Sail and Learn Together

Cruising community located at the beautiful Baltimore Peninsula

Peninsula Sailors offers over 75 events annually! Our fleet of select mid-size (32-41 ft) cruisers are fully equipped for day and overnight trips. As a bonus, our members get free hands-on training on the boats. No boating experience is needed to join the club.

Annual Membership Options (our season runs from April 1 till March 31):

  • Skipper level: $1600 (25% off for 2024, $1200)
  • Crew level: $800 (25% off for 2024, $600)
  • Family plan add-on: $400 per family member (50% off crew level)
  • Mentorship plan: $500 (allows up to 10 mentored practice sessions)
  • Initiation fee: $100 (only for new members, waived for 2024)
  • The discounts are available till Dec 31, 2024.
  • If you join now, the 2025 membership is included thru March 2026.

Chesapeake Trips

Explore the bay on a cruiser. Go to different marinas and towns, or just drop the hook and swim.

Private Reservations. Our skippers can take out friends and guests on our boats.
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Learn new skills on Cruisers

Our fleet of mid-size cruisers are ideal for learning. We offer mentored training sessions and NauticEd certification testing to earn your SLC license.

Fun Racing on Cruisers

We race against each other for fun on Sundays.

On land, on the water or underway, the fun never stops at the Peninsula.