About Time Out Sailing

The Owners

Master Captain Jake Ziemski and Kelly Ziemski

Jake and Kelly are the owners and operators of Time Out Sailing.  Jake holds a United States Master Captains license and is also an EMT.  Kelly is the back end of the operations and will be there to answer all your questions.

Jake is a very experienced and qualified sailor.  He’s a Park Point native who grew up boating and sailing aboard numerous types of vessels on Lake Superior. He purchased his first keel boat, a Ranger 23, at age 19. He and Kelly explored the western half of Lake Superior in this vessel.  A few years later they moved into a C&C 29 sailboat and enjoyed countless week long voyages on the Great Lake including the Apostle Islands, Isle Royal, and Canada.

After having their son Leonard they upgraded into Time Out, a Pearson 36-2, to have more creature comforts for their family as they lived aboard in the summer months.  After a few summers, Time Out Sailing emerged and it’s new purpose was no longer a home, but a charter vessel.

Their second child, Gordon, was born and immediately after Covid-19 hit the United States.  During lockdown Jake said “Let’s buy a boat and sail to the Caribbean.”  Kelly said “Ok, Let’s do it!” It was only minutes later and Jake was happily boat shopping. He found Surfer Rosa, a Cambria 44, in Annapolis and they sailed the East coast to the Bahamas the winter of 2021-2022.  The following season they sailed from Fort Lauderdale to Antigua.  This next season they plan to focus their time in the Leeward and Windward Islands of the Caribbean.

If you are interested in following their adventures, Kelly posts on Time Out Sailing’s Facebook and Instagram pages.

Captain Joe Freeman

A native of Minnesota and Wisconsin, Joe returned to sailing as a passion while living and working as a winemaker in Northern California, near San Francisco Bay.  The challenge and excitement of sailing on big waters hooked him, along with the reward of bringing others to the experience.  A move back to Minnesota provided an opportunity to obtain his USCG license and pursue sailing professionally.  Sailing on Lake Superior has not disappointed, showcasing unique and varied experiences from Duluth and the Apostle Islands to Sault Ste Marie, Michigan.  Joe is also a certified wine educator, and an outdoor enthusiast who loves to experience the North in all of its seasons.  Mountain biking, skiing, snowboarding, camping and exploring with his wife and dog fill every one of our long and beautiful summer days!

Master Captain Jake Ziemski

Captain Joe Freeman

The Boat

THE BOAT

“Time Out” is a 1985 36 ft masthead sloop designed by naval architect William Shaw. Built by Pearson Yachts (est. 1959) in Portsmouth Rhode Island.  Pearson has a long standing reputation of building safe, capable sailing vessels. Time Out was purchased by a Chicago businessman in 1986 where she sailed on Lake Michigan until Jake and Kelly became the new caregivers in 2013. She now calls Lake Superior ‘home’ and she looks forward to future adventures on the Great Lake Superior!

General vessel specifications:

36.5 ft overall on deck

12.5 ft overall Beam

Weighs 15,850 lbs

Reel Ballast 6,550 lbs

Carries 660 square feet of sail

Draws 6.5 ft of water with her deep fin keel

Axillary powered by a 3 cylinder Yanmar Diesel

Custom cockpit dodger and seat cushions

2 State rooms

Full galley

Head

The vessel maintains all US Coast Guard safety equipment, including personal flotation devices for adults and children including infant size. For lake shore excursions, we include a Walker Bay inflatable tender with 4 stroke outboard engine.