2024 Sailing Season is coming! See you April 13, 2024!

June Wine in the Wind – Tuscany, Kissed by the Sun

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Join us for a three hour sail around the Bay sampling wonderful wines from Tuscan region of Italy.  A representative from the wineries will introduce you to these special wines. This will be a relaxing sail including afternoon hors d’oeuvres, soft drinks and four samples of wine. Depart Annapolis at 2:00pm, return at 5:00pm. Price: ... Read more

$99.00

August Wine in the Wind – Stranded on an Island

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Join us for a three hour sail around the Bay sampling wonderful wine the great wine producing islands, Australia, New Zealand & Sardinia. A representative from the wineries will introduce you to these special wines. This will be a relaxing sail including afternoon hors d’oeuvres, soft drinks and four samples of wine. Depart Annapolis at ... Read more

$99.00

September Wine in the Wind – Discovering Tempranillo

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Join us for a three hour sail around the Bay sampling wonderful wine from Spain. A representative from the wineries will introduce you to these special wines. This will be a relaxing sail including afternoon hors d’oeuvres, soft drinks and four samples of wine. Depart Annapolis at 1:30pm, return at 4:30pm. Price: $99 per person. ... Read more

$99.00

June Wine in the Wind: A Tour of Bordeaux

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Join us for a three hour sail around the Bay sampling wonderful wines: A tour of Bordeaux with Patrick De Abreu.  This representative from the winery will introduce you to these special wines. 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 ... Read more

$109.00

July Wine in the Wind: Summer Wines Great for Dining

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Join us for a three hour sail around the Bay sampling wonderful wines.  A special guest from one of the wineries will introduce you to these special wines. Nigel Sowman, Dog Point Vineyard's Viticulturist from New Zealand will be sailing with us for this wonderful event. This will be a relaxing sail including 3-oz samples of each ... Read more

$109.00

August Wine in the Wind

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Join us for a three hour sail around the Bay sampling wonderful wines: The Estate of Louis Latour, Burgundy with Timothe Cousins.  This representative from the winery will introduce you to these special wines. 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, ... Read more

$109.00

May Wine in the Wind

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

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 ... Read more

$79.00

June Wine in the Wind

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

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 ... Read more

$79.00

August Wine in the Wind

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Join us for a two hour sail around the Chesapeake Bay while sampling wonderful wines from Spain.  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 ... Read more

$79.00

Mother’s Day Wine in the Wind

Schooner Woodwind at Annapolis Waterfront Hotel Dock 80 Compromise Street, Annapolis, MD

Celebrate Mother's Day on the Bay with Rosé (wines).  The wine representative will introduce you to four special rosé wines while we are under sail on the Chesapeake Bay. 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 ... Read more

Schooner Woodwind
410-263-7837