Jerry, that is the main feature of a trailerable boat; just being able to sail different venues in this country. We have a trailerable 1985, Starwind 223 on which we take one trip a year to some distant venue. We have done the Chesapeake Bay twice once for a ten day trip to the upper Bay and the other one last year to the Potomac River to enjoy the 4th of July celebrations. Both trips were awsome and even though we have sailed bigger boats to foreign destinations we will always remeber our sails in the Chesapeake. On our first trip we staged out of Baltimore and visited Annapolis, Herringtton Harbor, Oxford, St. Michaels and Tilghman Island. On the second trip we staged in Alexandria, VA and watched from the river the 4th of July Washington DC fireworks. We went down the river with stops at Quantico, Colonial Beach and Kinsdale. Visited Tangier Island and were fascinated by the people Having the opportunity to interact with real life watermen and icons of the community. We were pinned there by weather for an extra day and they were starting to treat us like locals. We crossed the Bay to Reedville and pulled the boat out at Solomon Island. We trailer 20 hours with no hesitation to a good venue and the Chesapeake Bay is definitely one. The food alone may make it worthwhile. If you have trailered for 45 minutes, you have the basics just repeat it 8 times. Planning the trip is half the fun and you will find from talking to locals that there are facilities and helpful people out there to faclitate logistics at reasonable costs. A thing that you do for a few days and savor for the rest of your life is Priceless.