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Browse Milwaukee Boat Rentals.

Page 1 of 19 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
Luxury Pontoon Boat Ride Along the Milwaukee River
Powerboats in Milwaukee · 10 guests

Luxury Pontoon Boat Ride Along the Milwaukee River

5.0
$150/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
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
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. CB

    Cierra

    25' Avalon Luxury Pontoon Rental in Milwaukee

    Excellent communication and service! We had plenty of fun bathroom breaks down the river. Boat was very clean and the perfect size for our group. We would definitely book again.

  2. Brittany

    Brittany

    Charter this beautiful Catalina from Milwaukee, WI - Captain Included

    Patrik was so kind! We absolutely loved our sunset cruise around Milwaukee. He was so friendly and had great areas to go by! We loved every part of our engagement session and can’t think of a better skipper 🥰

  3. Van A.

    Van A.

    Charter this beautiful Catalina from Milwaukee, WI - Captain Included

    A great Milwaukee skyline sail with an old sailor and his 8 and 5 year old grandkids. Patrick was totally accommodating and I was very happy. Toby “loved the ride” And Betty feigned boredom. I know they both loved the experience. Patrick our skipper was great. The boat clean and well cared for.

  4. 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!

  5. 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.

  6. 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.