14 Passenger Captained Party & Event Boat in Chicago, Illinois!

This 32.0' Trident cand take up to 14 passengers around Chicago
Discover Chicago surroundings on this Deck Boat Trident boat
Deck boat boat for rent in Chicago
Show all 18 photos
From
$1,200
$1,200
per ¼ day

Boat for rental in Chicago, IL

Trident • Deck Boat • 2018
5.02 reviews
Troy
Hosted by Troy
Since 2024 •5.0(2)
32 feet
14 Guests
0 Cabins
1 Bathroom
Captained

Description

Invite some friends and have a blast on our 14 passenger captained party boats in Chicago, IL!

Rates as low as $600 per hour and a minimum booking of 3 hours. 

*All of our boats are licensed by the US Coast Guard, and include both a licensed captain & deckhand to provide a safe and fun charter experience!

Our daily schedule is:
10am - 1pm, 130pm - 430pm and 5pm - 8pm

Our 14 passenger captained party boats feature:
• Beer Pong & Flip Cup Table
• Aqua mat & noodles for swimming
• Blue-tooth sound system for your jams
• 100 quart coolers & ice for your beverages
• Easy roll back canvas for sun control
• Bathroom

Our captained party boats depart and return to Monroe Harbor!

As you can see in our pics, we take our guests out for every occasion imaginable, and as you plan your day, here are a few ideas that are always in high demand:

1. Take friends, family, colleagues, clients out for a special event!

2.  Playpen trips!   Anchor down, play games on board, and get the aqua mat out to enjoy the playpen boating scene!

3. Experience the Chicago River! We have some fun and head through the locks together, then sit back, relax and enjoy a nice slow cruise down the river. The whole experience is one to capture with pics & video, so get your cameras out, and enjoy the architecture! The river is amazing at any hour of the morning, afternoon, or evening.

4. Fireworks on Wednesday and Saturday nights. Always a crowd favorite and rightly so. We usually wiggle our way right up close to the front, so the fireworks are booming right out in front of our boat. See pics.....

About Your Captains:
In a word, fun! We literally take guests out for all occasions, and see to it that everyone has a safe, fun, and memorable day/evening on the lake!
House cleaning:
Our captains have US Coast Guard commercial licenses. Our boats are registered, inspected and approved by the US Coast Guard & IDNR every season, and all paperwork, commercial insurance, and safety equipment is kept on board. We are licensed by the US Coast Guard, and include both a licensed captain and deckhand to provide a safe and fun charter experience!

This boat has 1 additional addons available.

Details

Manufacturer
Trident
Model
Deck Boat
Build year
2018
Max Capacity
14
Number of engines
1
Horsepower per engine
115

Accommodations

Bathrooms
1 x

This boat has a maximum capacity of 14 people. It features 0 cabins with an overnight sleeping capacity of 0, 1 bathroom, and 0 showers.

Add-ons

This boat has 1 additional service(s) available for quarter day trips. You can select optional addons to customize your trip on the next page. Note that required addons are mandatory, and addons marked as payable at base need to be paid directly to the boat owner when you get to the boat.

Required (1)

Mandatory Additional Hour (for 3 hours)
$600
per booking

Amenities

Life jackets
Fire extinguisher
First aid kit

Reviews

5.0
from 2 reviews
Cleanliness
5.0
Well maintained
5.0
Accuracy
5.0
Communication
5.0
Morgan
Morgan
5, Sept. 16th, 2025

We had a fantastic time aboard Tiny Dancer! The captain was fantastic and everyone has tons of fun. The boat is exactly as described and everyone was accommodating to what we wanted to do with our time on the boat!

Abigail
Abigail
5, Sept. 11th, 2024

We had a great day on the lake with the crew! Thank you so much!

Policies

Cancelation policy: Strict

Full refund if renter cancels 31 days or more before the trip start date.
No refund if renter cancels 30 days or less before the trip start date.

Owner

Troy
About Troy
5.02 reviews
    Response time within 30 hours
    Response rate 90.9%

Location & Destination Guide

Renting a boat charter in Chicago is one of the best things to do in the summer months, whether you’re planning to party or just to escape the city heat. Find your perfect private boat rental with Sailo!

Despite being a long way from the sea, Chicago offers lots of things to do out on the water.

FAQs

What type of yacht should I charter?
No matter what type of yacht you choose to charter, we know that you will have a fantastic time on the water. If you are more about the journey, and want a relaxing time aboard, then choose from one of the many sailboats on the platform. If you are more about the destination, and going fast, check out the powerboats on Sailo. For an exclusive experience, Sailo recommends chartering a luxurious yacht for the day. Finally, Sailo has access to many event boats as well for group outings from 50 - 1,000 guests. If you are still unsure, then just ask! Read more
What should I bring?
Bring yourself, and some comfortable clothes suitable to the season you are going to be out on the water. Please keep in mind that it is often 10 degrees cooler out on the water, so a jacket or windbreaker is never a bad idea. We also recommend bringing a hat, sunscreen, and sunglasses, as well as a swimsuit if appropriate for your charter location. Please coordinate with your captain regarding any food or drinks that you wish to bring aboard. For term-charters, Sailo recommends using soft-sided luggage, and keeping it simple. Read more
How long does a rental last?
The basic daily rental is structured as either a quarter-, half-, or full-day. A quarter-day is two hours, a half-day is four hours, and a full-day is eight hours. You can also discuss a custom trip with the boat by contacting the owner through Sailo. Most term charters (weekly rentals) are from Saturday to Saturday. Keep in mind that the boat generally needs to be back at the dock by Friday evening, and you will need to be off the boat on Saturday morning so they can prepare the boat for the next guests. Read more
View all FAQs