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With Captain
Guests describe a fun, laid‑back outing with upbeat vibes, smooth timing, and an easygoing atmosphere for partying, cruising, or sunset hangs.
Well-kept Sea Ray deck layout that guests note is clean, comfortable, and exactly as described, with a cooler and ice ready for your drinks.
Consistently praised as responsive, punctual, and attentive, keeping trips running smoothly and making groups feel well cared for on the water.
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AI Overview
Owner's Description
Cruise, Sip, Chill, Celebrate – The Perfect Day Aboard a 27ft Sea Ray! If you're looking for a party in the Playpen or a sunset ride, look no further than the 27 Foot Sea Ray Sundeck "Off-Ice!" There is a capacity for 6 people in the boat. Included in the booking Captain Ice and cooler Bathroom on board Brand new speakers The Off-Ice is fully equipped with all necessary safety devices and ready to set sail for your perfect day on the water! Feel free to reach out regarding other options or requests and the Captain will make every effort to accommodate.
Bobby
10 total bookings
- Capacity
- 5 guests
- Powerboats, Pontoons, & RIBs
- Deck Boat
Reviews
(6 reviews)
Listing Accuracy
AwesomeDeparture & Return
AwesomeVessel & Equipment
AwesomeCommunication
AwesomeValue
AwesomeItinerary & Experience
Awesome
Beverly
We all had an amazing time on Bobby’s boat! The boat was in pristine condition and was equipped with a cooler with ice and water bottles which was much appreciated. My girlfriend and I took her daughter and friend for their first time on Lake Michigan and Bobby was very accommodating. He made sure everyone felt safe and had fun! Even took out his lily pad for the girls to enjoy! Such a great day!
EW
Emily
We had the best time on Bobby's boat! He was very responsive and responsible. Vibes were awesome and he took good care of us when the water conditions were a little challenging. We had a ton of fun, thank you!
SB
Sarah
Bobby was great! Boat was clean and as described and will absolutely book again!
KA
Kelly
Bobby was the best captain! We left right on time and the water was beautiful. He had a cooler with ice prepared and ready for us upon arrival, and made the whole trip a time to remember! I could not recommend him enough!
Samantha
Bobby
10 total bookings
Features & Details
- Sea Ray
- 270 Sundeck
- Capacity: 5 people max
Safety Equipment
Anchor & Rode
Bilge Pumps
Fire Extinguishers
Flares
Life Jackets (16)
Life Rafts
Lifebuoys
Navigation Lights
PFDs (2)
Sound Signals
Guest Amenities
Cooler
Toilets (1)
Leisure & Entertainment Equipment
Bluetooth
Sound System
Departure Location
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
2431 North Cannon Drive
Chicago, Illinois, 60614
United States
Departure Location
Cancellation Policy
Free cancellation up to 3 days before your trip.
Additional Terms & Information
Contact captain if you would like to add more people. $235/hr for Wednesday/Saturday fireworks bookings. Full refund given if cancellation is needed due to weather/waves.
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