boat

31' beautiful and comfortable Pearson to sit back and relax your Day!

4.2
(85 bookings)
, 
31 ft
Boat length
Up to 6
Passengers
Captained
This boat is rented with a captain
85%
Owner’s response rate

The boat

Step aboard this beautiful and comfortable 31-foot sloop-rig sailboat, perfectly designed to host up to 6 passengers while offering both relaxation and adventure. Your sailing experience is completely customizable to match your style—whether you prefer to sit back and unwind with the breeze and skyline views or take a more hands-on role as part of the crew. The flexibility is entirely yours, making every charter unique and tailored to your vision.

With Sailing Tours in Chicago aboard this Pearson 31, the possibilities are endless. Choose from a memorable sunset cruise, exciting fireworks sail, birthday party on the water, fun sailing lessons, or a half-day charter with friends and family. For those looking to create lasting memories, we also offer custom vacations designed around your personal preferences. Every outing includes the option to sail along the harbor for up-close views of the city’s breathtaking skyline, circle around Navy Pier, or drop anchor in the lively “Play Pen Bay” where you can relax, socialize, or even take a refreshing swim in Lake.

Private sailing means more flexibility for you. Whether you dream of a quiet, romantic sail, an educational hands-on lesson, or a vibrant group celebration, this vessel and experience can deliver it all. Rates are $250/hour with a 2-hour minimum, and for charters of 3 hours or more, the rate is reduced to $200/hour. Every booking includes the services of a professional captain, fuel, and ice in a chest for your favorite BYOB beverages, so all you need to do is bring your guests and your vision of the perfect day.

What’s your dream sail outing? Let us bring it to life on the waters of the Lake. Send us an inquiry today—we’d be delighted to help make your special day unforgettable!
Read more
Joey
Owned by
Joey
4.3
(22 ratings)

Amenities

Bathroom
Bluetooth audio
Cooler / Ice chest
Swim ladder
Grill
VHF Radio

Specifications

Year
1987
Length
31 ft.
Make
Pearson
Model
31 Pearson
Capacity
6
See all
/ (excl. fees)
Date
Duration
Start time
Terms
  • Fuel is included.
  • Security deposit: $0.
  • Cancellation policy:
  • Charter type: Bareboat

Ratings & reviews

4.2
(0 rating)

Boat location

Exact location information is provided after a booking is confirmed.

Your crew

Boat owner
Joey
Joey
4.3
(22 bookings)
See profile
  • Response rate: 85%
  • Avg. response time: < 24 hours

Things to know

Allowed on boat

swimming
smoking
alcohol
kids under 12
shoes
  • Free cancellations until 5 days before the booking start time.
  • 50% refund for cancellations between 3-5 days before the booking start time.
  • Cancellations within 2 days of the booking start time are non-refundable.
See policy

This boat belongs to a Commercial Owner, an independent boat rental company. A Commercial Owner is an independent, Boatsetter-approved boat rental company who provides their own insurance to their guests.

A security deposit hold (not a charge) will be placed on your credit card 48 hours before your booking starts to cover any incidental damage that may occur during your rental. This hold is released 48 hours after the booking is complete, if no claims are made. The security deposit amount for the boat you are booking will be outlined during the check-out process.

Learn more

If requested, the owner can provide a list of available captains for bareboat charter or the renter can use their own qualified captain. If the boat is being time chartered, the owner will provide the Captain.