Sail aboard two identical, wooden 74-foot schooners that sail out of Annapolis, Maryland. Public Cruise or Private Events can be arranged. Certificate of Excellence by Trip Advisor 2014, 2015, 2016, 2017, 2018 & 2019!
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.
Operating as usual
Schooner Woodwind: Annapolis Sailing Cruises updated their business hours.
What a fantastic day! We are sailing three times today. The sunset sail is race night and the wind forecast looks to be perfect!
Tonight! Beer Tasting Tuesdays with Port City Brewing Company. Sample 3 different beers all while sailing, buy your favorite full size beer. Raise the sails, steer the boat or sit back and relax! https://www.schoonerwoodwind.com/buy-tickets-for-today-or-this-week/
Wednesday Night Racing aboard the two, 74-foot schooners! Not only do we race, but so do about 100 other sailboats as well! Afterwards, go to the Boatyard Bar and Grill for a free Devils Backbone Brewery beer with food. More details: https://www.schoonerwoodwind.com/annapolis-maryland-schooner-racing/wed-night-racing-public-sails/
Check out the festival and go for a sail on the Woodwinds! Saturday's sunset sail we will be sailing on the Bay with Pride of Baltimore II and the Schooner Lynx. Definitely a fun evening, maybe even some cannon fire! https://www.schoonerwoodwind.com/buy-tickets-for-today-or-this-week/
Visit Annapolis next weekend for the Annapolis Up Rigging Tall Ship Festival in The City Of Annapolis. www.annapolisuprigging.com
Sunset sail line up for the upcoming week. Monday, May 9, History Monday with Heather Ersts. Ťuesday Night Beer Tastings with Port City Brewing Company's founder, Bill Butcher. And then pick a team for Wednesday Night Races. https://www.schoonerwoodwind.com/buy-tickets-for-today-or-this-week/
Fun pics from last night. Wind died before rounding first mark. But we saw 🌈!
Another gorgeous evening for sailing! Taken from yesterday's sunset sail. Tonight is Wednesday night race night, and don't forget about Mother's Day this Sunday!
Tonight! Beer Tasting Tuesdays with Port City Brewing Company. Sample 3 different beers all while sailing, buy your favorite full size beer. Raise the sails, steer the boat or sit back and relax! https://www.schoonerwoodwind.com/buy-tickets-for-today-or-this-week/
Take Mom out Sailing for Mother's Day! Delicious brunch from Bread and Butter Kitchen will be aboard waiting for you if you get your tickets by Wednesday afternoon for one of the first two cruises. https://www.schoonerwoodwind.com/event/mothers-day-brunch-2022/
Sunset sail line up for the upcoming week. Monday, May 2, History Monday with Jeff Holland. Ťuesday Night Beer Tastings with Port City Brewing Company. And then pick a team for Wednesday Night Races. https://www.schoonerwoodwind.com/buy-tickets-for-today-or-this-week/
Beautiful day on the water yesterday. Today might not be as pretty, but you might have the Woodwind almost all to yourself.
Mother's Day is right around the corner! Make a wonderful memory and experience for Mom. We have a delicious brunch planned while sailing on the Bay! https://www.schoonerwoodwind.com/event/mothers-day-brunch-2022/
Photo by Jessica Sutter.
Photos from Schooner Woodwind: Annapolis Sailing Cruises's post
Tonight! First Wednesday night race! Pick a Woodwind team, watch the sunset, enjoy a Devils Backbone Brewing Company Orange Smash, and then enjoy a free drink at the Boatyard Bar & Grill. Sail is 5:30-7:30. https://www.schoonerwoodwind.com/annapolis-maryland-schooner-racing/wed-night-racing-public-sails/
A fantastic sunset sail last night! TODAY we have Sunday Funday today, serving mimosas and other brunch cocktails all day long. Wednesday night racing starts this Wednesday, April 27!
Sunday Funday! Every Sunday! Sail on a 74-foot schooner on the Chesapeake Bay. Raise the sails, steer the boat, or sit back and relax. https://www.schoonerwoodwind.com/buy-tickets-for-today-or-this-week/
Looking for a couple more crew members for the 74-foot Schooner Woodwind. Some boating experience is a bonus. Please share to friends and family. https://www.schoonerwoodwind.com/contact-us/employment-2/
Great sailing yesterday! Saw Pride of Baltimore II sailing in the Bay. We sail every day, even if its only you! We have no minimums we need to reach. Join us!
First sail of the season was amazing despite a bit of rain on the last sail. I just wish I got the photo of the 🌈 . 15-20 knots of breeze on all sails. We are sailing all day today, join us.
Tonight! Join us at Hysteria Brewing Company for the release of our Seas the Bay IPA. We'll be there around 5pm with some giveaways.
It's back and dropping this Friday, 4/15! Seas the Bay, our American IPA with pineapple, lime and ginger is made for the Schooner Woodwind: Annapolis Sailing Cruises in Annapolis. This year, you'll only be able to find this on the boat, here at the brewery and at Hysteria Taphouse.
You motorboating son of a beer, you.
