of colorful sails--so pretty! We sat at the...More

1  Thank Momica P
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 12 July 2016

We took the kids, ages 11 & 14, on the Woodwind's sunset cruise to round out our day and half in Annapolis, which followed a tiring 5d/4n sightseeing trip of Washington DC, about 35 minutes away. This cruise was relaxing and fun for all of...More

1  Thank TravelbugMelB2015
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Ask a question
Questions & Answers
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
plymouthmom2015
2 September 2015|
AnswerShow all 3 answers
Response from BethLeath | Property representative |
Thank you for your question. Yes we are sailing on Labor Day from 10am-12pm, 12:30-2:30pm, 3-5pm & 5:30-7:30pm. The cost is $44/adult, $42/senior (over 60) & $27/child (under 12). Please visit our website to purchase... More
0
Votes
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