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Tag: Sailing

12th Annual Classic Wooden Sailboat Race

12th Annual Classic Wooden Sailboat Race

| September 12, 2021, 03:00 PM

Come out and see a spectacle of beautiful classic wooden sailboats as they race along the mouth of the Severn River! The race will take place on Sunday, September 12 […]

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12th Annual Classic Wooden Sailboat Race

12th Annual Classic Wooden Sailboat Race

| September 12, 2021, 03:00 PM

Come out and see a spectacle of beautiful classic wooden sailboats as they race along the mouth of the Severn River to showcase their history and elegant design! The race […]

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CRAB Cup

CRAB Cup

| August 21, 2021, 04:00 PM

Join Chesapeake Region Accessible Boating on August 21 for it’s 15th annual CRAB Cup at the Eastport Yacht Club and party, Race and Poker Pursuit 12-3pm & shore party 4-9pm […]

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Singles on Sailboats Brunch

Singles on Sailboats Brunch

| March 15, 2020, 03:00 PM

Singles on Sailboats is holding our final brunch of the winter with speaker Kristen Berry of Gale Force Sailing. His topic is Sailing with Purpose. Kristen is a full-time sailing […]

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Singles on Sailboats Sailing Skills Seminars

Singles on Sailboats Sailing Skills Seminars

| February 09, 2020, 02:00 PM

Save the Date! Saturday, February 9, 2020, Singles on Sailboats (SOS) will hold a SASSY event OPEN TO ALL: Non-Members, novice to expert sailors. A day of Seminars, Awards, Skills, […]

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Women’s Sailing Club of Annapolis

Women’s Sailing Club of Annapolis

| June 27, 2019, 10:30 PM

Please join us June 27th at 6:30 PM for a fun event to go over all the parts of the boat before you would set sail. (You have to sign […]

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Women’s Sailing Club of Annapolis

Women’s Sailing Club of Annapolis

| March 08, 2019, 12:00 AM

Suddenly SIngle Handed. This vital workshop will teach you how to cope with an emergency situation, determining what needs to be done and the order to do it. Here you […]

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Women’s Sailing Club of Annapolis

Women’s Sailing Club of Annapolis

| March 08, 2019, 12:00 AM

Please join us March 7th at 7pm for a Woman’s Sailing Workshop. All skill levels Welcome. Suddenly SIngle Handed. This vital workshop will teach you how to cope with an […]

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Lighthouses of the Chesapeake Bay Sailing Cruise aboard the 74-foot Schooner WoodwindLighthouses of the Chesapeake Bay Sailing Cruise aboard the 74-foot Schooner Woodwind

Lighthouses of the Chesapeake Bay Sailing Cruise aboard the 74-foot Schooner WoodwindLighthouses of the Chesapeake Bay Sailing Cruise aboard the 74-foot Schooner Woodwind

| October 14, 2018, 02:30 PM

Sail by as many as 3 different lighthouses while learning about their history, importance, and present day condition from a guest lecturer from the Chesapeake Chapter of the US Lighthouse […]

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The Annual Great Chesapeake Bay Schooner Race Start Watch aboard the Schooner Woodwind II

The Annual Great Chesapeake Bay Schooner Race Start Watch aboard the Schooner Woodwind II

| October 11, 2018, 04:00 PM

: The Annual Great Chesapeake Bay Schooner Race Start Watch aboard the Schooner Woodwind II: Join in the excitement and watch the start of the race. Tickets* are $89 per […]

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Brews in the Breeze Lunch Cruise aboard the 74-foot Schooner Woodwind

Brews in the Breeze Lunch Cruise aboard the 74-foot Schooner Woodwind

| October 07, 2018, 03:00 PM

Join the Woodwind crew for an afternoon of beer tasting along with a delicious lunch. After we raise all our sails, we will start the tasting with the lightest of […]

