Schooner Woodwind Sailing Cruises shared by @postcardnews on Postcard

1

Schooner Woodwind Sailing Cruises

Boat tour agency · Annapolis ·

22,027 Postcards · 1,950 Cities

A family-run pair of 74-foot wooden schooners offers hands-on sails past the Naval Academy and into the Chesapeake. Recognized by the National Park Service’s Chesapeake Gateways network, it connects you to Bay history and ecology.

https://www.nps.gov/places/aannapolis-sailing-cruise-schooner-woodwind.htm

Day Trips from Washington (2025)

View this post on Instagram

Information

Sail Chesapeake Bay on 74-ft schooners, help hoist sails, steer.

friendly crew

amazing experience

great captain

chesapeake bay

helpful staff

highly recommend

annapolis

sailing

80 Compromise St, Annapolis, MD 21401 Get directions

Credit card accepted

Debit card accepted

Contactless accepted

Wheelchair accessible parking lot

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

See full details

1

Information

Sail Chesapeake Bay on 74-ft schooners, help hoist sails, steer.

friendly crew

amazing experience

great captain

chesapeake bay

helpful staff

highly recommend

annapolis

sailing

80 Compromise St, Annapolis, MD 21401 Get directions

Credit card accepted

Debit card accepted

Contactless accepted

Wheelchair accessible parking lot

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

Schooner Woodwind Sailing Cruises by null

See full details

More Places For You

Photo of McGarvey's

McGarvey's

Seafood restaurant · Annapolis

Raw bar, craft beers, and seafood fare with harbor views.

1 Postcard

Photo of Vin 909 Winecafe' in Annapolis

Vin 909 Winecafe' in Annapolis

Pizza restaurant · Annapolis

Farm-to-table New American menu with deep wine list

3 Postcards

Photo of Grace Sailing Charters

Grace Sailing Charters

Sailing school · Annapolis

Sailing tours of Annapolis, bring your own food & drinks

1 Postcard

Photo of Sweet Hearts Patisserie

Sweet Hearts Patisserie

Bakery · Annapolis

Scratch-made European desserts, creative cupcakes, macarons

2 Postcards

Photo of Pusser's Caribbean Grille

Pusser's Caribbean Grille

Restaurant · Annapolis

Caribbean food & rum cocktails with waterfront views

2 Postcards

Photo of Bakers & Co.

Bakers & Co.

Bakery · Annapolis

Homey bakery/cafe with fresh breads, pastries, savory tarts & coffee

1 Postcard

Photo of Ceremony Coffee Roasters - Roastery

Ceremony Coffee Roasters - Roastery

Coffee shop · Annapolis

Chic space serving coffee & small bites with unique seasonal drinks

1 Postcard

Photo of Parley Room

Parley Room

Cocktail bar · Annapolis

1920s cocktail bar with creative drinks, charcuterie, duck

1 Postcard

Photo of Leo Annapolis

Leo Annapolis

Restaurant · Annapolis

Focaccia, carbonara, roasted oysters, mushroom ragout, duck

1 Postcard

Photo of The Goat

The Goat

Restaurant · Annapolis

Well-crafted Mexican-American dishes, creative cocktails, and fresh ingredients

1 Postcard