Captain Trooper Moores
Free cancellation
Up to 24 hours
Instant confirmation
Mobile ticket
Modify your booking anytime
No extra fees
Best price guarantee
No hidden fees
Nonstop music and drinks ensure maximum party enjoyment
Prime anchoring spots provide stress-free scenic fun
Perfect lake and river views for photo opportunities
Smooth sailing with expert captain ensuring safety
Captain Trooper Delivers Premium Playpen Parties and Chicago River Cruise Experiences
Captain Trooper offers a high-energy yet seamless boating experience across two of Chicago’s most popular waterways—the Lake Michigan Playpen and the Chicago River. Each charter is designed to combine fun, safety, and smooth coordination, allowing guests to enjoy the city’s skyline or a floating lake party without the stress of navigation or logistics. From departure to docking, every detail is managed to ensure a relaxed and memorable outing on the water.
At the Playpen, guests can anchor for a vibrant floating party atmosphere set against the backdrop of Lake Michigan. Alternatively, Chicago River cruises provide a scenic journey through the heart of the city, showcasing iconic architecture and waterfront views. With expert knowledge of local waters and prime locations, Captain Trooper ensures each trip is positioned for the best possible experience, whether it’s social, scenic, or a combination of both.
Every charter is fully customizable, allowing groups to tailor the experience to their preferred mood and occasion. Captain Trooper handles all operational aspects, including navigation and docking, so guests can focus entirely on music, conversation, and celebration. The result is a stress-free environment where comfort and enjoyment take priority throughout the journey.
Guests are encouraged to personalize their trip by bringing food, beverages, and recreational items such as water toys. Recommended essentials like sunscreen, swimsuits, towels, and sunglasses help enhance comfort, while optional items like motion sickness remedies or extra clothing add convenience. With safety, enjoyment, and flexibility at the core, Captain Trooper delivers a fully tailored boating experience ideal for private parties, group celebrations, and unforgettable days on the water.
Captain Trooper Delivers Premium Playpen Parties and Chicago River Cruise Experiences
Captain Trooper offers a high-energy yet seamless boating experience across two of Chicago’s most popular waterways—the Lake Michigan Playpen and the Chicago River. Each charter is designed to combine fun, safety, and smooth coordination, allowing guests to enjoy the city’s skyline or a floating lake party without the stress of navigation or logistics. From departure to docking, every detail is managed to ensure a relaxed and memorable outing on the water.
At the Playpen, guests can anchor for a vibrant floating party atmosphere set against the backdrop of Lake Michigan. Alternatively, Chicago River cruises provide a scenic journey through the heart of the city, showcasing iconic architecture and waterfront views. With expert knowledge of local waters and prime locations, Captain Trooper ensures each trip is positioned for the best possible experience, whether it’s social, scenic, or a combination of both.
Every charter is fully customizable, allowing groups to tailor the experience to their preferred mood and occasion. Captain Trooper handles all operational aspects, including navigation and docking, so guests can focus entirely on music, conversation, and celebration. The result is a stress-free environment where comfort and enjoyment take priority throughout the journey.
Guests are encouraged to personalize their trip by bringing food, beverages, and recreational items such as water toys. Recommended essentials like sunscreen, swimsuits, towels, and sunglasses help enhance comfort, while optional items like motion sickness remedies or extra clothing add convenience. With safety, enjoyment, and flexibility at the core, Captain Trooper delivers a fully tailored boating experience ideal for private parties, group celebrations, and unforgettable days on the water.
- Licensed captain
- Smooth navigation
- Route customization
- Safety guidance
- Top tier energy
- Gratuities
- Food and drinks
- Water toys
$ 375
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This activity is managed by our trusted partner FareHarbor.
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Activity Provider: Knot My Boat Charters
Customer Reviews
Fantastic place for drinks & food, food was absolutely gorgeous. Our waiter was most nicest girl ever, very welcoming we had a little 2 year old with us, as most 2 year olds are not easy to keep entertained in public, the staff were so good and patient with him, will definitely visit here again. Thanks a million guys from the lady's from cork would visted Saturday 24th Jan
If you’re looking for a cute little pub whilst travelling this is the one! Such a nice environment, friendly staff and good price. My partner had the fish and chips and he said it was ‘flaversome and cooked well’. Don’t be alarmed if you order the sausage and mash as i ordered 2 of the kids sausage and mash as im not keen on pork and leek sausages so it wont look like this. The mash was definitely microwaved or reheated as its was quite tasteless but standard. Would definitely recommend if you are visiting Kilmainham gaol as it is right next door. Drinks are not overly priced as other places either !
Great place to drop in for food if visiting the Kilmainham Gaol which is next door. Nice relaxed atmosphere and great service. The beef and guinness stew is amazing, a must have. Very reasonably priced as well.
