Currencies
Background

Set Sail on the Stunning Schooner Woodwind

Discover the charm of Annapolis with Schooner Woodwind Sailing Cruises, offering unforgettable views and a unique sailing experience on the Chesapeake Bay.

4.7

A brief summary to Schooner Woodwind Sailing Cruises

  • Monday 10 am-5:30 pm
  • Tuesday 10 am-5:30 pm
  • Wednesday 10 am-5:30 pm
  • Thursday 10 am-5:30 pm
  • Friday 10 am-5:30 pm
  • Saturday 10 am-5:30 pm
  • Sunday 10 am-5:30 pm

Schooner Woodwind Sailing Cruises invites you to explore the picturesque waters of Annapolis, Maryland, aboard a stunning classic sailing vessel. As you glide across the Chesapeake Bay, you'll be captivated by the breathtaking views of the waterfront, historic landmarks, and vibrant marine life. The experienced crew provides a warm welcome and shares stories that bring the area’s rich maritime history to life, making this an educational journey as well as a leisurely escape. The cruises cater to all ages and preferences, offering a range of options from sunset sails that showcase the stunning colors of dusk over the water to private charters perfect for celebrations or corporate events. Whether you're a seasoned sailor or a first-timer, the Schooner Woodwind is designed for comfort and enjoyment, ensuring that every guest feels at home on the water. Don't miss the opportunity to participate in hands-on sailing activities if you choose, or simply relax with a refreshing drink in hand while soaking in the views. With its prime location in Annapolis, Schooner Woodwind serves as a gateway to experiencing the natural beauty and maritime culture of the region, making it a must-visit for any traveler looking to create lasting memories.

Local tips

  • Book your cruise in advance, especially during peak tourist seasons for the best availability.
  • Dress in layers; it can be cooler on the water than on land, especially during evening sails.
  • Bring a camera to capture the stunning sunsets and beautiful scenery along the Chesapeake Bay.
  • Consider taking a sunset cruise for a truly magical experience with breathtaking views.
  • Check the weather ahead of time and arrive at least 30 minutes early to ensure a smooth boarding process.
widget icon

Experience Schooner Woodwind Sailing Cruises

Getting There

  • Walking

    From any location within Sandy Point State Park, head towards the main exit of the park. Once you reach the park entrance, you will be near the intersection of Sandy Point Rd and the main road. Follow Sandy Point Rd south until you reach the intersection with Route 50. Cross Route 50 at the designated pedestrian crossing to head towards Annapolis.

  • Bus

    If you prefer public transportation, you can take a local bus from Sandy Point State Park to Annapolis. Check the schedule for the nearest bus stop within the park, which is usually located near the park entrance. Board the bus that services Annapolis, and get off at the closest stop to the Annapolis waterfront. From there, it is a short walk to 80 Compromise St where Schooner Woodwind Sailing Cruises is located.

  • Car

    If you have a car, exit Sandy Point State Park and turn onto Sandy Point Rd, then take a left onto Route 50 heading towards Annapolis. Follow Route 50 for approximately 5 miles and take the exit towards Rowe Blvd. Continue onto Rowe Blvd and follow signs for Downtown Annapolis. Once in downtown, navigate to 80 Compromise St. Parking may be available nearby, but be prepared for potential parking fees.

  • Bike

    For those who enjoy cycling, you can bike from Sandy Point State Park to Annapolis. Follow the same route as the walking directions, taking Sandy Point Rd to Route 50. Note that biking on busy roads may require caution, and make sure to wear a helmet.

Popular Experiences near Schooner Woodwind Sailing Cruises

Popular Hotels near Schooner Woodwind Sailing Cruises