Cookies!

We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.

27' Chris Craft with Water Toys plus Jet Ski Available27' Chris Craft with Water Toys plus Jet Ski Available27' Chris Craft with Water Toys plus Jet Ski Available27' Chris Craft with Water Toys plus Jet Ski Available

Luxury Chris Craft Concept 27' Rental with Water Toys & Jet Ski in Chicago

With Captain

4.9(194 reviews) ·
306 bookings
·

Cruise Lake Michigan and the Chicago River with this beautiful 27 ft Chris Craft. Whether you're looking to celebrate a special occasion or enjoy the summer sun, this is the perfect fit for you. Enjoy a fun summer day or night on the water with our experienced and friendly Capt. Tim is now accepting parties of up to 6 people. Jet ski available for rent. *Cooler, Ice and Water are included *Captain, fuel, fuel surcharge and taxes are included in the price *Gratuity for crew is not included but appreciated (20% is standard)THE Other Features - - Premium Sound system with Bluetooth - - Jet Ski available for rent What You Can Expect 2 hour time slots are reserved for the mornings and evenings FIREWORKS WEDNESDAY AND SATURDAY at Navy Pier ask about availability! The boat is ideal for: • Fireworks and Sunset Cruises • Playpen Party in Downtown Chicago • River Trips (minimum 3 hr booking) • Bachelorette or Bachelor Parties • Birthday parties • Hanging out at City Winery or other restaurants on the river (minimum 3 hr booking) What to bring: • Towels • Sunscreen • Food and Drinks {Alcohol is Allowed} Ariel video or photos are available with our exclusive Drone photography services. Get the most out of your boating experience and your memories captured. Inquire about our Drone photography and we can tailor a package for you! *If extreme weather hits just before the trip, you can reschedule or receive a full refund.

Capt. Tim

Capt. Tim

345 total bookings
Superowner
Capacity
6 guests
Powerboats, Pontoons, & RIBs
Cuddy Cabin/Walk Around

Reviews

4.9 (194 reviews)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Awesome
  • Itinerary & Experience

    Awesome
  1. 27' Chris Craft with Water Toys plus Jet Ski Available
  2. 27' Chris Craft with Water Toys plus Jet Ski Available
  3. 27' Chris Craft with Water Toys plus Jet Ski Available
  4. 27' Chris Craft with Water Toys plus Jet Ski Available
  5. 27' Chris Craft with Water Toys plus Jet Ski Available
  6. 27' Chris Craft with Water Toys plus Jet Ski Available
  7. 27' Chris Craft with Water Toys plus Jet Ski Available
  8. 27' Chris Craft with Water Toys plus Jet Ski Available
  9. 27' Chris Craft with Water Toys plus Jet Ski Available
  10. 27' Chris Craft with Water Toys plus Jet Ski Available
  11. 27' Chris Craft with Water Toys plus Jet Ski Available
  12. 27' Chris Craft with Water Toys plus Jet Ski Available
316 photos have been added by reviewers who booked this listing.
  1. SL

    Samantha

    We had a great day out on the water with Tim Jr! He was flexible with the weather, and had great suggestions for our group.

  2. Jene
    Jene

    He was amazing and accommodating, took great pics and was really funny. Highly recommend.

  3. SK

    Sai

    Our experience with Captain Tim Jr was incredible! He is a fantastic captain, the boat was awesome, and he battled a storm to get us to the fountain, I proposed to my girlfriend, and he battled the storm right back to the dock. An experience we will never forget, best captain you could ask for!

  4. Christopher
    Christopher

    This was the perfect end to a long day for my family and me. Captain Tim was personable, attentive, and gracefully navigated a crowded waterfront for the 4th of July fireworks. The kids and I had a blast and enjoyed the relaxation. Would absolutely book again!

  5. bb

    bridget

    We booked a four hour trip for our family of four and absolutely loved it. We needed to reschedule our originally booked day due weather and Tim was very accommodating and flexible. Our experience on the water was perfect and exceeded our expectations for a family day out. I can’t wait to book again soon.

Capt. Tim

Capt. Tim

345 total bookings
Superowner

I am excited to be a part of the GetMyBoat community and make boating more accessible and affordable to others. As a USCG Master Captain i have 25 years of experience on the Great Lakes. I love to make people laugh and show them a good time while keeping you safe. Let's make your day on the lake memorable.

Features & Details

Make
Chris-Craft
Model
268
Length
27ft
Year
95
  • Bluetooth
  • Life jackets/required safety gear
  • Watersports Equipment
  • Fish Finder
  • Depth gauge
  • GPS
  • Fuel type: Gas
  • Cuddy Cabin
  • Bimini
  • Head
  • Music System
  • Jet Ski
  • Charter
  • Toilet
  • Radio

Approximate Location

You’ll get directions to the departure location when you make a booking.

The boat's approximate location on a map
Approximate Location

Cancellation Policy

Full refund up to 5 days prior.

Similar Listings

24 Passenger Captained Party & Event Boat in Chicago!
Powerboats in Chicago · 24 guests

24 Passenger Captained Party & Event Boat in Chicago!

5.0
Superowner
$800/hour
20 Passenger Captained Party & Event Boat in Chicago
Powerboats in Chicago · 20 guests

20 Passenger Captained Party & Event Boat in Chicago

5.0
Superowner
$700/hour
27' Maxum 2400 Motor Yacht Rental in Chicago
Powerboats in Chicago · 8 guests

27' Maxum 2400 Motor Yacht Rental in Chicago

4.3
$300/hour
42FT Regal Commodore Express Cruiser
Powerboats in Chicago · 13 guests

42FT Regal Commodore Express Cruiser

5.0
Superowner
Best of 2025
$245/hour
Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht
Powerboats in Chicago · 12 guests

Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht

5.0
Superowner
Best of 2025
$210/hour

Top Destinations Nearby