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Tag: Sailing

CRAB SailFree Sundays

CRAB SailFree Sundays

| August 26, 2018, 01:30 PM

Chesapeake Region Accessible Boating offers SailFree Sundays for families and friends of persons with disabilities, recovering warriors, and children from at-risk communities. Enjoy sailing or learning how to sail on our fleet of brand new Beneteau First 22A’s. Our volunteer Skippers and Crew are experienced and trained to work with persons having special needs.

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CRAB SailFree Sundays

CRAB SailFree Sundays

| July 22, 2018, 01:30 PM

Chesapeake Region Accessible Boating offers SailFree Sundays for families and friends of persons with disabilities, recovering warriors, and children from at-risk communities. Enjoy sailing or learning how to sail on our fleet of brand new Beneteau First 22A’s. Our volunteer Skippers and Crew are experienced and trained to work with persons having special needs.

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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

| July 19, 2018, 12:00 PM

Enjoy music performed by Mike & Kelly Lange during a two hour sunset cruise aboard the 74-foot Schooner Woodwind. Mike and Kelly Lange are a husband and wife ukulele duo. Lifelong boaters, Mike & Kelly sing original and classic material, some with a maritime theme and some with a broader reach. Mike has played thousands […]

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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

| July 16, 2018, 10:30 PM

Pirates of the Chesapeake Bay by Heather Ersts. Pirates have plied the waters of the Chesapeake Bay for hundreds of years and still do today. Hear tales of Black Beard, the town dubbed the “Nest of Pirates,” and today’s modern pirates as you sail along the same waterways they have sailed. Heather Ersts is a […]

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Wednesday Night Sailboat Racing Cruise aboard the 74-foot Schooners Woodwind & Woodwind II:

Wednesday Night Sailboat Racing Cruise aboard the 74-foot Schooners Woodwind & Woodwind II:

| July 11, 2018, 10:30 PM

Be part of the action every Wednesday night as the two wooden schooners, Woodwind & Woodwind II, compete in Annapolis’ summer racing series. Help the crew or sit back and watch 130 racing sailboats! Cruises depart from the Annapolis Waterfront Hotel at 6:25pm and return at 8:30pm. Tickets are $46/adult, $29/child under 12 yrs. and […]

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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

| July 09, 2018, 10:30 PM

Tunes and Tales of the Golden Age of Annapolis by Tom Guay Tom’s fiddle playing takes you on a trip back in time to The Golden Age of Annapolis (1750-1783). Tom plays brings the life and times of Annapolis to life with stories of the social and musical events that enriched the lives of this […]

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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

| July 05, 2018, 10:30 PM

Enjoy music performed by Doug & Tami during a two hour sunset cruise aboard the 74-foot Schooner Woodwind. Tami plays in the Annapolis music scene in a variety of projects (Timmie & Tami, Homegrown, formerly in The Shatners, etc), and is bringing in longtime friend Doug to play sunset sing-alongs with some original tunes sprinkled […]

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Beer Tasting Sailing Cruise aboard the 74-foot Schooner Woodwind

Beer Tasting Sailing Cruise aboard the 74-foot Schooner Woodwind

| July 03, 2018, 10:30 PM

Sample beer from Union Craft Brewery while enjoying the beautiful sunset under full sail. A brewery representative will be aboard and ticket price includes 3 samples of beer. Beer is the union of water, barley, hops and yeast. A brewery is the union of beer, its brewers and the community it serves. Beer Unites! is […]

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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

| June 28, 2018, 10:30 PM

Enjoy music performed by Deanna Dove during a two hour sunset cruise aboard the 74-foot Schooner Woodwind. Deanna Dove is best known as the “Island Girl” in her hometown for her compositional writing style about her lifelong experiences on the Chesapeake Bay. She has earned a loyal audience for her ability to craft songs that […]

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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

| June 25, 2018, 10:30 PM

The Key to Annapolis History, by Jeff Holland. The Key to Annapolis history lies right there in the harbor. It can’t be found by looking port; and it can’t by looking starboard. It’s only when you drop the hook that the secret can be found when you anchor, you’ll discover that the bottom of the […]

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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

| June 21, 2018, 10:30 PM

Enjoy music performed by Kyle Offidani during a two hour sunset cruise aboard the 74-foot Schooner Woodwind. Born and raised in the bay area of Delaware- Kyle Offidani is a musician and songcatcher . Musically- Kyle draws inspiration from World music, Instrumental guitar, Roots, Blues, Soul, and Americana music. When listening to the sounds of […]

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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

| June 18, 2018, 10:30 PM

Legends and Lore of the Annapolis Waterfront by Dave Gendell Dave brings aboard and entertaining and compelling set of stories and insights around Annapolis history, the Naval Academy, the sailing scene, and the personalities that make Annapolis one of the world’s most unique waterfront communities. Cruise departs from the Annapolis Waterfront Hotel at 6:30pm and […]

