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Schooner Woodwind Sailing Cruises: An Unforgettable Nautical Adventure

Discover the beauty of the Chesapeake Bay with Schooner Woodwind Sailing Cruises, where adventure meets tranquility on the open water.

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Experience the beauty of the Chesapeake Bay with Schooner Woodwind Sailing Cruises, where you can indulge in breathtaking views, expert sailing, and a memorable day on the water. Perfect for all ages, this attraction offers a unique perspective on Annapolis and its stunning coastline.

A brief summary to Schooner Woodwind Sailing Cruises

Local tips

  • Book your cruise in advance to secure your preferred date and time, especially during peak tourist season.
  • Dress in layers as temperatures can vary on the water; a light jacket is recommended for cooler evenings.
  • Bring along a camera and binoculars to capture the stunning views and spot local wildlife.
  • Consider packing snacks or a picnic to enjoy during your cruise, as some trips allow for light refreshments.
  • Ask the crew about the history of the area and the boat; their insights can enhance your sailing experience.
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Getting There

  • Car

    If you are driving to Schooner Woodwind Sailing Cruises, navigate to 80 Compromise St, Annapolis, MD 21401. From downtown Annapolis, head southeast on West Street towards Compromise Street. Turn left onto Compromise Street, and you will find the Schooner Woodwind on your right. There is limited street parking available, and you may also find public parking lots nearby, which could incur costs ranging from $2 to $3 per hour.

  • Public Transportation

    To reach Schooner Woodwind Sailing Cruises using public transportation, take the Annapolis Transit bus service. You can board any bus that has a stop near the West Street area. Get off at the Compromise Street stop. From there, walk southeast on Compromise Street for about 5 minutes, and you will arrive at 80 Compromise St, where the Schooner Woodwind is located. Be sure to check the current bus schedule for routes and times.

  • Walking

    If you are already in the Annapolis Waterfront area, you can easily walk to Schooner Woodwind Sailing Cruises. Start at the City Dock, facing the water. Head southwest along Dock Street, then turn left onto Compromise Street. Continue walking until you reach 80 Compromise St. The Schooner Woodwind will be on your right. This walk should take about 10-15 minutes, depending on your pace.

  • Bicycle

    For those who prefer cycling, Annapolis Waterfront has bike lanes. You can ride towards 80 Compromise St by following the bike paths along West Street and then turning onto Compromise Street. There are bike racks available near Schooner Woodwind. Remember to wear a helmet and follow local traffic laws.

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Discover more about Schooner Woodwind Sailing Cruises

Schooner Woodwind Sailing Cruises offers an unparalleled opportunity to explore the stunning Chesapeake Bay aboard a classic sailing vessel. As you embark on your adventure, you'll be greeted by a knowledgeable crew who are passionate about sailing and eager to share their insights about the local area. The cruises are designed to cater to both seasoned sailors and novices alike, making it an ideal outing for families, couples, and individuals seeking a unique experience on the water. With options ranging from relaxing sunset sails to more adventurous day trips, there is something for everyone at Schooner Woodwind. As you glide through the waters, take in the picturesque views of Annapolis' historic skyline and the vibrant marine life that calls the bay home. The gentle sway of the sailboat and the fresh sea breeze create a tranquil atmosphere, making it the perfect escape from the hustle and bustle of everyday life. Don’t forget your camera, as the scenery is nothing short of breathtaking, especially during sunset when the sky is painted in hues of orange and pink. For those who wish to learn the art of sailing, the crew often invites guests to participate in sailing activities, offering a hands-on experience that is both educational and fun. Whether you choose to relax with a drink in hand or actively engage in sailing, Schooner Woodwind ensures a memorable outing that showcases the natural beauty and rich history of the Chesapeake Bay.

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