Classic Sail Charters

Your Dream Adventure Awaits

Catering to clients seeking a unique, private sailing adventure for up to six passengers, we offer world-class sailing yachts, decades of experience, and 5-star service to ensure that your charter is truly memorable. All our charters are for private parties, so you can have it your way.is required.

Annapolis, MD

May - October

Charters Feature

Sunset Cruises

Daily Sails

Weekend Cruises

Milestone Celebrations

Marriage Proposals

Family Adventures

Training & Deliveries

Captains Tony or Suzy help boaters who are new to boating, moving up in vessel size, or who just want to improve existing skills. We provide customized instruction based on your experience and skills, and we can do it on your boat or ours, power or sail.

Para informacion sobre nuestros viajes o clases en espanol, llame a la Capitana Suzy al 410-829-0351

Learn More

Training on your boat, or ours

Power
Sail
Sailboat racing

Annapolis, Maryland

Annapolis Landing Marina

980 Awald Road
Annapolis, MD 21403
(Spring/Summer)

787-717-1617

Fajardo, Puerto Rico

Puerto Del Rey Marina

Fajardo,PR00738