The Best Boat Tours Near Me

Sail & Swim from a Luxury Sailing Yacht

This is an iconic trip in Chicago. I have always been on the river walk or on a kayak looking at people boats and thought "Those lucky kids." So this time I rented a sailboat to go out on the lake- even luckier! The operators are very organized and helpful. Everything was as expected from the site. Communication throughout was excellent. Thanks for lovely and memorable sail. I'm coming back to jump in the lake when the water temperature is a bit warmer :)

No tie-ups: 39' Sailboat, Catalina 380 with huge cockpit

Martin and his vessel were very well kept. The list of captains provided were very professional and polite. Martin was very prompt with communication and worked with each change needed through the process of scheduling the trip. I would very much so recommend him and his services. The trip was a success and enjoyable

Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!

Booking with Kevin was easy and convenient, providing a great experience. Captain Zach was amazing. If you have any doubts, just book the boat—you'll have an incredible time on the water like we did. I'll definitely book again.

No tie-ups: 39' Sailboat, Catalina 380 with huge cockpit

Martin's boat is great for a day on the water! It fit 12 of us comfortably. We were able to go from Belmont Harbor to the Playpen with plenty of time to swim and relax before having to head back. Also, Captain Matt and Jamie were awesome! They were looking out for both our fun and safety the whole time we were on board which was greatly appreciated.

44' Italian Luxury Azimut Premier Party Yacht 13 ppl plus Jet Ski Available

Capt. Tim and crew were very accommodating and helpful. We rented the boat to scatter a loved ones ashes close to Navy Pier. Capt Tim was very receptive to our feelings and knew actually what we needed. We had a great celebration of life on his boat!

Luxury Electric - 75 Minute Cruise on Belle Isle Breeze

This was an amazing boat ride experience, so peaceful and fun. The boat is very clean and rides very smooth and quiet, the captain and host were both very hospitable, polite, highly recommend!! We definitely want to book again!!