Luxury Yacht Rental - Chicago Boat Rental - The Playpen Chicago

Experience the magic of the Lake Michigan with Dor Sea Tours. From the Playpen to private boat trips, river cruises, sunset cruises, Navy Pier marina, fireworks  and Jet Ski rentals we create unforgettable moments for families, couples, corporate events and groups.

About Us

Dor Sea Tours

Chicago Luxury Yacht Rental – Boat rental Chicago – Jet ski rental – Chicago boat rental. We provide Luxury yet affordable boating experiences. With over 25 years of expertise, we combine our passion for boating with our love for service, providing our customers with unique and customized charter experiences like no other in the Chicagoland area.  Whether cruising the Chicago river, catching the fireworks at Navy Pier, hanging at the playpen or hosting a corporate event, we take pride in meeting your needs and providing you with a memorable experience on the water.

Services

Luxury Yacht Charters

Sail across Lake Michigan or the Chicago River on a private luxury yacht. Enjoy skyline views, Navy Pier fireworks, or a relaxing day on the water.

Private Boat Rentals

Rent a private boat tailored to your event or outing. Perfect for family gatherings, romantic escapes, or corporate functions.

Jet Ski Rentals

Ride high-powered jet skis on Lake Michigan for an unforgettable adventure. A thrilling way to explore the water at top speed.

Special Event Charters

Host birthdays, anniversaries, or corporate parties on the water. A custom charter designed to make your event truly special.

Discover the Magic of Lake Michigan

At Dor Sea Tours, we create unique experiences for every traveler — whether you seek relaxation, exploration, or adventure, our tours are designed to make your time at sea unforgettable.

Booking

Book Your Lake Adventure Today

Booking your perfect Lake Michigan adventure is quick and easy. Reserve online for boat trips, sunset cruises, jet ski, corporate events and more. Choose your tour, pick a date, and let us handle the rest — safe, simple, and seamless

Red Jet Ski

Sea-Doo Spark Trixx with Bluetooth $95 for 30 minutes Age 18+ with a valid ID ($100 refundable security deposit)

Blue Jet Ski

Sea-Doo Spark Trixx with Bluetooth $95 for 30 minutes Age 18+ with a valid ID ($100 refundable security deposit)

27ft Chris Craft

2 hr minimum 6 ppl max.
The boat is ideal for:
Fireworks and Sunset Cruises
Playpen Party in Downtown Chicago
River Trips
Bachelorette or Bachelor Parties
Birthday parties
Hanging out at City Winery or other restaurants on the river
Powerful sound system w/Bluetooth audio
Cooler, Ice and Water are included
Gratuity for crew is not included but appreciated (20% is standard)

  • If Extreme weather hits just before the trip, at Captain’s discretion, you can reschedule or receive a full refund.
    What to bring: Towels Sunscreen Food and Drinks (Alcohol is Allowed) BYOB

Special holiday pricing (June 19th-20th, July 4th-6th, July 12th, July 25th Chicago Boat Scene Party, August 15th-16th) +200hr

44ft Azimut

2 hour minimum 13 ppl max.
Enjoy the day or night on the water with friends and family on this Million Dollar Luxury Yacht!
Per USCG regulations we are not allowed to provide you with a captain. You are welcome to either supply your own captain that meets all of the owner and USCG regulations or you may choose a captain from a list of pre-approved captains that we have vetted and are familiar with our vessel. Once you book with us we will provide you with the list of captains.
Captain’s fee is separate and paid directly to the captain, the rate is $140 an hour.
Gratuity is not included but appreciated (20% of the rental rate is standard).
The Yacht is ideal for:
Fireworks and Sunset Cruises
Playpen Party in Downtown Chicago
River Trips
Bachelorette or Bachelor Parties
Birthday parties
Hanging out at City Winery or other restaurants on the river
Corporate events & outings
Kitchen and 2 bathrooms
Powerful sound system w/Bluetooth audio
Cooler and onboard refrigerator

  • Ice and Water are included

  • If Extreme weather hits just before the trip, at the Captain’s discretion, you can reschedule or receive a full refund.
    What to bring: Towels Sunscreen Food and Drinks (Alcohol is Allowed) BYOB

Special holiday pricing (June 19th-20th, July 4th-6th, July 12th, July 25th Chicago Boat Scene Party, August 15th-16th) +$300hr

why choose us

Why Choose Us for Your Sailing Adventure

Indulge in luxury, seek adventure, and create unforgettable memories aboard our premium yachts.

Experienced Crew

 Professional captains and guides who ensure your safety, comfort, and fun on every trip.

Unique Personalized Adventures

From private tours to river and sunset cruises — there’s something for everyone

Stunning Locations

Explore the beautiful lake front, the playpen, blue waters, and the best scenic city views in the country only accessible by boat.

Our Gallery

Memories on the Lake

Take a glimpse into the beauty and excitement of our lake adventures. From breathtaking sunsets and special events to joyful moments on board, our gallery captures the unforgettable experiences that await you with Dor Sea Tours.

Blog

Main Description

Our blog is your gateway to the wonders of Chicago on the Lake. Dor Sea Tours shares everything you need to make your journey unforgettable.

Planning a day at the Playpen Chicago? Learn what it is, when to go, what to bring, and how a private boat makes the experience easier.
Lake cruise vs river cruise: compare views, vibe, speed, privacy, and occasions to choose the right on-water experience for your group.
Planning a Chicago Playpen day? Learn what it is, when to go, what to bring, and why a private boat makes the experience easier and more fun.
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