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April 2017

Friday Night Sailor’s Delight Cocktail Cruise

April 28 @ 5:30 pm - 7:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Sunset from Schooner Woodwind II of Schooner Woodwind in lovely Annapolis

Sail away on one of our first sunset sails of the season. Enjoy great appetizers, cocktails, wine and beer as you enjoy the scenery of the Chesapeake Bay. Cruise includes appetizers, two drink vouchers and a sunset sail.  Depart Annapolis at 5:30 pm, return at 7:30 pm.  Tickets are $74 per adult with a maximum of 35 guests. Cocktail Cruise Menu: Assortment of Savory Dips served with Crostini and Crackers Pimento Cheese Olivada (Black Olive Spread) Hummus Sun Dried Tomato Dip…

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Saturday Night Sailor’s Delight Cocktail Cruise

April 29 @ 5:30 pm - 7:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Sunset from Schooner Woodwind II of Schooner Woodwind in lovely Annapolis

Sail away on one of our first sunset sails of the season. Enjoy great appetizers, cocktails, wine and beer as you enjoy the scenery of the Chesapeake Bay. Cruise includes appetizers, two drink vouchers and a sunset sail.  Depart Annapolis at 5:30 pm, return at 7:30 pm.  Tickets are $74 per adult with a maximum of 35 guests. Cocktail Cruise Menu: Assortment of Savory Dips served with Crostini and Crackers Pimento Cheese Olivada (Black Olive Spread) Hummus Sun Dried Tomato Dip…

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May 2017

Acoustic Sunset Sail with Paul Pfau

May 2 @ 5:30 pm - 8:00 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States

An Intimate, All Ages Acoustic Show with PAUL PFAU aboard the Schooner Woodwind for a concert on a beautiful sailing boat. Nashville’s Paul Pfau (rhymes with "wow") is a modern-day troubadour, a skilled and eager listener, with a gift for setting the truths of love, life and loss to music.  His talent for taking in and re-interpreting life’s narrative was honed in six months of personal silence brought on by a threatening polyp on his vocal chords. During this period of forced…

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May Lighthouse Cruise

May 7 @ 10:30 am - 2:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Schooner Woodwind Chesapeake Bay Lighthouse Sailing Tours in Annapolis, Maryland

Sail to as many as three different lighthouses on the Chesapeake Bay and learn about their history, importance, and present day condition by a guest lecturer from the Chesapeake Chapter of the U.S. Lighthouse Society. Depart Annapolis at 10:30am, return at 2:30pm, includes bagged lunch, soft drinks and snacks, $93 per adult, $56 per child with child’s lunch. Maximum of 35 guests. Scroll down to see menu choices. Gourmet Bagged Lunch includes: Gourmet Sandwich (choose one) Grilled…

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Mother’s Day Brunch

May 14 @ 10:00 am - 1:00 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States

Our Mother’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 homemade biscotti. $90 per person, $50 per child. Maximum 35 guests. Stay the Night? The Annapolis Waterfront Hotel (where Woodwind docks) has created a fantastic Sunday Room…

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May Wine in the Wind

May 21 @ 4:00 pm - 6:00 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Wine in the Wind

Join us for a two hour sail around the Chesapeake Bay while sampling wonderful wines from the Tuscany Region.  The representative from the winery 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 wine.   Includes a take-home, boat friendly, wine glass by Go Vino with the Woodwind's logo…

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Blue Angels Practice Cruise

$103.00
May 23 @ 11:00 am - 3:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Blue Angels

Watch the Blue Angels perform their aero-acrobatics during this special cruise. Depart from Annapolis at 11:00 am and return at 3:30 pm. Typically, we sail for a 2.5 hour cruise (while usually the 2 planes fly around and practice) and then we anchor up front in the "spectator zone" for the best view of the rehearsal of the performance, with all the planes, which usually happens around 2:00 pm. Advanced ticket purchase required, includes box lunch, soda, and snacks; $103…

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Blue Angels Performance Cruise

$103.00
May 24 @ 11:30 am - 3:30 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Blue Angels

Watch the Blue Angels perform their aero-acrobatics during this special cruise. Depart from Annapolis at 11:30 am and return at 3:30 pm. Typically, we sail for a 2 hour cruise and then we anchor up front in the "spectator zone" for the best view of the performance which usually happens around 2:00 pm. Advanced ticket purchase required, includes box lunch, soda, and snacks; $103 per person, $66 per child w/child's lunch. Maximum 40 guests. Gourmet Bagged Lunch includes:…

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Acoustic Brunch Sail with Gareth Asher

May 29 @ 10:30 am - 1:00 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States

An Intimate, Acoustic Show with Gareth Asher & Nicki Thrailkill aboard the Schooner Woodwind for a concert on a beautiful sailing boat, including a light delicious brunch on Memorial Day. Band's BIO: In this life, we spend our days in blissful ignorance as to what lies ahead. We work, we play, we dream, we live. In this chain of every days, there is sometimes a beginning, like any other, that is fated to hold within it a moment forever life altering, and…

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June 2017

June Wine in the Wind

June 4 @ 4:00 pm - 6:00 pm
Annapolis Waterfront Hotel, 80 Compromise Street
Annapolis, MD 21401 United States
Wine in the Wind

Join us for a two hour sail around the Chesapeake Bay while sampling wonderful wines from the Pacific Northwest.  The representative from the winery 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 wine.   Includes a take-home, boat friendly, wine glass by Go Vino with the Woodwind's logo…

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