Our first sunset sails are this weekend from 5:30-7:30! Raise the sails, steer the boat, or sit back and relax! https://www.schoonerwoodwind.com/buy-tickets-for-today-or-this-week/
Woodwind II is back in town! Well sort of, they are doing docking drills and sail training with the new crew. Sail with us this weekend! Thanks to one of our favorite beer reps, Steve, from DC Brau Brewing Company for the pictures. https://www.schoonerwoodwind.com/buy-tickets-for-today-or-this-week/
Come celebrate with us this Friday night at Hysteria Brewing Company in Columbia, MD. We are so excited to have this beer back aboard! We've ordered so much of this beer, it should last through October! If you come out after 5pm- look for some of the Woodwind crew, we'll have some special giveaways. And then sail with us this weekend!
It's back and dropping this Friday, 4/15! Seas the Bay, our American IPA with pineapple, lime and ginger is made for the Schooner Woodwind: Annapolis Sailing Cruises in Annapolis. This year, you'll only be able to find this on the boat, here at the brewery and at Hysteria Taphouse.
You motorboating son of a beer, you.
We are getting ready for Schooner Woodwind and Woodwind II's first sail this weekend! Staining then varnish is happening! (photo: S. Horvat) Buy tickets here: https://www.schoonerwoodwind.com/buy-tickets-for-today-or-this-week/
We are so excited to be sailing soon! This weekend is the start of our sailing season. Join us for a sail and spend some time in Annapolis for the day. https://www.schoonerwoodwind.com/buy-tickets-for-today-or-this-week/
Opening day next Saturday!! Join us for the first sails of 2022! Meet our new crew and see some familiar faces.https://www.schoonerwoodwind.com/buy-tickets-for-today-or-this-week/
Looking for a couple of crew to start in May. College students are welcome to apply. Looking forward to a great sailing season! Join the fun. Also hiring for dock staff that work on the piers of Pusser's. https://www.schoonerwoodwind.com/contact-us/employment-2/
Launching of Woodwind
Woodwind II getting launched!
Want to get paid to sail? Schooner Woodwind: Annapolis Sailing Cruises is looking for crew to start in April for full-time work through October. These two, identical, 74-foot schooners are so much fun to sail and we have the best guests aboard! The average amount you will make averages out to $20/hour including tips. Some sailing experience is necessary, more info here: https://www.schoonerwoodwind.com/contact-us/employment-2/
Best view in Annapolis!
CUSTOMER SERVICE REPRESENTATIVE:
Schooner Woodwind & Woodwind II are identical 74-foot sailing yachts available for public sailing and private charter departing from the Annapolis Waterfront Hotel.
Since 1993 the Woodwinds have been a family-owned and operated company.
CUSTOMER SERVICE REPRESENTATIVE RESPONSIBILITIES:
• You will be the first impression of Woodwind customers, we are looking for an alert, enthusiastic, and
outgoing person to greet and help our patrons
• Serve as the front line person for our customers and concierge for visitors by answering questions and
providing directions
• Sell tickets by phone and in-person for Schooner Woodwind sailing cruises
• Answer phones and respond to emails
• Accept docking reservations for small wharf-side marina
• Inform dock staff and crew of daily activities
• Computer, administrative, and clerical duties
BACKGROUND:
Customer service, hospitality or retail experience is required.
Point of sale/Reservation software experience is helpful.
Friendly and safety-minded.
Boating knowledge or enthusiasm for boating is a plus.
QUALIFICATIONS:
• Excellent oral and written
communication skills
• Computer skills
• Phone skills
• Math skills
• Problem solving
• Local area knowledge
• Detail-oriented
• Quick learner
• The ability to multitask
• Teamwork
• Professional
• Reliable
• Confident
COMPENSATION:
The Customer Service pay range is commensurate with experience. The hourly wage ranges from $14 to $15 per hour. There is a work commitment incentive for qualified employees.
OTHER COMPENSATION
Our standard employee perks include the ability to bring friends & family aboard the Woodwinds when seats are available and employee discounts at Pusser’s Caribbean Grille Restaurant and Store.
Looking for Dock-Hands to work the Dock at Pusser's Caribbean Grille and the Annapolis Waterfront Hotel, Autograph Collection. Mid-April through October. Part-Time and Full-Time options available. More info at https://www.schoonerwoodwind.com/contact-us/employment-2/
Launch day is tomorrow! Captain Jen will go LIVE in the morning on Facebook. Everyone got a lot of work done yesterday especially getting the shrink wrap covers off and recycled through the Marine Trades Association of Maryland program. (Season starts April 16!)
Looking for Dock-Hands to work the Dock at Pusser's Caribbean Grille and the Annapolis Waterfront Hotel, Autograph Collection. Mid-April through October. Part-Time and Full-Time options are available. More info at https://www.schoonerwoodwind.com/contact-us/employment-2/
Monday | 10am - 5pm |
Tuesday | 10am - 5pm |
Wednesday | 10am - 6:30pm |
Thursday | 10am - 6:30pm |
Friday | 10am - 6:30pm |
Saturday | 10am - 6:30pm |
Sunday | 10am - 6:30pm |
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