Schooner Woodwind: Annapolis Sailing Cruises

Schooner Woodwind: Annapolis Sailing Cruises

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We are excited to announce that Schooner Woodwind: Annapolis Sailing Cruises, located in Annapolis, Maryland will now be using Gotab's all-in-one POS!

If you're in the area, and looking for a true sailing experience, check them out!
http://ow.ly/KLax50J34Wi

To read more about GoTab's service model check out https://gotab.io/en/quick-service/
Another shot from our sailboat charter with Schooner Woodwind: Annapolis Sailing Cruises - Nikon FM2n | Nikkor 35mm 1.4 AIS | Kodak TMAX 100
All Annapolis has a great contest to win a seat on the Schooner Woodwind: Annapolis Sailing Cruises. See below on how to enter!
CONTEST!!

Who is up for some Wednesday night racing on the Schooner Woodwind: Annapolis Sailing Cruises?

I have 4- seats to give away!

In the comments below, one pair will go to the person who (IMHO) leaves me a great memory of a past Woodwind experience (either from land or onboard)

And the other pair will go to a random person who publicly shares this post! Be sure to change your privacy settings so we can see that you shared it!

The contest closes at 6pm tonight (May 10)

Sorry Twitterverse, this is FB only!
Last week, my family took a sunset charter with Schooner Woodwind: Annapolis Sailing Cruises. This isn’t my usual subject matter but it was a fun exercise in composition & interesting exposure choices with the Nikon FM2n & recently rebuilt 35mm 1.4 AIS. I like how the sail produced some sunstar rays from the 9 blade aperture.
Best birthday celebration! Sailing with John, Bill and Stephanie!
Even as locals for nearly 30 years, we have been on the Schooner Woodwind: Annapolis Sailing Cruises dozens of times. This time we joined them for their #wednesdaynightraces and had so much fun! There were, what we thought were close calls with other boats, but Captain Jen was unflappable! The Woodwind continues to be our #mustdo boat excursion while in town. Book your tickets within 6 days of your visit at their website.
So excited to partner with Schooner Woodwind: Annapolis Sailing Cruises this season. Grab your tickets for the Mother’s Day cruise today!
We’re rapidly moving from winter/shoulder season into 100% summer activities! See our simplified version:

- This morning it was empty at City Dock and in the harbor…..

- Starting this weekend it’s full on boating season!

That’s right, Schooner Woodwind: Annapolis Sailing Cruises will be starting their sailing everyday, and Watermark Tours Charters Cruises are running Harbor cruises (everyday) and longer cruises to Thomas Pt Lighthouse or under the Bay Bridge (weekends)

Get in on the fun, and even better you can walk to both outings when you stay and PARK with us. This will be really convenient as downtown parking will be extremely limited starting in early May…..we are filling up through June …. Links in profile… book soon!

#bayliving #sailing #cruising #chesapeakebay #annapolis #wegotparking #visitannapolis #selectregistry #stayselect #travelerschoice #scenesfromannapolis #visitmaryland
We too are excited that Schooner Woodwind: Annapolis Sailing Cruises will start up next week. Jen and her crew are a great way to get out on the water during your visit to Annapolis!!
Hey friends... I'm beyond excited to announce that I will be touring again this Spring and Summer, and returning this coming Memorial Day May 30th is my Chesapeake Bay Sailing Concert out of Annapolis, MD. It's one of my favorite shows of the year, and I'm so happy to be doing it again! Grab some tickets and come join me for all the fun. ❤ - G.A.
Schooner Woodwind: Annapolis Sailing Cruises
Join us for a compilation of the highlights of what the T2PTV team pointed cameras at to bring you the action, the stories, the mission of events, locations, and maritime companies on and near the water in 2021!!

Chicago Yacht Club Race To Mackinac, Clearwater Marine Aquarium, Chesapeake Bay Yacht Racing Association, Bacardi Cup Invitational Regatta, Annapolis Yacht Club Regattas, Annapolis Snipe Fleet 532, Jworld Sailing Annapolis Md, Schooner Woodwind: Annapolis Sailing Cruises, Annapolis Maritime Museum & Park, Watermark Tours Charters Cruises, boats.com, Boatyard Bar & Grill, Boat Trader, Elaine Weiner-Reed, Jeanneau, U.S. Naval Academy Alumni Association & Foundation, US Sailing, J105 Class Association, J/70 Fleet 1 - Annapolis, Maryland USA, Visit Annapolis, Hospice Cup, C. Thomas Clagett, Jr. Memorial Regatta, Corinthian Yacht Club National Women’s Invitational Team Race-Thayer Trophy, Intercollegiate Sailing Association (ICSA), Eastport Yacht Club, Eastport Yacht Club Lights Parade, Severn Sailing Association, Dave Gendell, Dobbs Davis, Scott Nixon, Bruce Nairn, Carter Cameron, Lenny Rudow, M. Ashley Love, Little Treasury Jewelers, Wilkins autos

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. 05/12/2022

Schooner Woodwind: Annapolis Sailing Cruises updated their business hours.

Schooner Woodwind: Annapolis Sailing Cruises updated their business hours.

05/11/2022

What a fantastic day! We are sailing three times today. The sunset sail is race night and the wind forecast looks to be perfect!

05/10/2022

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/

05/10/2022

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/

05/09/2022

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

05/09/2022

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/

Photos from Schooner Woodwind: Annapolis Sailing Cruises's post 05/05/2022

Fun pics from last night. Wind died before rounding first mark. But we saw 🌈!

Photos from Schooner Woodwind: Annapolis Sailing Cruises's post 05/04/2022

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!

05/03/2022

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/

05/03/2022

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/

05/01/2022

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/

Photos from Schooner Woodwind: Annapolis Sailing Cruises's post 05/01/2022

Beautiful day on the water yesterday. Today might not be as pretty, but you might have the Woodwind almost all to yourself.

04/30/2022

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 04/29/2022

Photos from Schooner Woodwind: Annapolis Sailing Cruises's post

Photos from Schooner Woodwind: Annapolis Sailing Cruises's post 04/27/2022

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/

Photos from Schooner Woodwind: Annapolis Sailing Cruises's post 04/24/2022

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!

04/23/2022

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/

04/22/2022

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/

Photos from Schooner Woodwind: Annapolis Sailing Cruises's post 04/21/2022

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!

Photos from Schooner Woodwind: Annapolis Sailing Cruises's post 04/17/2022

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.

04/15/2022

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.

04/14/2022

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/

Photos from Schooner Woodwind: Annapolis Sailing Cruises's post 04/13/2022

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/

04/12/2022

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.

04/12/2022

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/

04/11/2022

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/

04/10/2022

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/

04/06/2022

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/

04/01/2022

Launching of Woodwind

04/01/2022

Woodwind II getting launched!

03/31/2022

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/

03/31/2022

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.

03/31/2022

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/

Photos from Schooner Woodwind: Annapolis Sailing Cruises's post 03/31/2022

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!)

03/30/2022

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/

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Location

Category

Telephone

Address


80 Compromise St
Annapolis, MD
21401

General information

We specialize in public cruises, private charters, team building cruises and so much more. We do many special event cruises like Fireworks on 4th of July, Dinner Cruises, Wine and Beer Tastings, Music Cruises. Wednesday Night Racing aboard both Woodwinds is a very popular evening cruise.

Opening Hours

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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