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.
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
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
787-717-1617