Adventure Collective
Sailing Adventure with Starboard Sailing in Maryland - Baltimore

Sailing Adventure with Starboard Sailing in Maryland

Middle Rivermoderate

Difficulty

moderate

Duration

3.5 days

Fitness Level

Participants should be comfortable with physical activity and able to manage some movement on deck.

Overview

Set sail on a 3.5-day liveaboard adventure with Starboard Sailing in Maryland. Master navigation, sail trim, and emergency protocols aboard a classic sloop. Perfect for aspiring sailors seeking certification and scenic waters.

Middle River, Maryland

Bareboat Chartering (ASA 104/IPC)

3.5 Days • Charter the world

Select participants and date

About This Adventure

Embark on a thrilling 3.5-day liveaboard adventure, mastering the art of sailing a 30'-45' sloop-rigged sailboat. Gain hands-on experience in coastal navigation, emergency operations, and advanced sail trim while earning your ASA 104 certification. Explore beautiful anchorages along Maryland's coast, making unforgettable memories at sea.

Immerse yourself and get certified!

Duration

3.5 Days, 3 nights liveaboard

About

Learn how to sail a sloop-rigged, auxiliary powered 30'-45' sailboat during a multi-day cruise upon inland/coastal waters in moderate/heavy winds and sea conditions. Learn about provisioning, boat systems, auxiliary engines, advanced sail trim, coastal navigation, anchoring / mooring, docking, emergency operations, weather, and more.

What's Included

  • Textbook and materials
  • ASA 104 certification
  • ASA International Proficiency Certificate (IPC)
  • Fuel and docking fees

Additional costs for provisions (about $200).

More Information

This voyage departs from the Maryland Marina, Middle River, Maryland. We return to Middle River after four days with possible overnights in Rock Hall, Annapolis, Baltimore, Kent Island or other anchorages.

Ages

18+

Prerequisites

Certification: ASA 103 Coastal Cruising

Adventure Tips

Prepare for variable weather

Check the forecast and pack layers to stay comfortable on the water.

Bring sun protection

Use sunscreen, hats, and sunglasses to shield against the sun during daytime sailing.

Practice emergency drills

Participate actively in safety exercises to ensure confidence in unexpected situations.

Get familiar with navigation tools

Review basic chart reading and GPS use before your trip start.

Local Insights

Wildlife

  • Osprey
  • Blue crabs

History

Maryland’s Chesapeake Bay has been a hub of maritime activity since the 17th century, shaping local communities and navigation traditions.

Conservation

Starboard Sailing emphasizes eco-friendly practices, including responsible anchoring and minimal ecological impact to preserve Chesapeake Bay's fragile ecosystem.

Select participants and date

Adventure Hotspots in Baltimore

Frequently Asked Questions

Recommended Gear

Sunscreen

Essential

Protect your skin from sun exposure during long hours on the water.

summer specific

Hat and sunglasses

Essential

Shield your eyes and face from the sun for better visibility and comfort.

summer specific

Layered clothing

Essential

Dress in layers to handle changing weather conditions on the water.

spring;summer;fall specific

Personal flotation device

Essential

Always wear a PFD for safety during sailing trips.