Schooner Woodwind: Annapolis Sailing Cruises

Schooner Woodwind: Annapolis Sailing Cruises Sail aboard two identical, wooden 74-ft schooners from Annapolis, MD. www.schoonerwoodwind.com We sail seasonally from mid-April through October.
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Welcome Aboard... our two beautiful, wooden 74-foot schooners, Woodwind and Woodwind II, for a true sailing experience in Annapolis, Maryland. Annapolis is "America's Sailing Capital" in the heart of the Chesapeake Bay. Help raise the sails, steer the boat, or simply sit back and relax as "Woodwind" sails from the historic waterfront, past the Naval Academy and cruises into the Bay. Our staff is available year round to answer questions and help you plan your Woodwind sailing cruise!

And we have a Winner in our 2024 Photo Contest for the Schooner Woodwind! Congratulations to Ken Smith from La Plata, MD...
12/18/2024

And we have a Winner in our 2024 Photo Contest for the Schooner Woodwind! Congratulations to Ken Smith from La Plata, MD and his photo "A Bridge too Far" . Thank you to everyone who voted.

It is not too late to get your loved one the gift of sailing. Gift certificates can be printed at home or sent by an email. Quick and Easy! https://schoonerwoodwind.com/ships-store/schooner-woodwind-gift-cards/

📷 Last call! Vote for your favorite photo before 1pm today! Just a click will make someone's day! Thanks! ❤️
12/18/2024

📷 Last call! Vote for your favorite photo before 1pm today! Just a click will make someone's day! Thanks! ❤️

Please remember to vote on your favorite photo or photos. This contest runs till 1pm tomorrow.
12/17/2024

Please remember to vote on your favorite photo or photos. This contest runs till 1pm tomorrow.

We need your help! We had over 550 entries this year and our employees have narrowed down our favorites to these Top 10....
12/10/2024

We need your help! We had over 550 entries this year and our employees have narrowed down our favorites to these Top 10. The vote will be calculated by all "likes" and "comments" on each individual photo. To "VOTE" please react to the post by liking, and also commenting. The photo with the most engagement (likes plus comments) will win a $200 gift card to sail with us in 2025. Voting ends at 1pm, on December 18.

"What do you do all winter!?!" One of the most asked question we get. Here's one of the many projects going on right now...
12/06/2024

"What do you do all winter!?!" One of the most asked question we get. Here's one of the many projects going on right now: New anti-skid paint on the cabin tops, engine box and fordeck on Woodwind. We will be showcasing our other projects throughout the winter SPA season for the boats. Give the crew some love ❤️ for their hard work!

The Spirit of the Holi-Bay1. Water Spirits by Sherry Bowman, Arlington, VA2. Awesome Experience by Sharon Gatt, Annapoli...
12/03/2024

The Spirit of the Holi-Bay

1. Water Spirits by Sherry Bowman, Arlington, VA
2. Awesome Experience by Sharon Gatt, Annapolis, MD
3. Boat Life by Garnette Wilkins, Hyattsville, MD
4. Engel Family by Mary Karen Engel, St Louis, MO
5. Happiness! by Rudolph Uebersezig, Leesburg, VA
6. I'm the Captain Now by Katie DePetris, White Hall, MD
7. Sail the Bay by David Dannemiller, Arlington, VA
8. Sailors in Training by Kristy Krueger, Cockeysville, MD
9. The Captain by Jennifer Crews Carey, Annapolis, MD
10. Woodwind II Flag by Barbara Brawn, Annapolis, MD

** TOMORROW AT MIDNIGHT IS THE LAST DAY TO ENTER OUR PHOTO CONTEST

📸 https://schoonerwoodwind.com/schoonerwoodwind-photo-contest/

Meanwhile at the Yacht Yard 😎We're varnishing the blocks of wood that hold the winches to the varnished wood area in the...
11/23/2024

Meanwhile at the Yacht Yard 😎

We're varnishing the blocks of wood that hold the winches to the varnished wood area in the cockpit -- And we made it festive!!

