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Browse Lake Michigan Boat Rentals

Page 2 of 15350 listings

Trident 38' Ponto 20 passengers Party Boat - Playpen or River trips
Powerboats in Chicago · 20 guests

Trident 38' Ponto 20 passengers Party Boat - Playpen or River trips

5.0
Superowner
Best of 2023
$680hour
Private Cruise onboard Hunter Legend Sailboat in Chicago
Sailing in Chicago · 6 guests

Private Cruise onboard Hunter Legend Sailboat in Chicago

5.0
Superowner
$200hour
Captained Charter on 38’ Carver Mariner with all the Amenities in Chicago, IL
Events in Chicago · 13 guests

Captained Charter on 38’ Carver Mariner with all the Amenities in Chicago, IL

4.9
Superowner
$275hour
35' Sea Ray SLX Motor Yacht Charter in Chicago
Events in Chicago · 13 guests

35' Sea Ray SLX Motor Yacht Charter in Chicago

5.0
Superowner
Best of 2023
$369hour
Captained Charter 30' Sailboat in Milwaukee, Wisconsin
Sailing in Milwaukee · 6 guests

Captained Charter 30' Sailboat in Milwaukee, Wisconsin

5.0
$150hour
27' Chris Craft  with Water Toys plus Jet Ski Available
Powerboats in Chicago · 6 guests

27' Chris Craft with Water Toys plus Jet Ski Available

5.0
Superowner
Best of 2023
$230hour
70' EXCLUSIVE Motor Yacht NEW to Chicago
Events in Chicago · 13 guests

70' EXCLUSIVE Motor Yacht NEW to Chicago

4.8
Superowner
$999hour
Multi Level LUXURY Yacht Rental in Chicago - Water toys are included! (M)
Events in Chicago · 12 guests

Multi Level LUXURY Yacht Rental in Chicago - Water toys are included! (M)

4.9
Superowner
Best of 2023
$199hour
48ft Regal Commodore for rent in Milwaukee
Events in Milwaukee · 12 guests

48ft Regal Commodore for rent in Milwaukee

5.0
$325hour
**Affordable Luxury Chicago Boat Rentals for 12 on Lake Michigan / Playpen**
Events in Chicago · 12 guests

**Affordable Luxury Chicago Boat Rentals for 12 on Lake Michigan / Playpen**

5.0
Superowner
Best of 2023
$250hour
MasterCraft X24 Wakeboard/Wakesurf /Foil/Tube or Hangout Up to 16
Powerboats in Michigan · 16 guests

MasterCraft X24 Wakeboard/Wakesurf /Foil/Tube or Hangout Up to 16

5.0
$275hour
36' Sundancer in Chicago
Events in Chicago · 13 guests

36' Sundancer in Chicago

5.0
$240-$250hour
Double Decker 50FT Sea Ray Flybridge Yacht!
Events in Chicago · 13 guests

Double Decker 50FT Sea Ray Flybridge Yacht!

5.0
Superowner
Best of 2023
$292hour
UP to  20 passengers Party Boat - Chicago Playpen or River trips
Powerboats in Chicago · 20 guests

UP to 20 passengers Party Boat - Chicago Playpen or River trips

5.0
Superowner
Best of 2023
$120person
Guided Tour Charter in Saugatuck, Michigan
Events in Saugatuck · 6 guests

Guided Tour Charter in Saugatuck, Michigan

5.0
$300hour
50' Multi-level Luxury Yacht with Party up to 12
Events in Chicago · 12 guests

50' Multi-level Luxury Yacht with Party up to 12

5.0
Superowner
Best of 2023
$350hour
Instant Book
Beautiful Burnham Harbor, CAPTAIN & FUEL INCLUDED
Events in Chicago · 7 guests

Beautiful Burnham Harbor, CAPTAIN & FUEL INCLUDED

5.0
$300hour
Captained charter on 40' Sea Ray Sundancer with all amenities in Chicago
Events in Chicago · 13 guests

Captained charter on 40' Sea Ray Sundancer with all amenities in Chicago

5.0
Superowner
$275hour
24 Foot Robalo on Lake Michigan, with bathroom!
Powerboats in Milwaukee · 12 guests

24 Foot Robalo on Lake Michigan, with bathroom!

5.0
$125hour
33' Formula Motor Yacht - Great for Playpen!
Events in Chicago · 10 guests

33' Formula Motor Yacht - Great for Playpen!

5.0
$150hour
SuMmer Fun and RiDing the WaVes
Water Sports in Portage · 3 guests

SuMmer Fun and RiDing the WaVes

5.0
$375-$500day
37' Luxury Sailboat with Captain in Chicago, Illinois
Sailing in Chicago · 10 guests

37' Luxury Sailboat with Captain in Chicago, Illinois

5.0
Superowner
$299hour
*** $199 hr***Weekend Charter Rental - 33' Maxum!
Events in Chicago · 10 guests

*** $199 hr***Weekend Charter Rental - 33' Maxum!

4.8
$175hour
Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion
Events in Chicago · 10 guests

Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion

4.9
Best of 2023
$275-$300hour
Instant Book

Lake Michigan Reviews

  1. Serena

    Serena

    Trident 38' Ponto 20 passengers Party Boat - Playpen or River trips

    Greg made our boat trip perfect for my friend’s bachelorette. Everything was exactly as described and the service was awesome! We spent the day on the playpen and got to see some amazing views of the city. Would definitely book with Greg and crew again!

  2. MC

    Megan

    Trident 38' Ponto 20 passengers Party Boat - Playpen or River trips

    Our boat day with Captain Greg was easily the best day of summer 2022! We had the most amazing time and the entire experience from booking to the trip couldn't have been better. The communication was wonderful, planning was so easy, and the boat was exactly what we were hoping for and more. Highly recommend a boat day with Captain Greg! We will definitely be booking again in the future. THANK YOU SO MUCH!

  3. SG

    Sandra

    Trident 38' Ponto 20 passengers Party Boat - Playpen or River trips

    We had such a great time! I celebrated my birthday with a group of 20, it couldn't have been better. Captain and his wife were so fun, we went around the PlayPen. There were swimming mats and noodles provided for us along with a large cooler with ice. They both enjoyed the fun with us by dancing to music and encouraging photos! Such sweet people. Highly recommend!

  4. Jennifer

    Jennifer

    Trident 38' Ponto 20 passengers Party Boat - Playpen or River trips

    Would definitely book again; so easy to communicate and had such a great time with Captain Greg and crew. Boat is exactly as described and the crew helped us deflate all our inflatables at the end of the trip so we could continue enjoying ourselves on the ride back to the harbor. Great boat for a large group!

  5. SA

    Steven

    Trident 38' Ponto 20 passengers Party Boat - Playpen or River trips

    The crew was great, the boat was perfect for our group of 20 and we had a perfect day. We cruised the river and the Chicago skyline, capped off with swimming on a perfect day. The boat is great for a big group like ours and the staff is super nice, accommodating and knowledgeable. Total pros. We will definitely be back with our team next year! Five stars!

  6. VD

    Vrati

    Trident 38' Ponto 20 passengers Party Boat - Playpen or River trips

    We had a terrific experience with the captain and assistant. They were very friendly and patient with our large group. The boat was very clean including the bathroom. There was plenty of room for our large group! And it was great that rafts and water noodles were provided.