Captain Rich Wallace
Free cancellation
Up to 24 hours
Instant confirmation
Mobile ticket
Modify your booking anytime
No extra fees
Best price guarantee
No hidden fees
Experienced captain guarantees safety, comfort, and smooth sailing
Skilled in all vessels, from sailboats to mid-sized yachts
Perfect for private parties, family outings, or scenic cruises
Focused on fun, professional service, and unforgettable memories
Captain Rich Brings Decades of Global Maritime Experience to Chicago Charters
Captain Rich hails from the Midwest and brings decades of hands-on experience on the water to every charter he leads. Having spent over twenty years in the Caribbean, he has captained a wide range of vessels, including sailboats, motorboats, ferries, catamarans, and mid-sized yachts. His extensive background and International Masters 100-ton license, along with VSO, STCW certification, and multiple endorsements, ensure that every trip is conducted with the highest standards of safety and professionalism.
With a strong focus on reliability and guest satisfaction, Captain Rich is committed to delivering smooth, seamless, and well-organized charter experiences. Whether hosting a relaxed sightseeing cruise, a family gathering, or a private celebration, he prioritizes comfort and enjoyment for all guests on board. His experience allows him to confidently handle diverse conditions while maintaining a calm and welcoming atmosphere throughout each journey.
Every charter is tailored to the specific preferences of the group, offering flexible itineraries across Chicago’s scenic waterways. Guests can explore iconic city views, visit popular anchor spots, or simply unwind while cruising Lake Michigan or the river. Attention to detail ensures that each outing is carefully planned to maximize both enjoyment and safety.
Captain Rich and his crew focus on creating memorable experiences through personalized service and smooth coordination. Guests are encouraged to bring their favorite snacks, beverages, and essentials to enhance the day on the water. Whether it’s a sunset cruise, a sightseeing adventure, or a lively social gathering, each trip is designed to deliver an unforgettable Chicago boating experience.
$ 300
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This activity is managed by our trusted partner FareHarbor.
Additional taxes and fees may apply — total shown at checkout.
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Enjoy unlimited changes and full refund options.
Exceptional flexibility
Free cancellation and unlimited rescheduling leads to total flexibility while you plan your travels
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Lowest Price Guarantee — no other provider offers this tour for less
Captain Rich Brings Decades of Global Maritime Experience to Chicago Charters
Captain Rich hails from the Midwest and brings decades of hands-on experience on the water to every charter he leads. Having spent over twenty years in the Caribbean, he has captained a wide range of vessels, including sailboats, motorboats, ferries, catamarans, and mid-sized yachts. His extensive background and International Masters 100-ton license, along with VSO, STCW certification, and multiple endorsements, ensure that every trip is conducted with the highest standards of safety and professionalism.
With a strong focus on reliability and guest satisfaction, Captain Rich is committed to delivering smooth, seamless, and well-organized charter experiences. Whether hosting a relaxed sightseeing cruise, a family gathering, or a private celebration, he prioritizes comfort and enjoyment for all guests on board. His experience allows him to confidently handle diverse conditions while maintaining a calm and welcoming atmosphere throughout each journey.
Every charter is tailored to the specific preferences of the group, offering flexible itineraries across Chicago’s scenic waterways. Guests can explore iconic city views, visit popular anchor spots, or simply unwind while cruising Lake Michigan or the river. Attention to detail ensures that each outing is carefully planned to maximize both enjoyment and safety.
Captain Rich and his crew focus on creating memorable experiences through personalized service and smooth coordination. Guests are encouraged to bring their favorite snacks, beverages, and essentials to enhance the day on the water. Whether it’s a sunset cruise, a sightseeing adventure, or a lively social gathering, each trip is designed to deliver an unforgettable Chicago boating experience.
- Captain and crew service
- Safety equipment
- Cooler for drinks and snacks
- Gratuities
- Food and beverages
- Parking or marina fees
- Special event tickets
Personal expenses
Bottle of wate
Comfortable clothes
Sunscreen
Sunglasses
Camera
Passport
- Travelers with Limited mobility impairments
- Travelers prone to seasickness
- Travelers with aquaphobia
- Couples
- Nature enthusiasts
- Adventure seekers
- Groups of friends
- Physically fit travelers
- Solo travelers
- Photography lovers
Keep personal essentials
Have a camera ready to capture every special moment
Wear comfortable clothes and shoes
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Activity Provider: Knot My Boat Charters