WE DID IT!!! These words are music to our ears and are words we often hear from our clients after they spend time aboard with us….When you learn with Captains Chris & Alyse you are Building Cruising Confidence and we are so glad we can help you start Living the Dream.

Here are some recent notes from some of those who DID IT and are thrilled with the adventure. Word has gotten out how much fun a trip with Captain Chris can be…Don’t miss out. Now booking for December through February 2013!

NEW opportunities in 2013 to Live the Dream with us. Join Captains Chris & Alyse and learn to cruise the Florida Intracoastal Waterways while enjoying the warm southern weather this winter. In addition to your choice of a two to five day round-trip trawler training  on the Treasure Coast, we’ve added TWO ONE-Way excursions for your selection. From Fort Pierce to Fort Lauderdale and back to our home port, each one-way trip allows you the additional experience of anchoring in new locations, maneuvering through multiple draw bridges and don’t forget the stunning scenery while we travel to or from the 2013 Trawler Fest.

  • January 24-27, 2013 Fort Pierce to Fort Lauderdale 4 days $4500
  • February 5-9, 2013 Fort Lauderdale to Fort Pierce 5 days $5450 – All trips aboard are All Inclusive!!

Call us 772-205-1859 or email to schedule your adventure of a lifetime.

If you’d like to take a peek at some of our recent training trips, here are a few teasers to whet your whistle…

Aboard Our Boat in Florida…

  • You can decide if the cruising lifestyle is right for you and your mate. Maybe you are unsure about what type of boat you’d like, then we can help. Discover how this next couple appreciated our experience and opinions about what makes a great cruising trawler. Remember, we DON’T sell boats! Find out how easy it is to learn…
  • And although this Florida couple shared just two days aboard you can see their photos and imagine it’s you at the helm!

…Or Aboard Your boat ANYWHERE!

  • Ever done an ocean run…overnight and then some? Captain Chris helped a new owner of a Kadey Krogen 39 bring his trawler from south Florida up to her new home port in New Bern North Carolina. Ride along with us by clicking right here.  
  • These Europeans bought their 42 Nova in Vero Beach but wanted it in Spain. Read about how Captain Chris can help you on a training delivery. Learn more…
  • Don’t forget to check up on how others are Cruising!! Live The Dream Vicariously. For those who want to know what cruising can offer, take a sneak peak at some of the day to day events in the lives of typical cruisers. Each of these bloggers have something in common: They had Captain Chris Yacht Services start them out on their journey. Link here

Need safety equipment or guide books for your boat? Then check out a few companies we recommend on our Ship’s Stores page. Let us know what you think when you use these products. We wouldn’t be without them on our trips!


  • July 13-15, 2012 United States Power Squadron District 8 Rendezvous Pier 66 Fort Lauderdale FL
  • September 25-26, 2012 TrawlerFest University Building Cruising Confidence As A Couple. Baltimore MD. This class sells out quickly so HURRY and sign up! Call 410 -990-9086 ext. 21 to register TODAY for this in-demand class.
  • September 27-30, 2012 TrawlerFest-Baltimore MD. Presenting Navigation, Learn about whistle signals, lights and other navigational assets while you discover how to interpret Racons, range makers, tides & currents. Next you will can learn about Cruising the Chesapeake Bay. Come along with Captains Chris & Alyse Caldwell as they share their favorite anchorages, marinas and popular destinations of the Chesapeake Bay. Our Third Seminar is  an encore performance of Confessions of a Galley Slave Captain Alyse makes your time in the galley another fun adventure. Pick up some ideas we learned from living aboard and cruising for over 15 years on our 44 foot trawler.  Then after walking the docks and boarding beautiful new and seasoned trawlers come spend each afternoon learning a few other tricks and tips from Captain Chris during the afternoon demonstrations on the docks. Register for these and other terrific topics right here.
  • October 21-24, 2012 AGLCA Fall Rendezvous Rogersville AL. Come learn about the cruising lifestyle from real loopers who are living the dream and many who are still in the planning stages…just like you! If you’d like to learn more information about the latest cruisers’ rendezvous we can help!
  • October 26-28, 2012 TrawlerPort at Fort Lauderdale International Boat Show FL

Want to get away to warm, sunny Florida next season? Don’t miss out!! We are filling our calendar fast. Make your reservations now aboard SANDY HOOK – our 44 foot training trawler while we still have a few trips available. If your calendar doesn’t work for any of our scheduled events just create your own private cruise aboard SANDY HOOK anytime. We have sunshine not SNOW in the winter and for summer there is always a cool ocean breeze! Email or call us 772-205-1859 and start living the dream. But don’t hesitate or you’ll miss the boat! Booking now for December through February 2013.

Check out our Facebook page or YouTube Channel for what’s happening in the trawler world.