We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.
PC
Paige
42FT Regal Commodore Express Cruiser
Our party of 12 had an amazing time with Captain Dan Leslie on the 'Big Daddy' boat. From start to finish, the experience was absolutely fantastic. Our captain was not only well-informed but also incredibly fun, making the journey enjoyable and engaging. The boat itself was exactly as advertised, clean and well-maintained, which added to the overall experience. Whether you're looking for a relaxing day at sea or an adventure with friends, this boat trip delivers on all fronts. I can't wait to do it again!
sm
sarah
*** $250**Weekend Charter Rental - 33' Maxum!
Booking through get my boat was seamless! Mr DIggs and his team was amazing and professional. Everything was as described. He was very communicative and friendly. He helped us inflate our rafts we brought and allowed us to extend our trip an extra hour!! Highly rec !! Thanks so much Mr DIggs
TZ
Ty
2020 Beneteau GT 42' "James Bond" Yacht — Book Now for Summer 2025
I rented Nilufar's boat along with 11 friends for a six-hour cruise. The boat was a great size with plenty of room for that many people, though it is showing some signs of wear and tear compared to the photos and would have benefited from a pre-cruise interior cleaning. Communication with Nilufar and Captain John from start to finish was fantastic. Captain John and his mate were very professional and always aware of everyone's safety. Overall, a great experience.
AB
Amanda
Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois
We had the most amazing girls' weekend, and we can't rave enough about our experience! Armand, Captain Matt, and Deckhand Joe were absolutely wonderful to work with. They went above and beyond to make sure everything was perfect for us—from the moment we stepped on the boat until the very end. The boat itself was beautiful, clean, and so comfortable—perfect for relaxing, soaking in the sun, and having a great time on the water. But what truly made the weekend unforgettable was the incredible crew. Captain Matt was professional, friendly, and made us feel safe and at ease the entire time. Deckhand Joe was equally fantastic—helpful, fun, and always making sure we had everything we needed. We’re so grateful for everything they did to make our weekend special. Highly recommend this experience if you're looking for the perfect mix of relaxation, fun, and top-notch service on the water!
JG
Jack
Burnham Harbor, CAPTAIN/FUEL INCLUDED
We had an unforgettable experience with Captain Joe and deckhand Ryan! They were incredibly accommodating and flexible, adjusting our itinerary to work around storms so we could still make the most of the day. Their professionalism and positive energy made the entire trip a blast—we were celebrating my 30th birthday, and it couldn’t have been better. The float tube was a huge hit and added so much fun to our time on the water. Highly recommend booking with them—would absolutely do it again!
Ethan
Chicago Boat Cruise on Captained Sea Ray Sundancer 260 Motor Yacht
Our group had an incredible time with Chuma! From the start, he was accommodating, communicative, and prompt in arranging the trip. Our time on the water was fantastic - we loved both the boat and Chuma’s captaining. We couldn’t have asked for a more positive experience. We would definitely recommend Chuma and look forward to booking with him again in the future.
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!