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Browse Milwaukee Boat Rentals.

Page 1 of 112 listings

23' Godfrey Luxury Pontoon in Milwaukee
Powerboats in Milwaukee · 10 guests

23' Godfrey Luxury Pontoon in Milwaukee

5.0
Superowner
$150/hour
48ft Regal Commodore for rent in Milwaukee
Events in Milwaukee · 12 guests

48ft Regal Commodore for rent in Milwaukee

5.0
$325/hour
25' Avalon Luxury Pontoon Rental in Milwaukee
Powerboats in Milwaukee · 10 guests

25' Avalon Luxury Pontoon Rental in Milwaukee

5.0
Superowner
$150/hour
Charter this beautiful Catalina from Milwaukee, WI - Captain Included
Sailing in Milwaukee · 6 guests

Charter this beautiful Catalina from Milwaukee, WI - Captain Included

4.8
$150/hour
13 Person 26ft Chaparral Powerboat on Lake Michigan with a Bathroom!
Powerboats in Milwaukee · 13 guests

13 Person 26ft Chaparral Powerboat on Lake Michigan with a Bathroom!

5.0
$110+/hour
12 Person, 24 Foot Robalo on Lake Michigan, with bathroom!
Powerboats in Milwaukee · 12 guests

12 Person, 24 Foot Robalo on Lake Michigan, with bathroom!

5.0
$115+/hour
FourWinns Luxury Speed Boat available for Events, Date Nights and Family Outings
Powerboats in Milwaukee · 6 guests

FourWinns Luxury Speed Boat available for Events, Date Nights and Family Outings

5.0
Superowner
$150/hour
Manitou 23ft Pontoon on the Milwaukee River
Powerboats in Milwaukee · 10 guests

Manitou 23ft Pontoon on the Milwaukee River

5.0
$150/hour
Fully Rigged Fishing Boat on Lake Michigan!
Powerboats in Milwaukee · 12 guests

Fully Rigged Fishing Boat on Lake Michigan!

New
$115/hour
Hunter 216 Sailboat for rent in McKinley Marina, Milwaukee WI
Sailing in Milwaukee · 6 guests

Hunter 216 Sailboat for rent in McKinley Marina, Milwaukee WI

New
$120/hour
Luxury Pontoon Boat Ride Along the Milwaukee River
Powerboats in Milwaukee · 10 guests

Luxury Pontoon Boat Ride Along the Milwaukee River

5.0
Snoozed - Active 03 May 2026
Captained Charter 30' Sailboat in Milwaukee, Wisconsin
Sailing in Milwaukee · 6 guests

Captained Charter 30' Sailboat in Milwaukee, Wisconsin

5.0
Snoozed - Active 02 Jan 2026

Milwaukee Reviews

  1. TS

    Tetiana

    23' Godfrey Luxury Pontoon in Milwaukee

    Our group of seven traveled from Aurora, Illinois to Milwaukee, Wisconsin by car for a much-anticipated boat ride — and it exceeded all our expectations! We spent time cruising along the river and out on the lake, enjoying the beautiful views and relaxing atmosphere. The best part of the ride for all of us was swimming — it was such a fun and refreshing experience. Captain Coran was incredibly friendly, welcoming, and professional. He truly made our trip unforgettable with his great attitude and attention to our comfort and enjoyment. We highly recommend this boat ride to anyone looking for a fun, scenic, and memorable time on the water. A big thank-you to Captain Coran for an amazing experience!

  2. TT

    Tiffany

    23' Godfrey Luxury Pontoon in Milwaukee

    Corey went above and beyond to make the experience enjoyable for everyone. Whether it was pointing out interesting sights, sharing fascinating insights about the area, or just being friendly and approachable, he truly enhanced our time on the water. What stood out was Corey’s leadership. He maintained a calm and professional demeanor at all times, creating a welcoming and relaxed atmosphere for everyone on board. His clear communication and attention to detail made us feel safe and well-informed throughout the trip. I highly recommend Corey to anyone looking for a skilled and personable captain. He made our trip memorable, and we will gladly sail with him again.

  3. Nicole

    Nicole

    23' Godfrey Luxury Pontoon in Milwaukee

    Captain Coran was communicative, friendly, and knowledgeable. You can tell he is very experienced at what he does- he had a cooler with ice ready for us, he shared highlights and information about Milwaukee, he was our photographer, and he made sure we had a great time out on the water. Can’t recommend him enough.

  4. LC

    Lochia

    23' Godfrey Luxury Pontoon in Milwaukee

    Captain Corey was very communicative from the beginning. We chose a trip for my son’s birthday the day prior to the RNC and it was tricky with road closures including a good part of the river. Captain still made sure the kids had an enjoyable and memorable time.

  5. LT

    Liz

    23' Godfrey Luxury Pontoon in Milwaukee

    Coran was very accommodating as we weren’t able to go on the boat on our original planned date due to weather. He rebooked us for the following day and it was perfect! All of my friends enjoyed their experience. We’d definitely recommend Coran for any festivity you may have! He made it a great time for all of us :)

  6. LJ

    Leona

    48ft Regal Commodore for rent in Milwaukee

    💯 percent recommend booking with Capt Dan and Jen. They were great communicators and safety was definitely their priority. They very interactive with the group and promptly addressed all of our concerns. I highly recommend booking with them. Thanks again for everything