Where's Boundless? Setting a trip date is always step one in reserving your sailing adventure with us.  Securing your adventure six months to a year ahead of time is highly recommended, although we will try to make your trip happen on less notice if possible. Should your ideal trip dates already be taken, contact us anyway as often groups are able to adjust their dates to accommodate other groups. 

  • Chesapeake Bay and Washington DC: All groups, MS/HS, Scouts, AHG, family and friends trips: April/May/early June

  • Virginia to New York City: June 7-18, 2020

  • New York City to Maine: June 20 to July 1, 2020

  • Maine Sailing Adventure: MS/HS, Scouts, AHG, family and friends trips: July/August/early September, 2020

  • Return Maine to NYC to Virginia trip: August/September, 2020

  • Virginia to Bahamas: Mid-October/Mid-November, 2020

  • Bahamas Sailing Adventures: All groups. November 2020 thru April/May 2021