Private Sailing Adventure in Annapolis with Chronic Sailing
Difficulty
easy
Duration
2–4 hours
Fitness Level
Suitable for most fitness levels with no strenuous activity required
Overview
Experience the ultimate private sailing adventure on Chesapeake Bay with Chronic Sailing. Enjoy a personalized trip with expert captains in Annapolis, Maryland’s sailing capital.
Adventure Tips
Book Early for Peak Times
Reserve your private charter ahead, especially for weekends and special occasions, to secure your preferred dates.
Bring Layers for Changing Weather
Even on sunny days, it can get breezy on the water—packing light layers will keep you comfortable.
Stay Hydrated and Use Sun Protection
Bring water and sunscreen to protect yourself during extended time on the open deck under the sun.
Communicate Dietary Preferences in Advance
If you plan to bring snacks or have special drink requests, inform the crew when booking to prepare accordingly.
Local Insights
Wildlife
- Osprey
- Blue Heron
History
Annapolis has been a key seaport and sailing hub since colonial times, with its rich maritime heritage showcased in its historic docks and shipbuilding traditions.
Conservation
Efforts on Chesapeake Bay focus on protecting water quality and restoring aquatic habitats to preserve its ecological balance and support sustainable sailing tourism.
Frequently Asked Questions
Recommended Gear
Comfortable non-slip shoes
Ensures safe footing on the boat deck during sailing maneuvers.
Layered clothing
Helps adapt to fluctuating temperatures throughout your trip.
spring specific
Waterproof jacket
Protects against wind and occasional rain while on the water.
fall specific
Sunscreen and hat
Essential for protecting skin from sun exposure during sunny sails.
summer specific