📸 Sophia Moyer

When your guest buys a shirt and becomes a crew member 🤣I’m the Captain Now! 📸Kristy Krueger, Cockeysville, MD✅In case y...
11/22/2024

When your guest buys a shirt and becomes a crew member 🤣
I’m the Captain Now! 📸Kristy Krueger, Cockeysville, MD

✅In case you didn't know, we have a frequent sailor program. ✅✅✅✅✅Come sailing with us five times and then your sixth sail is free!! PLUS you get a free Woodwind CREW t-shirt because by then, you have earned it!!

https://schooner-woodwind-ships-store.myshopify.com

The Future of Sailing1. Post Commissioning Fun by Melissa Mason, Old Saybrook, CT.2. Hero Shot by Arthur Gutting, Midlot...
11/20/2024

The Future of Sailing

1. Post Commissioning Fun by Melissa Mason, Old Saybrook, CT.
2. Hero Shot by Arthur Gutting, Midlothian, VA.
3. 10-Year-Old Captain by Jacque Vedra, Golden, CO.
4. First Time...The Best One! by Meghan Bahl, Lutherville, MD
5. Crazy Junior Captain by Srinivas Rao Kanyagundla, Herndon, VA.
6. Oatmeal Raisin by Laura Tompkins, Edgewater, MD.

📸 2024 Photo Contest ends at midnight on December 4th!!
Enter to win a $200 gift card!!

Wrap it up! The maintenance period has started for the Woodwinds. Each fall, we look at the projects for the new year to...
11/14/2024

Wrap it up! The maintenance period has started for the Woodwinds. Each fall, we look at the projects for the new year to keep these boats in top condition. Over the next couple of months, we will share some of the projects we are working on with before and after pics, too. Let us know your questions for our maintenance team and we will answer them soon in a new video series.

Helm Sweet Helm ⎈ 1. Two Captains by Dan Sheehan, South Bend IN"Captain Jen leading Junior Captain Kristin!"2. Captain-t...
11/12/2024

Helm Sweet Helm ⎈

1. Two Captains by Dan Sheehan, South Bend IN
"Captain Jen leading Junior Captain Kristin!"

2. Captain-to-Be by Serhat Arslan, Istanbul, Turkey
"This is my wife enjoying her spontaneous Sunday afternoon event 2 weeks after getting her sailors license. She was more interested in the way the sails work than beautiful Annapolis. It was a win anyway!"

📸 2024 Photo Contest
https://schoonerwoodwind.com/schoonerwoodwind-photo-contest/

Now it feels like the end of the sailing season! We'll be back sailing in mid-April. Spa time for the boats. We'll showc...
11/07/2024

Now it feels like the end of the sailing season! We'll be back sailing in mid-April. Spa time for the boats. We'll showcase some projects over the winter with our top notch maintenance team. Thanks everyone.

Address

80 Compromise Street
Annapolis, MD
21401

Telephone

(410) 263-7837

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Videos

Ornaments
Ornaments

You asked for it and now we have more Schooner Woodwind Ornaments!! Thank you Citizen Pride! https://schooner-woodwind-ships-store.myshopify.com/products/schooner-woodwind-ornaments #sailthewoodwindawhile #sailinggifts #visitannapolis #maryland #chesapeakebay #holiday

One minute working with the clear, plastic shrink wrap.

Woodwind II Rising 😎 #sailthewoodwindawhile #schooners #annapolis

2024 Woodwind II

How Cool 😎 So much fun sailing in a race on Woodwind II with @capt_glennshephard & Colin @sailingparlayrevival during the Annapolis Boat Show! Thank you to everyone who made this possible @sailingbc @svdelos @schmoopsadventures Let’s do it again! Stay cool 🤙 Videos by @sailingbc 📸 Captain Jen and Schmoops Adventures #sailthewoodwindawhile #annapolisboatshow #sailingparlayrevival #captainglenn #svelos #sailingbc #visitannapolis #visitmaryland #tripadvisortravellerschoice2024 #spinsheet #chesapeakebaymagazine #hellyhansen #quantumsails #utube #sailing

How to find the Schooner Woodwind at the US Sailboat Show. (hint at the very end of dock F2). We will be sailing a few times today. If you want to sail with us, buy your combo tickets at least one day in advance or buy your tickets at our booth. More info: https://schoonerwoodwind.com/public-sailing-cruises-annapolis-maryland/sailboat-show/

The moment we crossed the Thimble Shoal finish line of the The Great Chesapeake Bay Schooner Race for line honors.

Thomas Point Shoal Lighthouse Cruise October 5 @ 10:00 am - 1:00 pm https://schoonerwoodwind.com/event/thomas-point-lighthouse-cruise/ #sailthewoodwindawhile #thomaspointlighthouse #lighthouses #schooner #chesapeakebay #annapolis

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