Private Sailing Adventures in Annapolis with Island Chill Yacht Charters
Difficulty
easy
Duration
3–6 hours
Fitness Level
Suitable for all fitness levels since the experience is primarily relaxing onboard
Overview
Experience the best of Annapolis’s waterways with a private sailing adventure aboard Island Chill Yacht Charters. Perfect for celebrations or serene escapes, this customized trip offers history, comfort, and stunning views all in one.
Adventure Tips
Limit Your Group Size
For maximum comfort under the Bimini shade, keep groups to 4 or fewer, though the boat can hold up to 8 people.
Bring Sunscreen and Hats
Open water means strong sun exposure—protect yourself even during cloudy days.
Stay Hydrated
Keep water on hand, especially during summer cruises to stay refreshed and alert.
Book in Advance for Special Events
Bachelorette parties and celebrations require early booking to arrange personalized decorations and extras.
Local Insights
Wildlife
- Ospreys soaring above the bay
- Great Blue Herons stalking along the shoreline
History
Annapolis has deep maritime roots dating back to colonial times, with the Chesapeake Bay playing a central role in American naval history.
Conservation
Efforts to protect the Chesapeake Bay focus on pollution reduction and habitat restoration, enhancing the health of local ecosystems enjoyed during sailing tours.
Frequently Asked Questions
Recommended Gear
Sunscreen
Protect your skin from the strong sun during open-water sailing.
summer specific
Light Jacket or Windbreaker
Keeps you warm and shields you from cool winds on the water.
spring specific
Non-slip Boat Shoes
Ensures safe footing on deck during sailing maneuvers.
Sunglasses
Reduces glare from water and protects eyes throughout the trip.
all specific