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Father’s Day Brunch Sailing Cruise aboard the 74-foot Schooner Woodwind:

Father’s Day Brunch Sailing Cruise aboard the 74-foot Schooner Woodwind:

| June 17, 2018, 02:00 PM

Our Father’s Day Brunch Sail departs Annapolis for a three-hour Brunch cruise at 10:00 am and returns at 1:00 pm. Sailing cruise includes one free Bloody Mary or Mimosa and delicious food: homemade scones, quiche lorraine squares, blackened salmon with cusabi sauce served with hearty bread, grilled flank steak, fresh fruit salad, orange juice and […]

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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

| June 14, 2018, 10:30 PM

Enjoy music performed by Mike & Kelly Lange during a two hour sunset cruise aboard the 74-foot Schooner Woodwind. Mike and Kelly Lange are a husband and wife ukulele duo. Lifelong boaters, Mike & Kelly sing original and classic material, some with a maritime theme and some with a broader reach. Mike has played thousands […]

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Wednesday Night Sailboat Racing Cruise aboard the 74-foot Schooners Woodwind & Woodwind II

Wednesday Night Sailboat Racing Cruise aboard the 74-foot Schooners Woodwind & Woodwind II

| June 13, 2018, 10:30 PM

Be part of the action every Wednesday night as the two wooden schooners, Woodwind & Woodwind II, compete in Annapolis’ summer racing series. Help the crew or sit back and watch 130 racing sailboats! Cruises depart from the Annapolis Waterfront Hotel. 6:25pm and returns at 8:30pm. Tickets are $46/adult, $29/child under 12 yrs. and include […]

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:  Beer Tasting Sailing Cruise aboard the 74-foot Schooner Woodwind

: Beer Tasting Sailing Cruise aboard the 74-foot Schooner Woodwind

| June 12, 2018, 10:30 PM

Sample beer from Heavy Seas Brewery while enjoying the beautiful sunset under full sail. A brewery representative will be aboard and ticket price includes 3 samples of beer. Beer takes us on adventures. It allows us to discover new flavors and exotic cultures. Our quest for great beer can lead anywhere, from corner pubs to […]

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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

| June 11, 2018, 10:30 PM

The Life of Frederick Douglas with William Ridgley. Frederick Douglass was described as a living counter-example that blacks we’re ignorant and unable to learn to read or write. Come learn how his everyday life was as a slave and how he was able to escape slavery. Born in Baltimore, raised in Annapolis, William grew up […]

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June Wine in the Wind (Italy): Two hour sail on the Chesapeake Bay, sampling wines

June Wine in the Wind (Italy): Two hour sail on the Chesapeake Bay, sampling wines

| June 10, 2018, 08:00 PM

A representative from the Tommasi Family Estates will introduce you to four special wines while we are under sail. The cruise will be a relaxing sail including 3-oz samples of each of the four wines featured. Along with each wine is a delicious, perfectly paired bite (we call them magnificent morsels) to go with each […]

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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:

| June 07, 2018, 12:00 PM

During our 25th Anniversary Celebration Week, we invite you to join us for a special sunset sail to enjoy music performed by Crab Alley Lite during a two hour sunset cruise aboard the 74-foot Schooner Woodwind. They were one of the first bands to play on the Woodwind 25 years ago. Crab Alley founders Jeff […]

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Wednesday Night Sailboat Racing Cruise aboard the 74-foot Schooners Woodwind & Woodwind II

Wednesday Night Sailboat Racing Cruise aboard the 74-foot Schooners Woodwind & Woodwind II

| June 06, 2018, 10:30 PM

During our 25th Anniversary Celebration Week, we invite you to join us for a special sunset sail with Captain Jen and Captain Ken as they once again bring on the competition of Father vs. Daughter. Who’s boat will be on? Be part of the action as the Woodwind & Woodwind II, compete in Annapolis’ summer […]

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Beer Tasting Sailing Cruise aboard the 74-foot Schooner Woodwind: 25 Years of Suds and Sails

Beer Tasting Sailing Cruise aboard the 74-foot Schooner Woodwind: 25 Years of Suds and Sails

| June 05, 2018, 10:30 PM

During our 25th Anniversary Celebration Week, we invite you to join us for a special sunset sail with Hugh Sisson from Heavy Seas Brewery as he talks about how the craft beer industry has changed in Maryland in the past 25 years. Come reminisce with us and sample 3 beers from Heavy Seas Brewery while […]

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

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

| June 04, 2018, 10:30 PM

During our 25th Anniversary Celebration Week, we invite you to join us for a special sunset sail with John Scarano and Ken Kaye as they discus the History of the Schooner Woodwind~ From Dream to Reality. 25 years ago, Ken, Ellen, and Jennifer Kaye had a dream realized with the building of the Schooner Woodwind […]

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Fourth of July Cruises
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