Chicago, Illinois Boat Rentals & Yacht Charters

Chicago Reviews

1. TF

   Todd

   Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago

   This is the boat to book for a sweet sailing experience in Chicago. Super family friendly. Ocean-worthy vessel and Capt Bob and Gabby have been all over the hemisphere with it. They're more than willing to share as much knowledge as you'd like to know. I even pulled up the main sail! Bob and Gabby were great with our young children. Just wonderful people. Swimming spot they chose was excellent. If you're looking for the real deal, this is it. Loved hearing their stories about open ocean sailing and traversing the Caribbean Islands. Kids loved the aqua chair floaty. Worth every penny and more.

2. 

   Michelle

   Private Boat Charter - Sea Ray 390 Sundancer In Chicago

   Thank you so much to Margaret and our Captain, we had such a lovely time. The boat is exactly as pictured and so much space for our group of 12 people. Highly recommend a trip with this group on this boat!

3. VB

   Victoria

   39' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois

   Everytime I've driven on Lakshore Drive and seen all the people out in their boats having fun, I've thought about how nice it would be to rent one. I finally did for my birthday and it was a perfect afternoon! Boat very clean, well-managed, and friendly and helpful captain. Will rent again from Cap't James.

4. JV

   Julia

   Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev

   The experience was everything I hoped for and more! The team was extremely communicative, coordinating was super easy, and Captain Eli made it a really fun experience while we were on board. I had an amazing time and would definitely book again with Kevin!

5. 

   Vince

   Set Sail on a classic 36' S2 in Chicago for up to 6 Guests

   Highly recommend, Planned a surprised engagement, and Ted and Christy were awesome. Super accommodating, friendly, and went out of their way to make the experience very personal and fun. I wouldn’t want to experience a charter any other way.

6. HS

   Heather

   Captained 8 Passengers, 27' Bayliner Ciera Motor Yacht Charter in Chicago

   Carlos was great! He was extremely responsive when the weather looked like it might not be good for a day out on the water. Fortunately, the sun came out and we had the best day. The boat was perfect for our group of 7 and Carlos was a safe and responsible captain.