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Sheboygan, Wisconsin Boat Rentals - 2023

4.9(Average of 59,484 reviews in this area)
24 listings
Inflatable SUP in Sheboygan
Adventures in Lake Michigan · 1 guest

Inflatable SUP in Sheboygan

New
$50day
Jet Ski available Random Lake and surrounding area
Water Sports in Lake Michigan · 3 guests

Jet Ski available Random Lake and surrounding area

New
$400day
41 ft SeaRay Sport Fishing Charter in Port Washington
Fishing in Lake Michigan · 6 guests

41 ft SeaRay Sport Fishing Charter in Port Washington

New
$107hour
Fishing Charter for 6 people in Port Washington
Fishing in Lake Michigan · 6 guests

Fishing Charter for 6 people in Port Washington

New
$110hour
Fully Chartered Fishing Trips on Lake Michigan for salmon and trout.
Fishing in Lake Michigan · 6 guests

Fully Chartered Fishing Trips on Lake Michigan for salmon and trout.

New
$130hour
Tritoon for rent in the Oshkosh and surrounding areas.
Powerboats in Lake Winnebago · 14 guests

Tritoon for rent in the Oshkosh and surrounding areas.

5.0
$125hour
Fish n Cruise Pontoon in the Winnebago system
Powerboats in Lake Winnebago · 11 guests

Fish n Cruise Pontoon in the Winnebago system

5.0
$100hour
2021 Duffy 22 ft. Sun Cruiser in Oshkosh, Wisconsin
Powerboats in Lake Winnebago · 10 guests

2021 Duffy 22 ft. Sun Cruiser in Oshkosh, Wisconsin

New
$175hour
26ft Suntracker Pontoon available on Milwaukee River
Powerboats in Lake Michigan · 10 guests

26ft Suntracker Pontoon available on Milwaukee River

5.0
$45person
Beautiful 35ft Regal Commodore Motor Yacht Rental in Milwaukee, Wisconsin
Events in Lake Michigan · 6 guests

Beautiful 35ft Regal Commodore Motor Yacht Rental in Milwaukee, Wisconsin

5.0
$200hour
48ft Regal Commodore for rent in Milwaukee
Events in Lake Michigan · 12 guests

48ft Regal Commodore for rent in Milwaukee

5.0
$350hour
Luxury Chaparral Deck Boat in Milwaukee
Powerboats in Lake Michigan · 8 guests

Luxury Chaparral Deck Boat in Milwaukee

5.0
$150hour
26ft Sun Tracker Pontoon available in Downtown Lake Michigan
Powerboats in Lake Michigan · 10 guests

26ft Sun Tracker Pontoon available in Downtown Lake Michigan

5.0
$45person
Sea Ray Sundancer Yacht for 6 people available in Milwaukee
Events in Lake Michigan · 6 guests

Sea Ray Sundancer Yacht for 6 people available in Milwaukee

5.0
$160hour
Charter this beautiful Catalina from Milwaukee, WI - Captain Included
Sailing in Lake Michigan · 6 guests

Charter this beautiful Catalina from Milwaukee, WI - Captain Included

5.0
$150hour
Viper 10’4” Kayaks for rent in Brookfield Wisconsin
Adventures in Brookfield · 1 guest

Viper 10’4” Kayaks for rent in Brookfield Wisconsin

New
$20hour
Luxury Pontoon Boat Ride Along the Milwaukee River
Powerboats in Lake Michigan · 10 guests

Luxury Pontoon Boat Ride Along the Milwaukee River

5.0
$125hour
Luxury Deck Speed Boat available for Events, Date Nights and Family Outings on the Lake
Powerboats in Lake Michigan · 6 guests

Luxury Deck Speed Boat available for Events, Date Nights and Family Outings on the Lake

5.0
Superowner
Best of 2022
$150hour
Luxury Pontoon Boat Rental for your Family Fun Day, Business Meetup or Private Party on the lake.
Powerboats in Lake Michigan · 10 guests

Luxury Pontoon Boat Rental for your Family Fun Day, Business Meetup or Private Party on the lake.