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Weems & Plath Tent Sale

Weems & Plath Tent Sale

| October 04, 2018, 04:00 AM

Enjoy deep discounts on discontinued, overstock & sample nautical and weather instruments at our 27th Annual Tent Sale. A portion of sales from Saturday, Oct. 6th will be donated to […]

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Sailing Cruise with live music aboard the 74-foot Schooner Woodwind

Sailing Cruise with live music aboard the 74-foot Schooner Woodwind

| September 27, 2018, 09:30 PM

Enjoy music performed by Stefan Heuer. Stefan Heuer is a singer songwriter residing in Annapolis, Maryland. His original music as a solo performer has reached ears all over the world. […]

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Sailing Cruise with live music aboard the 74-foot Schooner Woodwind

Sailing Cruise with live music aboard the 74-foot Schooner Woodwind

| September 27, 2018, 09:30 PM

Enjoy music performed by Stefan Heuer. Stefan Heuer is a singer songwriter residing in Annapolis, Maryland. His original music as a solo performer has reached ears all over the world. […]

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Sailing Cruise with live music aboard the 74-foot Schooner Woodwind

Sailing Cruise with live music aboard the 74-foot Schooner Woodwind

| September 27, 2018, 09:30 PM

Enjoy music performed by Stefan Heuer. Stefan Heuer is a singer songwriter residing in Annapolis, Maryland. His original music as a solo performer has reached ears all over the world. […]

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“Sail Away” while learning the history of the Chesapeake Bay aboard the 74-foot Schooner Woodwind

“Sail Away” while learning the history of the Chesapeake Bay aboard the 74-foot Schooner Woodwind

| September 24, 2018, 09:30 PM

The Maritime Republic of Eastport…Still Revolting After All These Years with Kevin Brooks Join Eastport Oyster Boy and Local Revolutionary Kevin “Brother Shucker” Brooks for an entertaining look at the […]

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September Wine in the Wind

September Wine in the Wind

| September 23, 2018, 07:00 PM

New Zealand to California. Join us for a two hour sail around the Chesapeake Bay while sampling wonderful wines from the Goldschmidt Winery, Alexander Valley & Beyond. The representative from […]

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Classic Wooden Boat Regatta

Classic Wooden Boat Regatta

| September 23, 2018, 03:00 PM

Participate in the National Sailing Hall of Fame Classic Wooden Boat Regatta. They have invited the Woodwinds’ to participate in the race in the “Spirit of Tradition Class”. The course […]

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Sailing Cruise with live music aboard the 74-foot Schooner Woodwind

Sailing Cruise with live music aboard the 74-foot Schooner Woodwind

| September 20, 2018, 09:30 PM

Enjoy music performed by Jason Ager during a two hour sunset cruise aboard the 74-foot Schooner Woodwind. Jason Ager is a dedicated father, a passionate college professor, and a hyper-literate […]

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“Sail Away” while learning the history of the Chesapeake Bay aboard the 74-foot Schooner Woodwind

“Sail Away” while learning the history of the Chesapeake Bay aboard the 74-foot Schooner Woodwind

| September 17, 2018, 09:30 PM

History Cruise: Steamboats and Ferries of the Bay, by Mechelle Kerns Steamboats and Ferries were once common on the Severn River. They transported people, agricultural produce, and the seafood bounty […]

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Sail Away” while learning the history of the Chesapeake Bay aboard the 74-foot Schooner Woodwind

Sail Away” while learning the history of the Chesapeake Bay aboard the 74-foot Schooner Woodwind

| September 10, 2018, 09:30 PM

History Cruise: Environmental History of the Bay by Alice Christman How is the Bay? It’s a popular question to ask when you are cruising. But how has the Bay changed […]

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Black Ankle Winery Dinner Cruise

Black Ankle Winery Dinner Cruise

| September 09, 2018, 09:30 PM

Captain Jen fell in love with this winery’s location, wine and people that work at Black Ankle Winery. Black Ankle Vineyards is the culmination of a long-time dream of founders […]

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