The Best Yacht Rentals in Chicago

Diversey Harbor 46 ft Luxury Yacht Perfect Play Pen Boat

Jason and Justin did a great job communicating and coordinating our trip. We did 3 hours and then the rain affected our time so we added another hour. Justin was a fun captain and helped us have the best time possible. We definitely recommend renting Jason’s yacht and having Justin as your captain. Will be back for the next season of boating!

Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht

Had an incredible time out on Kevin’s boat. We had Captain Justin and I couldn’t recommend him enough. We were celebrating a bachelor party and this was the highlight of the weekend!

Luxury 31ft Bayliner 3055 Ciera for your Playpen Party

I recently had the pleasure of experiencing this boat trip with Captain Z and I can't say enough about how wonderful it was! From start to finish, Captain Z was an exceptional host, making sure every detail was taken care of. The boat itself equipped with everything we needed for a perfect day on water. They were friendly, attentive, and made everyone on board feel welcome and comfortable. We had so much fun exploring the beautiful scenery, enjoying the water and relaxing on the deck. I highly recommend for anyone looking for a memorable and enjoyable boat trip.

Stunning 45’ Sea Ray Yacht

We rented out this yacht for my boyfriend’s birthday party! The boat was spacious and just as described. Our captain Peter and his wife were an amazing crew, thorough with safety, attentive, and went above and beyond to make sure that we had an incredible time! Booking with Eugene was a breeze, he was quick to respond, as well as answered every question that I asked! Everyone had a blast, and we will definitely be booking through them again!

Double Decker 50FT Sea Ray Flybridge Yacht!

Wonderful boat - great lay out, sound system, cleanliness, seating areas. Had an amazing time. The captain was awesome and got us a great spot to watch the fireworks. He then got us back to the dock on time. Chris was very communicative and accommodating to our schedule. Loved that path to the front of the boat was from the upper deck - made it much easier for my elderly mother to get to the bow. Overall fantastic experience!

Double Decker 50FT Sea Ray Flybridge Yacht!

We had a group of 11 and this boat was comfortable for all of us while on the boat and in the water with a large float. Captain Dan Leslie was amazing, answered all of my questions before the trip and during. Played some bangers on the way out too. The boat was spacious and clean and the process ran like a well-oiled machine. I wish we booked a longer day! Would highly recommend! It was a great day on the water!