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Sunset Sailing in Annapolis | Annapolis Sailing Adventures - Baltimore

Sunset Sailing in Annapolis | Annapolis Sailing Adventures

Annapoliseasy

Difficulty

easy

Duration

2–4 hours

Fitness Level

Suitable for most fitness levels; some light mobility needed for moving around the boat

Overview

Experience Annapolis from the water with a private sunset sail aboard a Beneteau 473. Learn sailing basics, enjoy stunning Chesapeake Bay views, and make unforgettable memories on the water.

Adventure Tips

Arrive early to get settled on board

Plan to arrive 15 minutes before your departure to familiarize yourself with the boat and meet the crew.

Bring layers for changing weather

Even on warm days, the breeze on the bay can be cool—pack a light jacket or sweater.

Stay hydrated and protect from sun

Bring water and sunscreen to stay comfortable during daytime sails.

Participate for a fuller experience

Don’t hesitate to ask the crew questions or try your hand at steering and handling lines.

Local Insights

Wildlife

  • Osprey
  • Great Blue Heron

History

Annapolis has been a historic sailing hub since colonial times, integral to the maritime culture of the Chesapeake Bay region.

Conservation

Annapolis Sailing Adventures fosters environmentally responsible practices to preserve the bay's delicate ecosystem.

Frequently Asked Questions

Recommended Gear

Light windbreaker

Essential

Keeps you warm against cool breezes during springtime sails.

spring specific

Sunscreen

Essential

Protects your skin from strong sun exposure on open water.

summer specific

Hat with brim

Essential

Provides shade and helps prevent sunburn while sailing.

summer specific

Non-slip shoes

Essential

Ensures secure footing on the boat deck in all conditions.

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