5.0
Superowner
Best of 2022
$150hour
24ft Bennington TriToon for Inland lake fun. Pewaukee, Okauchee and other lakes.
Powerboats in Pewaukee · 12 guests

24ft Bennington TriToon for Inland lake fun. Pewaukee, Okauchee and other lakes.

5.0
$175hour
Fun in the sun in Pewaukee, Wisconsin with Suntracker Pontoon
Powerboats in Pewaukee · 10 guests

Fun in the sun in Pewaukee, Wisconsin with Suntracker Pontoon

New
$45person
11' iRocker Stand Up Paddle Board for rent in Green Bay
Adventures in Green Bay · 1 guest

11' iRocker Stand Up Paddle Board for rent in Green Bay

New
$10hour
Pelican Mustang 100X Kayak in Green Bay
Adventures in Green Bay · 1 guest

Pelican Mustang 100X Kayak in Green Bay

New
$10hour
26ft Sun Tracker Pontoon Available On Naga-Waukee Lake
Powerboats in Wisconsin · 10 guests

26ft Sun Tracker Pontoon Available On Naga-Waukee Lake

New
$45person

Sheboygan Reviews

  1. GG
    George
    Fish n Cruise Pontoon in the Winnebago system

    We decided last minute to rent a boat and were lucky enough to find Josh's listing. We sent a message in the morning and within minutes Josh responded we were booked for the day. The boat is in great shape and ran very well. There were five of us on the boat (two adults and 3 young kids). It was very comfortable and we had an awesome day. Josh was super helpful, responsive and just an all around nice guy! This was definitely the highlight of our vacation

  2. JS
    Jessica
    Fish n Cruise Pontoon in the Winnebago system

    Josh was wonderful to work with - very communicative and accommodating to our needs! It rained on the day we had planned and Josh worked with us to allow us to take the boat out a different day. The boat itself was very well maintained and was comfortable and clean. The tube was an added touch! We would definitely rent from Josh again!

  3. EC
    Eric
    Fish n Cruise Pontoon in the Winnebago system

    We had a blast! The boat was clean and Josh was so helpful! When I tell you we had no idea what we were doing I'm not kidding but he was so patient with us. My kids (youngest 5 oldest 13) had the best time tubing and jumping off the boat. The lake was beautiful!

  4. AC
    Aaron
    48ft Regal Commodore for rent in Milwaukee

    Captain Dan is the best! You will not find a better host or a better boat than the Blue Pearl. Trust me on this. I would not hesitate to rebook for my next celebration. Within a matter of minutes he and first mate Jen were like old friends and a natural part of our group. I was celebrating my 40th birthday with 9 friends and it was a perfect day. Dan was great with communication such as where to park and patient with my many questions concerning what to bring. He even created a birthday banner to decorate the boat with! The boat was gorgeous, in mint condition and very spacious for 12. We pulled up to some live music along the river and definitely turned many heads in how we pulled up in style. Even when Dan got a call from work that he had to take care of, he smoothly arranged for another captain to finish our reservation. Captain Jeff was just as experienced and knew the local waters. He found us a great cove to do some swimming and knew of some live music we could enjoy from the boat. This experience will be remembered by my friends and I for a long time to come!

  5. Kylee
    Kylee
    Luxury Chaparral Deck Boat in Milwaukee

    Connor and his boat were both 10/10. He was very accommodating to our schedule and worked with us to choose the times that worked for us. He was very knowledgeable about Milwaukee and the area in general. Communication was great and he was super laid back. We were able to choose the bars we wanted to stop at throughout the day. Highly recommend booking with Connor!!

  6. Emily
    Emily
    Charter this beautiful Catalina from Milwaukee, WI - Captain Included

    Patrik was an excellent captain. He accommodated my trip request on short notice, was flexible with times and very responsive with communication. His sailboat is comfortable, he is a steady captain and he is an easy conversationalist. I would definitely recommend going out on the water with Patrik.