Adventure Collective
Full Day Sailing on Chesapeake Bay with Classic Sail Charters - Annapolis

Full Day Sailing on Chesapeake Bay with Classic Sail Charters

Annapolis•easy

Difficulty

easy

Duration

6.5 hours

Fitness Level

Moderate fitness recommended for moving safely on deck and handling light sailing tasks; no prior experience necessary.

Overview

Set sail on the Chesapeake Bay with Classic Sail Charters' Full Day Sail aboard the Licentia. This private 6.5-hour adventure blends serene waters, abundant wildlife, and local history into a unique maritime experience near Annapolis.

Annapolis, Maryland

Full Day Sail - Licentia

For up to 6 People | $1,495/Day - Includes Captain

Select participants and date

Adventure Photos

Full Day Sail - Licentia photo 1

About This Adventure

Come sail with us on the Chesapeake Bay!

As the largest estuary in the world, the Chesapeake Bay is stunningly beautiful, fed by countless navigable rivers and home to an abundance of wildlife. Come join us for an unforgettable cruise on one of our world class sailing yachts. We serve clients seeking a unique sailing experience on the Chesapeake Bay.

Rates

  • Private Charter (For up to 6 people) - $1,495/Day | Includes Captain

(25% Deposit due at the time of booking)

Duration

6.5 hours

What to Bring

  • Sunscreen
  • Sunglasses
  • Hat
  • All trips include: beverages, fine finger foods

Adventure Tips

Dress for Sun Protection

Wear sunscreen, a wide-brimmed hat, and UV-protective sunglasses to guard against prolonged sun exposure on open water.

Seasickness Preparedness

If prone to motion sickness, bring preventative remedies or medication before boarding for a comfortable sail.

Hydration is Key

Although beverages are provided, carry a refillable water bottle to stay well hydrated during the day afloat.

Wear Non-Slip Footwear

Choose shoes with a good grip to safely move on wet, often slippery deck surfaces during sailing maneuvers.

Local Insights

Wildlife

  • Osprey hunting over the waters
  • Blue herons wading in marshes

History

The Chesapeake Bay region has been a hub of maritime culture since colonial times, with Annapolis serving as a historic naval center.

Conservation

Efforts to preserve the bay focus on reducing pollution runoff and protecting native aquatic habitats vital to local species.

Select participants and date

Adventure Hotspots in Annapolis

Frequently Asked Questions

Recommended Gear

Sunscreen

Essential

Protects skin from intense sun exposure during the long day on open water.

summer specific

Polarized Sunglasses

Essential

Reduces glare from water surfaces for clearer vision and eye comfort.

Light Windbreaker

Essential

Blocks chilly winds while sailing, especially in cooler seasons or mornings.

spring specific

Non-slip Boat Shoes

Essential

Ensures stable footing on wet boat decks to prevent slips and falls.