Set sail on a private 2-hour sailing cruise in Picton, Ontario, with County Sailing Adventures. Enjoy stunning views, wildlife sightings, and a personalized sailing experience perfect for any occasion.
More ways to explore the area's outdoor wonders
Hang tight — photos are loading
This usually takes just a second.
Difficulty
easy
Duration
2 hours
Fitness Level
Minimal physical effort required; suitable for most fitness levels.
Wildlife
History
Picton has a rich maritime history, with the area once being a hub for shipping and boatbuilding in the 19th century, adding cultural depth to your sailing trip.
Conservation
County Sailing Adventures emphasizes eco-friendly practices, including responsible wildlife viewing and minimal impact sailing to preserve the pristine environment.
County Sailing Adventures
Set sail on a private 2-hour sailing cruise in Picton, Ontario, with County Sailing Adventures. Enjoy stunning views, wildlife sightings, and a personalized sailing experience perfect for any occasion.
County Sailing Adventures is a Prince Edward, Ontario–based sailing provider offering guided and private cruises on Prince Edward Bay. Operating from Waupoos Marina, the company runs short public sails and private charters that showcase the region’s shoreline, calm waters, and seasonal wildlife.
Trips include a 2 hr Sailing Cruise for couples, families, and friends; a Half Day Private Charter that provides a four-hour customizable outing for celebrations, corporate groups, or relaxed days on the water; and a 3 Hour Sailing Adventure designed for small groups seeking swimming, paddleboarding, and intimate time afloat. Experienced crew members handle navigation, safety briefings, and sail operations so guests can focus on scenery and comfort.
Vessels depart from Waupoos Marina, with routes planned to maximize sheltered sailing in Prince Edward Bay and opportunities to anchor for swimming and paddleboarding when conditions allow. Refreshments and light snacks are available on private charters, and passengers are encouraged to bring sunscreen and bathing suits. County Sailing Adventures emphasizes safe, enjoyable experiences with attention to weather, local navigation, and guest needs.
The business caters to a range of occasions, including date outings, family excursions, and team events, and offers private bookings for more control over schedule and activities. Reservations are recommended, especially for private charters and weekend dates. For accurate availability and booking details, prospective guests should consult the business directly or visit the listing on The Adventure Collective. Timely communication and transparent pricing are provided through the listing to help guests plan their sailing experience and confirm availability.
Location
Prince Edward, ON
Departs Waupoos Marina
Trip Durations
2–4 hours
Short sails and half-day charters
Private Charters
Available
Ideal for groups and events
Trip Types
Cruises & Adventures
Scenic sails and swim stops
Choose a 2 hr Sailing Cruise, a 4-hour Half Day Private Charter, or the 3 Hour Sailing Adventure — check availability on the listing and book today.
Wear layered clothing
Temperatures on the water can change quickly; dress in layers to stay comfortable throughout the cruise.
Bring sunscreen and sunglasses
Protect yourself from UV rays and glare from the water for a more enjoyable experience.
Secure your belongings
Keep personal items in waterproof containers to prevent water damage during the trip.
Book in advance
Private sailing trips are popular, so reserve your spot early to ensure availability.
Sunscreen
Protect your skin from UV rays during sunny days on the water.
summer
Light jacket or windbreaker
Stay warm and comfortable during the cruise when winds pick up.
spring|fall
Hat with brim
Keep the sun out of your eyes and face while sailing.
summer
Waterproof bag or case
Keep your valuables dry and protected from splashes.