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38-ft Party Pontoon for Up to 20 Guests in Chicago38-ft Party Pontoon for Up to 20 Guests in Chicago38-ft Party Pontoon for Up to 20 Guests in Chicago38-ft Party Pontoon for Up to 20 Guests in Chicago

38-ft Party Pontoon for Up to 20 Guests in Chicago

With Captain

5.0(88 reviews) ·
268 bookings
·

ABOUT THE TRIP Enjoy an unforgettable day on the water in Chicago aboard this spacious 38-ft pontoon boat. Perfect for celebrations, scenic river tours, or a fun day in the Playpen, this charter is ideal for groups looking to experience the city's waterfront in style. Whether it's a birthday, bachelorette party, or sunset cruise, the boat offers a unique and memorable venue for your event. ABOUT THE BOAT The 38-ft Traident pontoon features a full-size bathroom, a bar for serving drinks, two tables, and a powerful Bluetooth-enabled sound system. Guests can enjoy swimming with provided floating party mats or take in the stunning views of Chicago’s skyline and landmarks on a river tour. WHAT'S INCLUDED Your booking includes your captain plus access to all onboard amenities, including the sound system, bathroom, and floating party mats. WHAT'S NOT INCLUDED Gratuities for the crew are not included but are always appreciated. Additional services such as wedding ceremonies, birthdays, anniversaries, and family reunions can be arranged for a custom experience. OTHER THINGS TO KNOW After booking, you can coordinate with the crew to tailor your trip, whether you prefer swimming, sightseeing, or celebrating a special occasion. The captain and crew are fully certified by the U.S. Coast Guard, ensuring a safe and professional experience on the water. This boat is perfect for events like bachelor and bachelorette parties, weddings, and graduations, making your outing as unique as your celebration.

Captain Greg

Captain Greg

550 total bookings
Superowner
Best of 2025
Capacity
20 guests
Powerboats, Pontoons, & RIBs
Pontoon

Reviews

5.0 (88 reviews)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Awesome
  • Itinerary & Experience

    Awesome
  1. 38-ft Party Pontoon for Up to 20 Guests in Chicago
  2. 38-ft Party Pontoon for Up to 20 Guests in Chicago
  3. 38-ft Party Pontoon for Up to 20 Guests in Chicago
  4. 38-ft Party Pontoon for Up to 20 Guests in Chicago
  5. 38-ft Party Pontoon for Up to 20 Guests in Chicago
  6. 38-ft Party Pontoon for Up to 20 Guests in Chicago
  7. 38-ft Party Pontoon for Up to 20 Guests in Chicago
  8. 38-ft Party Pontoon for Up to 20 Guests in Chicago
  9. 38-ft Party Pontoon for Up to 20 Guests in Chicago
  10. 38-ft Party Pontoon for Up to 20 Guests in Chicago
  11. 38-ft Party Pontoon for Up to 20 Guests in Chicago
  12. 38-ft Party Pontoon for Up to 20 Guests in Chicago
23 photos have been added by reviewers who booked this listing.
  1. SS

    Sophia

    My fiancé and I booked this for our joint Bach party and we didn’t regret it for a second. The boat was very clean and spacious and the staff were extremely friendly. Such an unforgettable time!

  2. KK

    Katie

    This was the perfect boat for a bachelorette boat day! Captain and the staff was great.

  3. BM

    Bridget

    We had an incredible experience. We booked for a co-ed bachelorette party. The captain and other staff on board were SO friendly and accommodating. The cooler was plenty big, the bathroom was clean, and we had a nice space to set up our sandwiches. Great experience!

  4. Serena
    Serena

    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!

  5. MC

    Megan

    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!

Captain Greg

Captain Greg

550 total bookings
Superowner
Best of 2025

For over 6 years our we have specialized in fully customizable events aboard our commercial pontoon vessels . Every detail is customized to meet our client's objectives. Each detail will not be overlooked when you treat your guests to the stunning Chicago skyline setting aboard.

Features & Details

Make
Traident
Model
Trident
Length
38ft
Year
2016
  • Fuel type: Gas
  • Single Engine
  • Wheel steering
  • Head
  • Music System
  • Charter
  • Toilet
  • Outboard Engine

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 30 days prior.

Additional Terms & Information

Weather Policy:  If weather is bad or waves over 3 feet there will be no refund ,you will be able to reschedule anytime as long it does not interfere, with a charter that was schedule on that date. We are very flexible and easy to work with.

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Top Destinations Nearby

  • Limited availabilitySome departure times on this date are still available.
  • Rare Discovery!This date is popular and usually gets booked early.
With Captain
  • Hourly Only
  • With Captain Only