SailTime Annapolis

Your Boat is Ready When You Are

sailtime membership couple sailing starboard sunset

Membership

  • Guaranteed sailing
  • Flexible scheduling
  • New model yachts
Jeanneau 440 Cockpit Sailtime Ownership couple dual helms

Ownership

  • Monthly revenue
  • Professional yacht management
  • Sail your boat 14 times/month

Sailing School

  • Learn to sail safely
  • Logically sequenced curriculum
  • ASA certifications

Fleet

  • Modern design sailboats
  • Luxurious and comfortable
  • Efficient and easy to sail

SailTime members sail all season long for an easy monthly fee

Please use the tabs at the top of the page to learn more about SailTime Annapolis, and be sure to visit our fleet page. Fill out the Request Information page and to find out why SailTime Annapolis is the smart and easy way to sail the Chesapeake Bay.

SailTime is an ASA awarded Sailing School

As an American Sailing Association (ASA) affiliate, SailTime Annapolis’ Sailing School offers the very best in quality on-water sailing education.  Increase your knowledge and improve your skills with one of our highly qualified US Coast Guard licensed instructor/captains. We offer a full range of ASA certifications from basic keelboat to advanced coastal cruising and more. We specialize in teaching safe and effective docking techniques to ease stress when going in and out of the slip.  Visit us and learn why we received the prestigious ASA Outstanding School Award.

Our Latest Blog

SailTime Group welcomes Bill Wons – newest owner of SailTime Door County Wisconsin

February 20th, 2020

Bill Wons, owner of SailTime’s newest location in Door County, WI explains how boat sharing with SailTime will now be available in the northern Wisconsin destination Northeast Wisconsin native Bill Wons will operate a new SailTime base in one of…

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