​Sailing Charters & Captain Services
Improve your sailing skills and gain confidence, or have your boat moved to your next destination.
Chartering is a convenient and relaxing way to experience sailing on the Great Lakes.
Contact Captain Jeremy to schedule your day on the water, sunset sail, or special occasion today.
Deeplake Ventures is located on the eastern shore of Lake Michigan in Holland, Michigan and offers sailing charters, sailing instruction and captain services.
Deeplake Ventures is owned and operated by Captain Jeremy Smith, a USCG licensed 100-Ton Master of Motor and Auxiliary Sail Vessels.
Charters depart from Eldean Shipyard, just minutes by boat to Lake Michigan and centrally located on the West Michigan coast, to easily serve visitors to the region including the South Haven, Saugatuck, Grand Haven, Muskegon and Grand Rapids areas.
"I cannot thank you enough for the wonderful evening you showed us. Our children thought it was the highlight of the trip."
"Thank you again for sharing your boat with us, you made our vacation one to remember."
"Jeremy was an awesome captain and tour guide! This was the best part of our trip to Michigan by far. Thank you!"
"We really enjoyed our first time sailing. Weather was great and Jeremy made it so enjoyable and we learned so much at the same time."
"Everything was great! My wife and I had a terrific time and would recommend this to our friends and family!!"
"We had a great time with Jeremy. It was a fun way to get out on Lake Michigan. He was very knowledgeable and personable. Would definitely recommend sailing with him!"
"Capt. Jeremy was great to work with! He was very accommodating, knowledgeable, and friendly. I would definitely recommend his services to anyone looking to get out on the lake!"
"What a great way to see Lake Michigan and Lake Macatawa! Jeremy did a great job accommodating our family of 6 including two small children. I high recommend this as a must do in Holland. Jeremy is very knowledgeable of the area and very easy to get a long with."